id	sid	tid	token	lemma	pos
eurjchem-718	1	1	untitled	untitle	VERB
eurjchem-718	1	2	european	european	PROPN
eurjchem-718	1	3	journal	journal	PROPN
eurjchem-718	1	4	of	of	ADP
eurjchem-718	1	5	chemistry	chemistry	NOUN
eurjchem-718	1	6	4	4	NUM
eurjchem-718	1	7	(	(	PUNCT
eurjchem-718	1	8	1	1	NUM
eurjchem-718	1	9	)	)	PUNCT
eurjchem-718	1	10	(	(	PUNCT
eurjchem-718	1	11	2013	2013	NUM
eurjchem-718	1	12	)	)	PUNCT
eurjchem-718	1	13	1‐6	1‐6	NUM
eurjchem-718	1	14	european	european	PROPN
eurjchem-718	1	15	journal	journal	PROPN
eurjchem-718	1	16	of	of	ADP
eurjchem-718	1	17	chemistry	chemistry	NOUN
eurjchem-718	1	18	issn	issn	PROPN
eurjchem-718	1	19	2153‐2249	2153‐2249	PROPN
eurjchem-718	1	20	(	(	PUNCT
eurjchem-718	1	21	print	print	NOUN
eurjchem-718	1	22	)	)	PUNCT
eurjchem-718	1	23	/	/	SYM
eurjchem-718	1	24	issn	issn	PROPN
eurjchem-718	1	25	2153‐2257	2153‐2257	NUM
eurjchem-718	1	26	(	(	PUNCT
eurjchem-718	1	27	online	online	ADJ
eurjchem-718	1	28	)	)	PUNCT
eurjchem-718	1	29			NOUN
eurjchem-718	1	30	2013	2013	NUM
eurjchem-718	1	31	eurjchem	eurjchem	PROPN
eurjchem-718	1	32	doi:10.5155	doi:10.5155	PROPN
eurjchem-718	1	33	/	/	SYM
eurjchem-718	1	34	eurjchem.4.1.1‐6.718	eurjchem.4.1.1‐6.718	PROPN
eurjchem-718	1	35	european	european	PROPN
eurjchem-718	1	36	journal	journal	PROPN
eurjchem-718	1	37	of	of	ADP
eurjchem-718	1	38	chemistry	chemistry	PROPN
eurjchem-718	1	39	journal	journal	PROPN
eurjchem-718	1	40	homepage	homepage	NOUN
eurjchem-718	1	41	:	:	PUNCT
eurjchem-718	1	42	www.eurjchem.com	www.eurjchem.com	X
eurjchem-718	1	43	synthesis	synthesis	NOUN
eurjchem-718	1	44	of	of	ADP
eurjchem-718	1	45	2‐substituted	2‐substitute	VERB
eurjchem-718	1	46	6‐(5‐oxo‐1‐phenylpyrrolidin‐3‐yl)pyrimidin‐4(3h)‐	6‐(5‐oxo‐1‐phenylpyrrolidin‐3‐yl)pyrimidin‐4(3h)‐	PROPN
eurjchem-718	1	47	ones	one	NOUN
eurjchem-718	1	48	uroš	uroš	NOUN
eurjchem-718	1	49	grošelj	grošelj	NOUN
eurjchem-718	1	50	a	a	DET
eurjchem-718	1	51	,	,	PUNCT
eurjchem-718	1	52	*	*	ADJ
eurjchem-718	1	53	,	,	PUNCT
eurjchem-718	1	54	georg	georg	NOUN
eurjchem-718	1	55	dahmann	dahmann	NOUN
eurjchem-718	1	56	b	b	PROPN
eurjchem-718	1	57	,	,	PUNCT
eurjchem-718	1	58	branko	branko	PROPN
eurjchem-718	1	59	stanovnik	stanovnik	NOUN
eurjchem-718	1	60	a	a	PRON
eurjchem-718	1	61	,	,	PUNCT
eurjchem-718	1	62	and	and	CCONJ
eurjchem-718	1	63	jurij	jurij	ADV
eurjchem-718	1	64	svete	svete	VERB
eurjchem-718	1	65	a	a	PRON
eurjchem-718	1	66	,	,	PUNCT
eurjchem-718	1	67	*	*	PUNCT
eurjchem-718	1	68	a	a	DET
eurjchem-718	1	69	faculty	faculty	NOUN
eurjchem-718	1	70	of	of	ADP
eurjchem-718	1	71	chemistry	chemistry	NOUN
eurjchem-718	1	72	and	and	CCONJ
eurjchem-718	1	73	chemical	chemical	NOUN
eurjchem-718	1	74	technology	technology	NOUN
eurjchem-718	1	75	,	,	PUNCT
eurjchem-718	1	76	university	university	PROPN
eurjchem-718	1	77	of	of	ADP
eurjchem-718	1	78	ljubljana	ljubljana	PROPN
eurjchem-718	1	79	,	,	PUNCT
eurjchem-718	1	80	ljubljana	ljubljana	PROPN
eurjchem-718	1	81	,	,	PUNCT
eurjchem-718	1	82	si‐1000	si‐1000	PROPN
eurjchem-718	1	83	,	,	PUNCT
eurjchem-718	1	84	slovenia	slovenia	PROPN
eurjchem-718	1	85	b	b	PROPN
eurjchem-718	1	86	medicinal	medicinal	ADJ
eurjchem-718	1	87	chemistry	chemistry	NOUN
eurjchem-718	1	88	,	,	PUNCT
eurjchem-718	1	89	boehringer‐ingelheim	boehringer‐ingelheim	VERB
eurjchem-718	1	90	pharma	pharma	PROPN
eurjchem-718	1	91	gmbh	gmbh	PROPN
eurjchem-718	1	92	&	&	CCONJ
eurjchem-718	1	93	co.	co.	PROPN
eurjchem-718	2	1	kg	kg	PROPN
eurjchem-718	2	2	,	,	PUNCT
eurjchem-718	2	3	biberach	biberach	NOUN
eurjchem-718	2	4	,	,	PUNCT
eurjchem-718	2	5	d‐88397	d‐88397	ADJ
eurjchem-718	2	6	,	,	PUNCT
eurjchem-718	2	7	germany	germany	PROPN
eurjchem-718	2	8	*	*	SYM
eurjchem-718	2	9	corresponding	correspond	VERB
eurjchem-718	2	10	author	author	NOUN
eurjchem-718	2	11	at	at	ADP
eurjchem-718	2	12	:	:	PUNCT
eurjchem-718	2	13	faculty	faculty	NOUN
eurjchem-718	2	14	of	of	ADP
eurjchem-718	2	15	chemistry	chemistry	NOUN
eurjchem-718	2	16	and	and	CCONJ
eurjchem-718	2	17	chemical	chemical	NOUN
eurjchem-718	2	18	technology	technology	NOUN
eurjchem-718	2	19	,	,	PUNCT
eurjchem-718	2	20	university	university	PROPN
eurjchem-718	2	21	of	of	ADP
eurjchem-718	2	22	ljubljana	ljubljana	PROPN
eurjchem-718	2	23	,	,	PUNCT
eurjchem-718	2	24	ljubljana	ljubljana	PROPN
eurjchem-718	2	25	,	,	PUNCT
eurjchem-718	2	26	si‐1000	si‐1000	PROPN
eurjchem-718	2	27	,	,	PUNCT
eurjchem-718	2	28	slovenia	slovenia	PROPN
eurjchem-718	2	29	.	.	PUNCT
eurjchem-718	3	1	tel	tel	PROPN
eurjchem-718	3	2	.	.	PUNCT
eurjchem-718	3	3	:	:	PUNCT
eurjchem-718	4	1	+386.1.2419254	+386.1.2419254	PROPN
eurjchem-718	4	2	;	;	PUNCT
eurjchem-718	4	3	fax	fax	NOUN
eurjchem-718	4	4	:	:	PUNCT
eurjchem-718	4	5	+386.1.2419220	+386.1.2419220	PROPN
eurjchem-718	4	6	.	.	PUNCT
eurjchem-718	4	7	e‐mail	e‐mail	PUNCT
eurjchem-718	5	1	address	address	NOUN
eurjchem-718	5	2	:	:	PUNCT
eurjchem-718	5	3	jurij.svete@fkkt.uni‐lj.si	jurij.svete@fkkt.uni‐lj.si	PROPN
eurjchem-718	5	4	(	(	PUNCT
eurjchem-718	5	5	j.	j.	PROPN
eurjchem-718	5	6	svete	svete	PROPN
eurjchem-718	5	7	)	)	PUNCT
eurjchem-718	5	8	.	.	PUNCT
eurjchem-718	6	1	article	article	NOUN
eurjchem-718	6	2	information	information	PROPN
eurjchem-718	6	3	abstract	abstract	ADV
eurjchem-718	6	4	received	receive	VERB
eurjchem-718	6	5	:	:	PUNCT
eurjchem-718	6	6	19	19	NUM
eurjchem-718	6	7	december	december	PROPN
eurjchem-718	6	8	2012	2012	NUM
eurjchem-718	6	9	received	receive	VERB
eurjchem-718	6	10	in	in	ADP
eurjchem-718	6	11	revised	revise	VERB
eurjchem-718	6	12	form	form	NOUN
eurjchem-718	6	13	:	:	PUNCT
eurjchem-718	6	14	07	07	NUM
eurjchem-718	6	15	january	january	PROPN
eurjchem-718	6	16	2013	2013	NUM
eurjchem-718	6	17	accepted	accept	VERB
eurjchem-718	6	18	:	:	PUNCT
eurjchem-718	6	19	08	08	NUM
eurjchem-718	6	20	january	january	PROPN
eurjchem-718	6	21	2013	2013	NUM
eurjchem-718	6	22	online	online	NOUN
eurjchem-718	6	23	:	:	PUNCT
eurjchem-718	6	24	31	31	NUM
eurjchem-718	6	25	march	march	NOUN
eurjchem-718	6	26	2013	2013	NUM
eurjchem-718	6	27	keywords	keyword	NOUN
eurjchem-718	6	28	2‐substituted	2‐substitute	VERB
eurjchem-718	6	29	6‐(5‐oxo‐1‐phenylpyrrolidin‐3‐yl)pyrimidin‐4(3h)‐ones	6‐(5‐oxo‐1‐phenylpyrrolidin‐3‐yl)pyrimidin‐4(3h)‐one	NOUN
eurjchem-718	6	30	were	be	AUX
eurjchem-718	6	31	synthesized	synthesize	VERB
eurjchem-718	6	32	in	in	ADP
eurjchem-718	6	33	three	three	NUM
eurjchem-718	6	34	steps	step	NOUN
eurjchem-718	6	35	from	from	ADP
eurjchem-718	6	36	itaconic	itaconic	ADJ
eurjchem-718	6	37	acid	acid	NOUN
eurjchem-718	6	38	derivatives	derivative	NOUN
eurjchem-718	6	39	via	via	ADP
eurjchem-718	6	40	cyclization	cyclization	NOUN
eurjchem-718	6	41	with	with	ADP
eurjchem-718	6	42	primary	primary	ADJ
eurjchem-718	6	43	amines	amine	NOUN
eurjchem-718	6	44	followed	follow	VERB
eurjchem-718	6	45	by	by	ADP
eurjchem-718	6	46	masamune‐claisen	masamune‐claisen	NOUN
eurjchem-718	6	47	condensation	condensation	NOUN
eurjchem-718	6	48	,	,	PUNCT
eurjchem-718	6	49	and	and	CCONJ
eurjchem-718	6	50	cyclization	cyclization	NOUN
eurjchem-718	6	51	of	of	ADP
eurjchem-718	6	52	the	the	DET
eurjchem-718	6	53	newly	newly	ADV
eurjchem-718	6	54	formed	form	VERB
eurjchem-718	6	55	β‐keto	β‐keto	PUNCT
eurjchem-718	6	56	esters	ester	NOUN
eurjchem-718	6	57	with	with	ADP
eurjchem-718	6	58	amidines	amidines	PROPN
eurjchem-718	6	59	.	.	PUNCT
eurjchem-718	7	1	preparation	preparation	NOUN
eurjchem-718	7	2	and/or	and/or	CCONJ
eurjchem-718	7	3	isolation	isolation	NOUN
eurjchem-718	7	4	of	of	ADP
eurjchem-718	7	5	β‐keto	β‐keto	PUNCT
eurjchem-718	7	6	esters	ester	NOUN
eurjchem-718	7	7	with	with	ADP
eurjchem-718	7	8	polar	polar	ADJ
eurjchem-718	7	9	n‐substituents	n‐substituent	NOUN
eurjchem-718	7	10	failed	fail	VERB
eurjchem-718	7	11	,	,	PUNCT
eurjchem-718	7	12	but	but	CCONJ
eurjchem-718	7	13	the	the	DET
eurjchem-718	7	14	corresponding	corresponding	ADJ
eurjchem-718	7	15	final	final	ADJ
eurjchem-718	7	16	products	product	NOUN
eurjchem-718	7	17	were	be	AUX
eurjchem-718	7	18	obtained	obtain	VERB
eurjchem-718	7	19	in	in	ADP
eurjchem-718	7	20	a	a	DET
eurjchem-718	7	21	different	different	ADJ
eurjchem-718	7	22	way	way	NOUN
eurjchem-718	7	23	.	.	PUNCT
eurjchem-718	8	1	6‐(1‐(3‐hydroxypropyl)‐5‐	6‐(1‐(3‐hydroxypropyl)‐5‐	NOUN
eurjchem-718	8	2	oxopyrrolidin‐3‐yl)‐2‐phenylpyrimidin‐4(3h)‐one	oxopyrrolidin‐3‐yl)‐2‐phenylpyrimidin‐4(3h)‐one	NOUN
eurjchem-718	8	3	was	be	AUX
eurjchem-718	8	4	obtained	obtain	VERB
eurjchem-718	8	5	by	by	ADP
eurjchem-718	8	6	hydrogenolytic	hydrogenolytic	ADJ
eurjchem-718	8	7	o‐	o‐	ADJ
eurjchem-718	8	8	deprotection	deprotection	NOUN
eurjchem-718	8	9	of	of	ADP
eurjchem-718	8	10	its	its	PRON
eurjchem-718	8	11	o‐benzyl	o‐benzyl	SYM
eurjchem-718	8	12	derivative	derivative	NOUN
eurjchem-718	8	13	.	.	PUNCT
eurjchem-718	9	1	depending	depend	VERB
eurjchem-718	9	2	on	on	ADP
eurjchem-718	9	3	reaction	reaction	NOUN
eurjchem-718	9	4	conditions	condition	NOUN
eurjchem-718	9	5	,	,	PUNCT
eurjchem-718	9	6	further	further	ADJ
eurjchem-718	9	7	mesylation	mesylation	NOUN
eurjchem-718	9	8	of	of	ADP
eurjchem-718	9	9	6‐(1‐(3‐(benzyloxy)propyl)‐5‐oxopyrrolidin‐3‐yl)‐2‐phenylpyrimidin‐4(3h)‐one	6‐(1‐(3‐(benzyloxy)propyl)‐5‐oxopyrrolidin‐3‐yl)‐2‐phenylpyrimidin‐4(3h)‐one	NUM
eurjchem-718	9	10	followed	follow	VERB
eurjchem-718	9	11	by	by	ADP
eurjchem-718	9	12	treatment	treatment	NOUN
eurjchem-718	9	13	with	with	ADP
eurjchem-718	9	14	pyrrolidine	pyrrolidine	NOUN
eurjchem-718	9	15	gave	give	VERB
eurjchem-718	9	16	either	either	CCONJ
eurjchem-718	9	17	the	the	DET
eurjchem-718	9	18	monoaminated‐	monoaminated‐	PROPN
eurjchem-718	9	19	or	or	CCONJ
eurjchem-718	9	20	the	the	DET
eurjchem-718	9	21	diaminated	diaminate	VERB
eurjchem-718	9	22	product	product	NOUN
eurjchem-718	9	23	.	.	PUNCT
eurjchem-718	10	1	the	the	DET
eurjchem-718	10	2	structures	structure	NOUN
eurjchem-718	10	3	of	of	ADP
eurjchem-718	10	4	novel	novel	ADJ
eurjchem-718	10	5	compounds	compound	NOUN
eurjchem-718	10	6	were	be	AUX
eurjchem-718	10	7	determined	determine	VERB
eurjchem-718	10	8	by	by	ADP
eurjchem-718	10	9	nmr	nmr	NOUN
eurjchem-718	10	10	.	.	PUNCT
eurjchem-718	11	1	lactams	lactam	NOUN
eurjchem-718	11	2	cyclization	cyclization	NOUN
eurjchem-718	11	3	heterocycles	heterocycle	NOUN
eurjchem-718	11	4	medicinal	medicinal	ADJ
eurjchem-718	11	5	chemistry	chemistry	NOUN
eurjchem-718	11	6	nitrogen	nitrogen	NOUN
eurjchem-718	11	7	heterocycles	heterocycle	NOUN
eurjchem-718	11	8	nucleophilic	nucleophilic	ADJ
eurjchem-718	11	9	substitution	substitution	NOUN
eurjchem-718	11	10	1	1	NUM
eurjchem-718	11	11	.	.	PUNCT
eurjchem-718	12	1	introduction	introduction	NOUN
eurjchem-718	12	2	histamine	histamine	NOUN
eurjchem-718	12	3	,	,	PUNCT
eurjchem-718	12	4	dopamine	dopamine	NOUN
eurjchem-718	12	5	,	,	PUNCT
eurjchem-718	12	6	tryptamine	tryptamine	NOUN
eurjchem-718	12	7	,	,	PUNCT
eurjchem-718	12	8	serotonin	serotonin	NOUN
eurjchem-718	12	9	,	,	PUNCT
eurjchem-718	12	10	and	and	CCONJ
eurjchem-718	12	11	melatonin	melatonin	NOUN
eurjchem-718	12	12	are	be	AUX
eurjchem-718	12	13	representative	representative	ADJ
eurjchem-718	12	14	chemical	chemical	NOUN
eurjchem-718	12	15	messengers	messenger	NOUN
eurjchem-718	12	16	playing	play	VERB
eurjchem-718	12	17	a	a	DET
eurjchem-718	12	18	crucial	crucial	ADJ
eurjchem-718	12	19	role	role	NOUN
eurjchem-718	12	20	in	in	ADP
eurjchem-718	12	21	biological	biological	ADJ
eurjchem-718	12	22	processes	process	NOUN
eurjchem-718	12	23	[	[	X
eurjchem-718	12	24	1	1	NUM
eurjchem-718	12	25	]	]	PUNCT
eurjchem-718	12	26	.	.	PUNCT
eurjchem-718	13	1	various	various	ADJ
eurjchem-718	13	2	2‐[(hetero)aryl]ethylamines	2‐[(hetero)aryl]ethylamines	PROPN
eurjchem-718	13	3	are	be	AUX
eurjchem-718	13	4	analogues	analogue	NOUN
eurjchem-718	13	5	of	of	ADP
eurjchem-718	13	6	the	the	DET
eurjchem-718	13	7	above	above	ADJ
eurjchem-718	13	8	chemical	chemical	NOUN
eurjchem-718	13	9	messengers	messenger	NOUN
eurjchem-718	13	10	and	and	CCONJ
eurjchem-718	13	11	,	,	PUNCT
eurjchem-718	13	12	consequently	consequently	ADV
eurjchem-718	13	13	,	,	PUNCT
eurjchem-718	13	14	such	such	ADJ
eurjchem-718	13	15	2‐ethylamino‐functionalized	2‐ethylamino‐functionalize	VERB
eurjchem-718	13	16	heterocyclic	heterocyclic	ADJ
eurjchem-718	13	17	compounds	compound	NOUN
eurjchem-718	13	18	represent	represent	VERB
eurjchem-718	13	19	attractive	attractive	ADJ
eurjchem-718	13	20	synthetic	synthetic	ADJ
eurjchem-718	13	21	targets	target	NOUN
eurjchem-718	13	22	.	.	PUNCT
eurjchem-718	14	1	in	in	ADP
eurjchem-718	14	2	this	this	DET
eurjchem-718	14	3	context	context	NOUN
eurjchem-718	14	4	,	,	PUNCT
eurjchem-718	14	5	the	the	DET
eurjchem-718	14	6	preparation	preparation	NOUN
eurjchem-718	14	7	of	of	ADP
eurjchem-718	14	8	novel	novel	ADJ
eurjchem-718	14	9	synthetic	synthetic	ADJ
eurjchem-718	14	10	analogues	analogue	NOUN
eurjchem-718	14	11	of	of	ADP
eurjchem-718	14	12	naturally	naturally	ADV
eurjchem-718	14	13	occurring	occur	VERB
eurjchem-718	14	14	2‐((hetero)aryl)ethylamines	2‐((hetero)aryl)ethylamines	NUM
eurjchem-718	14	15	is	be	AUX
eurjchem-718	14	16	of	of	ADP
eurjchem-718	14	17	particular	particular	ADJ
eurjchem-718	14	18	interest	interest	NOUN
eurjchem-718	14	19	in	in	ADP
eurjchem-718	14	20	medicinal	medicinal	ADJ
eurjchem-718	14	21	,	,	PUNCT
eurjchem-718	14	22	synthetic	synthetic	ADJ
eurjchem-718	14	23	organic	organic	ADJ
eurjchem-718	14	24	,	,	PUNCT
eurjchem-718	14	25	and	and	CCONJ
eurjchem-718	14	26	combinatorial	combinatorial	ADJ
eurjchem-718	14	27	chemistry	chemistry	NOUN
eurjchem-718	14	28	[	[	X
eurjchem-718	14	29	2‐9	2‐9	NOUN
eurjchem-718	14	30	]	]	X
eurjchem-718	14	31	.	.	PUNCT
eurjchem-718	15	1	in	in	ADP
eurjchem-718	15	2	the	the	DET
eurjchem-718	15	3	last	last	ADJ
eurjchem-718	15	4	decade	decade	NOUN
eurjchem-718	15	5	,	,	PUNCT
eurjchem-718	15	6	the	the	DET
eurjchem-718	15	7	synthesis	synthesis	NOUN
eurjchem-718	15	8	of	of	ADP
eurjchem-718	15	9	aminoethyl	aminoethyl	ADJ
eurjchem-718	15	10	functionalized	functionalize	VERB
eurjchem-718	15	11	heterocycles	heterocycle	NOUN
eurjchem-718	15	12	has	have	AUX
eurjchem-718	15	13	represented	represent	VERB
eurjchem-718	15	14	an	an	DET
eurjchem-718	15	15	important	important	ADJ
eurjchem-718	15	16	part	part	NOUN
eurjchem-718	15	17	of	of	ADP
eurjchem-718	15	18	our	our	PRON
eurjchem-718	15	19	research	research	NOUN
eurjchem-718	15	20	studies	study	NOUN
eurjchem-718	15	21	.	.	PUNCT
eurjchem-718	16	1	within	within	ADP
eurjchem-718	16	2	this	this	DET
eurjchem-718	16	3	context	context	NOUN
eurjchem-718	16	4	,	,	PUNCT
eurjchem-718	16	5	we	we	PRON
eurjchem-718	16	6	have	have	AUX
eurjchem-718	16	7	been	be	AUX
eurjchem-718	16	8	so	so	ADV
eurjchem-718	16	9	far	far	ADV
eurjchem-718	16	10	focused	focused	ADJ
eurjchem-718	16	11	on	on	ADP
eurjchem-718	16	12	the	the	DET
eurjchem-718	16	13	synthesis	synthesis	NOUN
eurjchem-718	16	14	of	of	ADP
eurjchem-718	16	15	two	two	NUM
eurjchem-718	16	16	types	type	NOUN
eurjchem-718	16	17	of	of	ADP
eurjchem-718	16	18	2‐(heteroaryl	2‐(heteroaryl	NOUN
eurjchem-718	16	19	)	)	PUNCT
eurjchem-718	16	20	ethylamines	ethylamine	NOUN
eurjchem-718	16	21	:	:	PUNCT
eurjchem-718	16	22	a	a	X
eurjchem-718	16	23	)	)	PUNCT
eurjchem-718	16	24	the	the	DET
eurjchem-718	16	25	open‐chain	open‐chain	NOUN
eurjchem-718	16	26	analogues	analogue	NOUN
eurjchem-718	16	27	of	of	ADP
eurjchem-718	16	28	histamine	histamine	NOUN
eurjchem-718	16	29	,	,	PUNCT
eurjchem-718	16	30	1	1	NUM
eurjchem-718	16	31	,	,	PUNCT
eurjchem-718	16	32	[	[	X
eurjchem-718	16	33	10‐	10‐	NUM
eurjchem-718	16	34	13	13	NUM
eurjchem-718	16	35	]	]	PUNCT
eurjchem-718	16	36	and	and	CCONJ
eurjchem-718	16	37	bicyclic	bicyclic	NOUN
eurjchem-718	16	38	conformationally	conformationally	ADV
eurjchem-718	16	39	constrained	constrain	VERB
eurjchem-718	16	40	analogues	analogue	NOUN
eurjchem-718	16	41	of	of	ADP
eurjchem-718	16	42	histamine	histamine	NOUN
eurjchem-718	16	43	,	,	PUNCT
eurjchem-718	16	44	2‐4	2‐4	NUM
eurjchem-718	16	45	,	,	PUNCT
eurjchem-718	16	46	[	[	X
eurjchem-718	16	47	14‐16	14‐16	NUM
eurjchem-718	16	48	]	]	PUNCT
eurjchem-718	16	49	and	and	CCONJ
eurjchem-718	16	50	b	b	X
eurjchem-718	16	51	)	)	PUNCT
eurjchem-718	16	52	2‐substituted	2‐substituted	NUM
eurjchem-718	16	53	6‐(5‐oxo‐1‐	6‐(5‐oxo‐1‐	NUM
eurjchem-718	16	54	phenylpyrrolidin‐3‐yl)pyrimidine‐5‐carboxamides	phenylpyrrolidin‐3‐yl)pyrimidine‐5‐carboxamide	NOUN
eurjchem-718	16	55	,	,	PUNCT
eurjchem-718	16	56	5	5	NUM
eurjchem-718	16	57	,	,	PUNCT
eurjchem-718	16	58	as	as	SCONJ
eurjchem-718	16	59	2‐	2‐	NUM
eurjchem-718	16	60	aminoethyl‐functionalized	aminoethyl‐functionalize	VERB
eurjchem-718	16	61	pyrimidines	pyrimidine	NOUN
eurjchem-718	16	62	[	[	X
eurjchem-718	16	63	17	17	NUM
eurjchem-718	16	64	]	]	PUNCT
eurjchem-718	16	65	.	.	PUNCT
eurjchem-718	17	1	in	in	ADP
eurjchem-718	17	2	continuation	continuation	NOUN
eurjchem-718	17	3	,	,	PUNCT
eurjchem-718	17	4	we	we	PRON
eurjchem-718	17	5	have	have	AUX
eurjchem-718	17	6	focused	focus	VERB
eurjchem-718	17	7	our	our	PRON
eurjchem-718	17	8	attention	attention	NOUN
eurjchem-718	17	9	on	on	ADP
eurjchem-718	17	10	2‐substituted	2‐substitute	VERB
eurjchem-718	17	11	6‐(5‐oxo‐1‐	6‐(5‐oxo‐1‐	NUM
eurjchem-718	17	12	phenylpyrrolidin‐3‐yl)pyrimidin‐4(3h)‐ones	phenylpyrrolidin‐3‐yl)pyrimidin‐4(3h)‐one	NOUN
eurjchem-718	17	13	,	,	PUNCT
eurjchem-718	17	14	6	6	NUM
eurjchem-718	17	15	,	,	PUNCT
eurjchem-718	17	16	as	as	ADP
eurjchem-718	17	17	novel	novel	ADJ
eurjchem-718	17	18	type	type	NOUN
eurjchem-718	17	19	of	of	ADP
eurjchem-718	17	20	2‐aminoethyl‐functionalized	2‐aminoethyl‐functionalize	VERB
eurjchem-718	17	21	pyrimidines	pyrimidine	NOUN
eurjchem-718	17	22	(	(	PUNCT
eurjchem-718	17	23	scheme	scheme	NOUN
eurjchem-718	17	24	1	1	NUM
eurjchem-718	17	25	)	)	PUNCT
eurjchem-718	17	26	.	.	PUNCT
eurjchem-718	18	1	2	2	X
eurjchem-718	18	2	.	.	X
eurjchem-718	18	3	experimental	experimental	ADJ
eurjchem-718	18	4	[	[	X
eurjchem-718	18	5	1,1'‐biphenyl]‐4‐carboxamidine	1,1'‐biphenyl]‐4‐carboxamidine	NUM
eurjchem-718	18	6	hydrochloride	hydrochloride	NOUN
eurjchem-718	18	7	(	(	PUNCT
eurjchem-718	18	8	11d	11d	NUM
eurjchem-718	18	9	)	)	PUNCT
eurjchem-718	18	10	,	,	PUNCT
eurjchem-718	18	11	and	and	CCONJ
eurjchem-718	18	12	4‐((pyrrolidin‐1‐yl)methyl)benzamidine	4‐((pyrrolidin‐1‐yl)methyl)benzamidine	NUM
eurjchem-718	18	13	dihydrochloride	dihydrochloride	NOUN
eurjchem-718	18	14	(	(	PUNCT
eurjchem-718	18	15	11e	11e	NUM
eurjchem-718	18	16	)	)	PUNCT
eurjchem-718	18	17	were	be	AUX
eurjchem-718	18	18	purchased	purchase	VERB
eurjchem-718	18	19	from	from	ADP
eurjchem-718	18	20	ukrorgsyntez	ukrorgsyntez	PROPN
eurjchem-718	18	21	ltd	ltd	PROPN
eurjchem-718	18	22	.	.	PUNCT
eurjchem-718	18	23	5‐oxo‐1‐	5‐oxo‐1‐	PROPN
eurjchem-718	18	24	phenylpyrrolidine‐3‐carboxylic	phenylpyrrolidine‐3‐carboxylic	PROPN
eurjchem-718	18	25	acid	acid	NOUN
eurjchem-718	18	26	(	(	PUNCT
eurjchem-718	18	27	9a	9a	NOUN
eurjchem-718	18	28	)	)	PUNCT
eurjchem-718	19	1	[	[	X
eurjchem-718	19	2	18	18	NUM
eurjchem-718	19	3	]	]	PUNCT
eurjchem-718	19	4	,	,	PUNCT
eurjchem-718	19	5	methyl	methyl	NOUN
eurjchem-718	19	6	3‐oxo‐3‐	3‐oxo‐3‐	NUM
eurjchem-718	19	7	(	(	PUNCT
eurjchem-718	19	8	5‐oxo‐1‐phenylpyrrolidin‐3‐yl)propanoate	5‐oxo‐1‐phenylpyrrolidin‐3‐yl)propanoate	NUM
eurjchem-718	19	9	(	(	PUNCT
eurjchem-718	19	10	10a	10a	NOUN
eurjchem-718	19	11	)	)	PUNCT
eurjchem-718	20	1	[	[	X
eurjchem-718	20	2	16	16	NUM
eurjchem-718	20	3	]	]	PUNCT
eurjchem-718	20	4	,	,	PUNCT
eurjchem-718	20	5	and	and	CCONJ
eurjchem-718	20	6	3‐	3‐	NUM
eurjchem-718	20	7	(	(	PUNCT
eurjchem-718	20	8	benzyloxy)propylamine	benzyloxy)propylamine	X
eurjchem-718	20	9	(	(	PUNCT
eurjchem-718	20	10	8b	8b	NUM
eurjchem-718	20	11	)	)	PUNCT
eurjchem-718	21	1	[	[	X
eurjchem-718	21	2	19	19	NUM
eurjchem-718	21	3	]	]	PUNCT
eurjchem-718	21	4	were	be	AUX
eurjchem-718	21	5	prepared	prepare	VERB
eurjchem-718	21	6	according	accord	VERB
eurjchem-718	21	7	to	to	ADP
eurjchem-718	21	8	the	the	DET
eurjchem-718	21	9	literature	literature	NOUN
eurjchem-718	21	10	procedures	procedure	NOUN
eurjchem-718	21	11	.	.	PUNCT
eurjchem-718	22	1	all	all	DET
eurjchem-718	22	2	other	other	ADJ
eurjchem-718	22	3	compounds	compound	NOUN
eurjchem-718	22	4	were	be	AUX
eurjchem-718	22	5	purchased	purchase	VERB
eurjchem-718	22	6	from	from	ADP
eurjchem-718	22	7	sigma‐aldrich	sigma‐aldrich	PROPN
eurjchem-718	22	8	.	.	PUNCT
eurjchem-718	23	1	n	n	PROPN
eurjchem-718	23	2	n	n	PROPN
eurjchem-718	23	3	r1	r1	PROPN
eurjchem-718	23	4	n	n	CCONJ
eurjchem-718	23	5	n	n	PRON
eurjchem-718	23	6	r1	r1	PROPN
eurjchem-718	23	7	r3r2	r3r2	VERB
eurjchem-718	23	8	noc	noc	PROPN
eurjchem-718	23	9	n	n	CCONJ
eurjchem-718	23	10	n	n	NOUN
eurjchem-718	23	11	r1	r1	PROPN
eurjchem-718	23	12	n	n	PRON
eurjchem-718	23	13	r2	r2	PROPN
eurjchem-718	23	14	o	o	PROPN
eurjchem-718	23	15	n	n	CCONJ
eurjchem-718	23	16	n	n	CCONJ
eurjchem-718	23	17	r1	r1	PROPN
eurjchem-718	23	18	nh2	nh2	PROPN
eurjchem-718	23	19	n	n	CCONJ
eurjchem-718	23	20	o	o	NOUN
eurjchem-718	23	21	ph	ph	ADJ
eurjchem-718	23	22	1	1	NUM
eurjchem-718	23	23	2	2	NUM
eurjchem-718	23	24	n	n	NUM
eurjchem-718	23	25	n	n	NOUN
eurjchem-718	23	26	r1n	r1n	PUNCT
eurjchem-718	23	27	o	o	NOUN
eurjchem-718	23	28	ph	ph	PROPN
eurjchem-718	23	29	5	5	NUM
eurjchem-718	23	30	nh	nh	NOUN
eurjchem-718	23	31	n	n	NOUN
eurjchem-718	24	1	r2n	r2n	NOUN
eurjchem-718	24	2	o	o	PROPN
eurjchem-718	24	3	r1	r1	NOUN
eurjchem-718	24	4	o	o	NOUN
eurjchem-718	24	5	6	6	NUM
eurjchem-718	24	6	nr4r5	nr4r5	PROPN
eurjchem-718	24	7	r2	r2	NOUN
eurjchem-718	24	8	r3	r3	PROPN
eurjchem-718	24	9	3	3	NUM
eurjchem-718	24	10	4	4	NUM
eurjchem-718	24	11	r3r2	r3r2	NOUN
eurjchem-718	24	12	noc	noc	PROPN
eurjchem-718	24	13	scheme	scheme	NOUN
eurjchem-718	24	14	1	1	NUM
eurjchem-718	24	15	2	2	NUM
eurjchem-718	24	16	grošelj	grošelj	NOUN
eurjchem-718	24	17	et	et	PROPN
eurjchem-718	24	18	al	al	PROPN
eurjchem-718	24	19	.	.	PUNCT
eurjchem-718	24	20	/	/	SYM
eurjchem-718	24	21	european	european	PROPN
eurjchem-718	24	22	journal	journal	PROPN
eurjchem-718	24	23	of	of	ADP
eurjchem-718	24	24	chemistry	chemistry	NOUN
eurjchem-718	24	25	3	3	NUM
eurjchem-718	24	26	(	(	PUNCT
eurjchem-718	24	27	1	1	NUM
eurjchem-718	24	28	)	)	PUNCT
eurjchem-718	24	29	(	(	PUNCT
eurjchem-718	24	30	2012	2012	NUM
eurjchem-718	24	31	)	)	PUNCT
eurjchem-718	24	32	1‐6	1‐6	NUM
eurjchem-718	24	33	2.1	2.1	NUM
eurjchem-718	24	34	.	.	PUNCT
eurjchem-718	25	1	instrumentation	instrumentation	NOUN
eurjchem-718	25	2	melting	melting	NOUN
eurjchem-718	25	3	points	point	NOUN
eurjchem-718	25	4	were	be	AUX
eurjchem-718	25	5	determined	determine	VERB
eurjchem-718	25	6	on	on	ADP
eurjchem-718	25	7	a	a	DET
eurjchem-718	25	8	stanford	stanford	PROPN
eurjchem-718	25	9	research	research	NOUN
eurjchem-718	25	10	systems	systems	PROPN
eurjchem-718	25	11	mpa100	mpa100	PROPN
eurjchem-718	25	12	optimelt	optimelt	VERB
eurjchem-718	25	13	automated	automated	ADJ
eurjchem-718	25	14	melting	melting	NOUN
eurjchem-718	25	15	point	point	NOUN
eurjchem-718	25	16	system	system	NOUN
eurjchem-718	25	17	.	.	PUNCT
eurjchem-718	26	1	the	the	DET
eurjchem-718	26	2	nmr	nmr	NOUN
eurjchem-718	26	3	spectra	spectra	NOUN
eurjchem-718	26	4	were	be	AUX
eurjchem-718	26	5	obtained	obtain	VERB
eurjchem-718	26	6	on	on	ADP
eurjchem-718	26	7	a	a	DET
eurjchem-718	26	8	bruker	bruker	PROPN
eurjchem-718	26	9	avance	avance	PROPN
eurjchem-718	26	10	dpx	dpx	PROPN
eurjchem-718	26	11	300	300	NUM
eurjchem-718	26	12	at	at	ADP
eurjchem-718	26	13	300	300	NUM
eurjchem-718	26	14	mhz	mhz	NOUN
eurjchem-718	26	15	for	for	ADP
eurjchem-718	26	16	1h	1h	NUM
eurjchem-718	26	17	and	and	CCONJ
eurjchem-718	26	18	75.5	75.5	NUM
eurjchem-718	26	19	mhz	mhz	NOUN
eurjchem-718	26	20	for	for	ADP
eurjchem-718	26	21	13c	13c	NOUN
eurjchem-718	26	22	nucleus	nucleus	NOUN
eurjchem-718	26	23	.	.	PUNCT
eurjchem-718	27	1	all	all	DET
eurjchem-718	27	2	nmr	nmr	NOUN
eurjchem-718	27	3	measurements	measurement	NOUN
eurjchem-718	27	4	were	be	AUX
eurjchem-718	27	5	performed	perform	VERB
eurjchem-718	27	6	with	with	ADP
eurjchem-718	27	7	tms	tms	PROPN
eurjchem-718	27	8	as	as	ADP
eurjchem-718	27	9	the	the	DET
eurjchem-718	27	10	internal	internal	ADJ
eurjchem-718	27	11	standard	standard	NOUN
eurjchem-718	27	12	.	.	PUNCT
eurjchem-718	28	1	mass	mass	PROPN
eurjchem-718	28	2	spectra	spectra	PROPN
eurjchem-718	28	3	were	be	AUX
eurjchem-718	28	4	recorded	record	VERB
eurjchem-718	28	5	on	on	ADP
eurjchem-718	28	6	an	an	DET
eurjchem-718	28	7	agilent	agilent	PROPN
eurjchem-718	28	8	6224	6224	NUM
eurjchem-718	28	9	accurate	accurate	ADJ
eurjchem-718	28	10	mass	mass	NOUN
eurjchem-718	28	11	tof	tof	PROPN
eurjchem-718	28	12	lc	lc	PROPN
eurjchem-718	28	13	/	/	SYM
eurjchem-718	28	14	ms	ms	PROPN
eurjchem-718	28	15	spectrometer	spectrometer	NOUN
eurjchem-718	28	16	.	.	PUNCT
eurjchem-718	29	1	ir	ir	PROPN
eurjchem-718	29	2	spectra	spectra	PROPN
eurjchem-718	29	3	were	be	AUX
eurjchem-718	29	4	recorded	record	VERB
eurjchem-718	29	5	on	on	ADP
eurjchem-718	29	6	a	a	DET
eurjchem-718	29	7	perkin‐elmer	perkin‐elmer	NOUN
eurjchem-718	29	8	spectrum	spectrum	NOUN
eurjchem-718	29	9	bx	bx	PROPN
eurjchem-718	29	10	ft‐ir	ft‐ir	NOUN
eurjchem-718	29	11	spectrophoto‐	spectrophoto‐	PROPN
eurjchem-718	29	12	meter	meter	NOUN
eurjchem-718	29	13	.	.	PUNCT
eurjchem-718	30	1	microwave	microwave	NOUN
eurjchem-718	30	2	irradiations	irradiation	NOUN
eurjchem-718	30	3	were	be	AUX
eurjchem-718	30	4	performed	perform	VERB
eurjchem-718	30	5	on	on	ADP
eurjchem-718	30	6	cem	cem	NOUN
eurjchem-718	30	7	discover	discover	VERB
eurjchem-718	30	8	laboratory	laboratory	NOUN
eurjchem-718	30	9	microwave	microwave	NOUN
eurjchem-718	30	10	oven	oven	VERB
eurjchem-718	30	11	.	.	PUNCT
eurjchem-718	31	1	microanalyses	microanalysis	NOUN
eurjchem-718	31	2	were	be	AUX
eurjchem-718	31	3	performed	perform	VERB
eurjchem-718	31	4	on	on	ADP
eurjchem-718	31	5	a	a	DET
eurjchem-718	31	6	perkin‐elmer	perkin‐elmer	PROPN
eurjchem-718	31	7	chn	chn	PROPN
eurjchem-718	31	8	analyzer	analyzer	NOUN
eurjchem-718	31	9	2400	2400	NUM
eurjchem-718	31	10	ii	ii	NOUN
eurjchem-718	31	11	on	on	ADP
eurjchem-718	31	12	the	the	DET
eurjchem-718	31	13	faculty	faculty	NOUN
eurjchem-718	31	14	of	of	ADP
eurjchem-718	31	15	chemistry	chemistry	NOUN
eurjchem-718	31	16	and	and	CCONJ
eurjchem-718	31	17	chemical	chemical	NOUN
eurjchem-718	31	18	technology	technology	NOUN
eurjchem-718	31	19	,	,	PUNCT
eurjchem-718	31	20	university	university	PROPN
eurjchem-718	31	21	of	of	ADP
eurjchem-718	31	22	ljubljana	ljubljana	PROPN
eurjchem-718	31	23	.	.	PUNCT
eurjchem-718	32	1	flash	flash	PROPN
eurjchem-718	32	2	column	column	NOUN
eurjchem-718	32	3	chromatography	chromatography	NOUN
eurjchem-718	32	4	(	(	PUNCT
eurjchem-718	32	5	fc	fc	INTJ
eurjchem-718	32	6	)	)	PUNCT
eurjchem-718	32	7	and	and	CCONJ
eurjchem-718	32	8	column	column	NOUN
eurjchem-718	32	9	chromatography	chromatography	NOUN
eurjchem-718	32	10	(	(	PUNCT
eurjchem-718	32	11	cc	cc	NOUN
eurjchem-718	32	12	)	)	PUNCT
eurjchem-718	32	13	were	be	AUX
eurjchem-718	32	14	performed	perform	VERB
eurjchem-718	32	15	on	on	ADP
eurjchem-718	32	16	silica	silica	NOUN
eurjchem-718	32	17	gel	gel	NOUN
eurjchem-718	32	18	(	(	PUNCT
eurjchem-718	32	19	fluka	fluka	NOUN
eurjchem-718	32	20	,	,	PUNCT
eurjchem-718	32	21	silica	silica	NOUN
eurjchem-718	32	22	gel	gel	NOUN
eurjchem-718	32	23	60	60	NUM
eurjchem-718	32	24	,	,	PUNCT
eurjchem-718	32	25	particle	particle	NOUN
eurjchem-718	32	26	size	size	NOUN
eurjchem-718	32	27	0.035‐0.070	0.035‐0.070	X
eurjchem-718	32	28	mm	mm	NOUN
eurjchem-718	32	29	)	)	PUNCT
eurjchem-718	32	30	.	.	PUNCT
eurjchem-718	33	1	medium	medium	ADJ
eurjchem-718	33	2	pressure	pressure	NOUN
eurjchem-718	33	3	liquid	liquid	NOUN
eurjchem-718	33	4	chromatography	chromatography	NOUN
eurjchem-718	33	5	(	(	PUNCT
eurjchem-718	33	6	mplc	mplc	NOUN
eurjchem-718	33	7	)	)	PUNCT
eurjchem-718	33	8	was	be	AUX
eurjchem-718	33	9	performed	perform	VERB
eurjchem-718	33	10	on	on	ADP
eurjchem-718	33	11	a	a	DET
eurjchem-718	33	12	büchi	büchi	ADJ
eurjchem-718	33	13	flash	flash	NOUN
eurjchem-718	33	14	chromatography	chromatography	NOUN
eurjchem-718	33	15	system	system	NOUN
eurjchem-718	33	16	(	(	PUNCT
eurjchem-718	33	17	büchi	büchi	ADJ
eurjchem-718	33	18	fraction	fraction	NOUN
eurjchem-718	33	19	collector	collector	NOUN
eurjchem-718	33	20	c‐660	c‐660	PROPN
eurjchem-718	33	21	,	,	PUNCT
eurjchem-718	33	22	büchi	büchi	ADJ
eurjchem-718	33	23	pump	pump	NOUN
eurjchem-718	33	24	module	module	NOUN
eurjchem-718	33	25	c‐605	c‐605	PROPN
eurjchem-718	33	26	,	,	PUNCT
eurjchem-718	33	27	büchi	büchi	ADJ
eurjchem-718	33	28	control	control	PROPN
eurjchem-718	33	29	unit	unit	PROPN
eurjchem-718	33	30	c‐620	c‐620	PROPN
eurjchem-718	33	31	)	)	PUNCT
eurjchem-718	33	32	on	on	ADP
eurjchem-718	33	33	silica	silica	NOUN
eurjchem-718	33	34	gel	gel	NOUN
eurjchem-718	33	35	(	(	PUNCT
eurjchem-718	33	36	lichroprep	lichroprep	NOUN
eurjchem-718	33	37	®	®	NOUN
eurjchem-718	33	38	si	si	X
eurjchem-718	33	39	60	60	NUM
eurjchem-718	33	40	,	,	PUNCT
eurjchem-718	33	41	15‐25	15‐25	NUM
eurjchem-718	33	42	µm	µm	NOUN
eurjchem-718	33	43	)	)	PUNCT
eurjchem-718	33	44	,	,	PUNCT
eurjchem-718	33	45	column	column	NOUN
eurjchem-718	33	46	dimensions	dimension	NOUN
eurjchem-718	33	47	:	:	PUNCT
eurjchem-718	33	48	26×460	26×460	NUM
eurjchem-718	33	49	mm	mm	NOUN
eurjchem-718	33	50	,	,	PUNCT
eurjchem-718	33	51	backpressure	backpressure	NOUN
eurjchem-718	33	52	:	:	PUNCT
eurjchem-718	33	53	10	10	NUM
eurjchem-718	33	54	bar	bar	NOUN
eurjchem-718	33	55	,	,	PUNCT
eurjchem-718	33	56	detection	detection	NOUN
eurjchem-718	33	57	:	:	PUNCT
eurjchem-718	33	58	uv	uv	NOUN
eurjchem-718	33	59	(	(	PUNCT
eurjchem-718	33	60	254	254	NUM
eurjchem-718	33	61	nm	nm	NOUN
eurjchem-718	33	62	)	)	PUNCT
eurjchem-718	33	63	.	.	PUNCT
eurjchem-718	34	1	2.2	2.2	NUM
eurjchem-718	34	2	.	.	PUNCT
eurjchem-718	34	3	synthesis	synthesis	NOUN
eurjchem-718	34	4	2.2.1	2.2.1	NUM
eurjchem-718	34	5	.	.	PUNCT
eurjchem-718	34	6	synthesis	synthesis	NOUN
eurjchem-718	34	7	of	of	ADP
eurjchem-718	34	8	1‐(3‐(substituted)propyl)‐5‐	1‐(3‐(substituted)propyl)‐5‐	NOUN
eurjchem-718	34	9	oxopyrrolidine‐3‐carboxylic	oxopyrrolidine‐3‐carboxylic	NUM
eurjchem-718	34	10	acids	acid	NOUN
eurjchem-718	34	11	(	(	PUNCT
eurjchem-718	34	12	9c	9c	NUM
eurjchem-718	34	13	,	,	PUNCT
eurjchem-718	34	14	d	d	NOUN
eurjchem-718	34	15	)	)	PUNCT
eurjchem-718	34	16	compounds	compound	VERB
eurjchem-718	34	17	9c	9c	NUM
eurjchem-718	34	18	and	and	CCONJ
eurjchem-718	34	19	9d	9d	NOUN
eurjchem-718	34	20	were	be	AUX
eurjchem-718	34	21	prepared	prepare	VERB
eurjchem-718	34	22	following	follow	VERB
eurjchem-718	34	23	modified	modify	VERB
eurjchem-718	34	24	literature	literature	NOUN
eurjchem-718	34	25	procedure	procedure	NOUN
eurjchem-718	34	26	[	[	X
eurjchem-718	34	27	18	18	NUM
eurjchem-718	34	28	]	]	PUNCT
eurjchem-718	34	29	.	.	PUNCT
eurjchem-718	35	1	a	a	DET
eurjchem-718	35	2	mixture	mixture	NOUN
eurjchem-718	35	3	of	of	ADP
eurjchem-718	35	4	itaconic	itaconic	ADJ
eurjchem-718	35	5	acid	acid	NOUN
eurjchem-718	35	6	(	(	PUNCT
eurjchem-718	35	7	7a	7a	NUM
eurjchem-718	35	8	)	)	PUNCT
eurjchem-718	35	9	(	(	PUNCT
eurjchem-718	35	10	1.30	1.30	NUM
eurjchem-718	35	11	g	g	NOUN
eurjchem-718	35	12	,	,	PUNCT
eurjchem-718	35	13	10	10	NUM
eurjchem-718	35	14	mmol	mmol	NOUN
eurjchem-718	35	15	)	)	PUNCT
eurjchem-718	35	16	,	,	PUNCT
eurjchem-718	35	17	water	water	NOUN
eurjchem-718	35	18	(	(	PUNCT
eurjchem-718	35	19	4	4	NUM
eurjchem-718	35	20	ml	ml	NOUN
eurjchem-718	35	21	)	)	PUNCT
eurjchem-718	35	22	,	,	PUNCT
eurjchem-718	35	23	and	and	CCONJ
eurjchem-718	35	24	3‐amino‐1‐propanol	3‐amino‐1‐propanol	NUM
eurjchem-718	35	25	(	(	PUNCT
eurjchem-718	35	26	8c	8c	NUM
eurjchem-718	35	27	)	)	PUNCT
eurjchem-718	35	28	(	(	PUNCT
eurjchem-718	35	29	751	751	NUM
eurjchem-718	35	30	mg	mg	NOUN
eurjchem-718	35	31	,	,	PUNCT
eurjchem-718	35	32	10	10	NUM
eurjchem-718	35	33	mmol	mmol	NOUN
eurjchem-718	35	34	)	)	PUNCT
eurjchem-718	35	35	or	or	CCONJ
eurjchem-718	35	36	3‐(dimethylamino)propanamine	3‐(dimethylamino)propanamine	NUM
eurjchem-718	35	37	(	(	PUNCT
eurjchem-718	35	38	8d	8d	NUM
eurjchem-718	35	39	)	)	PUNCT
eurjchem-718	35	40	(	(	PUNCT
eurjchem-718	35	41	1.021	1.021	NUM
eurjchem-718	35	42	g	g	NOUN
eurjchem-718	35	43	,	,	PUNCT
eurjchem-718	35	44	10	10	NUM
eurjchem-718	35	45	mmol	mmol	NOUN
eurjchem-718	35	46	)	)	PUNCT
eurjchem-718	35	47	was	be	AUX
eurjchem-718	35	48	heated	heat	VERB
eurjchem-718	35	49	in	in	ADP
eurjchem-718	35	50	a	a	DET
eurjchem-718	35	51	sealed	seal	VERB
eurjchem-718	35	52	vessel	vessel	NOUN
eurjchem-718	35	53	under	under	ADP
eurjchem-718	35	54	microwave	microwave	NOUN
eurjchem-718	35	55	irradiation	irradiation	NOUN
eurjchem-718	35	56	(	(	PUNCT
eurjchem-718	35	57	300	300	NUM
eurjchem-718	35	58	w	w	NOUN
eurjchem-718	35	59	,	,	PUNCT
eurjchem-718	35	60	120	120	NUM
eurjchem-718	35	61	°	°	NOUN
eurjchem-718	35	62	c	c	NOUN
eurjchem-718	35	63	,	,	PUNCT
eurjchem-718	35	64	~3	~3	NOUN
eurjchem-718	35	65	bar	bar	NOUN
eurjchem-718	35	66	)	)	PUNCT
eurjchem-718	35	67	for	for	ADP
eurjchem-718	35	68	1	1	NUM
eurjchem-718	35	69	h.	h.	NOUN
eurjchem-718	35	70	the	the	DET
eurjchem-718	35	71	reaction	reaction	NOUN
eurjchem-718	35	72	mixture	mixture	NOUN
eurjchem-718	35	73	was	be	AUX
eurjchem-718	35	74	evaporated	evaporate	VERB
eurjchem-718	35	75	in	in	ADP
eurjchem-718	35	76	vacuum	vacuum	NOUN
eurjchem-718	35	77	and	and	CCONJ
eurjchem-718	35	78	the	the	DET
eurjchem-718	35	79	residual	residual	ADJ
eurjchem-718	35	80	water	water	NOUN
eurjchem-718	35	81	was	be	AUX
eurjchem-718	35	82	removed	remove	VERB
eurjchem-718	35	83	by	by	ADP
eurjchem-718	35	84	repetitive	repetitive	ADJ
eurjchem-718	35	85	co‐evaporation	co‐evaporation	NOUN
eurjchem-718	35	86	in	in	ADP
eurjchem-718	35	87	vacuum	vacuum	NOUN
eurjchem-718	35	88	with	with	ADP
eurjchem-718	35	89	ethyl	ethyl	PROPN
eurjchem-718	35	90	acetate	acetate	NOUN
eurjchem-718	35	91	(	(	PUNCT
eurjchem-718	35	92	3×20	3×20	NUM
eurjchem-718	35	93	ml	ml	NOUN
eurjchem-718	35	94	)	)	PUNCT
eurjchem-718	35	95	and	and	CCONJ
eurjchem-718	36	1	dichloromethane	dichloromethane	NOUN
eurjchem-718	36	2	(	(	PUNCT
eurjchem-718	36	3	3×20	3×20	NUM
eurjchem-718	36	4	ml	ml	NOUN
eurjchem-718	36	5	)	)	PUNCT
eurjchem-718	36	6	to	to	PART
eurjchem-718	36	7	give	give	VERB
eurjchem-718	36	8	the	the	DET
eurjchem-718	36	9	crude	crude	NOUN
eurjchem-718	36	10	oily	oily	ADJ
eurjchem-718	36	11	compounds	compound	VERB
eurjchem-718	36	12	9c	9c	NUM
eurjchem-718	36	13	and	and	CCONJ
eurjchem-718	36	14	9d	9d	NUM
eurjchem-718	36	15	,	,	PUNCT
eurjchem-718	36	16	which	which	PRON
eurjchem-718	36	17	were	be	AUX
eurjchem-718	36	18	used	use	VERB
eurjchem-718	36	19	in	in	ADP
eurjchem-718	36	20	the	the	DET
eurjchem-718	36	21	following	follow	VERB
eurjchem-718	36	22	step	step	NOUN
eurjchem-718	36	23	without	without	ADP
eurjchem-718	36	24	purification	purification	NOUN
eurjchem-718	36	25	(	(	PUNCT
eurjchem-718	36	26	scheme	scheme	NOUN
eurjchem-718	36	27	2	2	NUM
eurjchem-718	36	28	)	)	PUNCT
eurjchem-718	36	29	.	.	PUNCT
eurjchem-718	37	1	1‐(3‐(hydroxy)propyl)‐5‐oxopyrrolidine‐3‐carboxylic	1‐(3‐(hydroxy)propyl)‐5‐oxopyrrolidine‐3‐carboxylic	NUM
eurjchem-718	37	2	acid	acid	NOUN
eurjchem-718	37	3	(	(	PUNCT
eurjchem-718	37	4	9c	9c	NUM
eurjchem-718	37	5	):	):	PUNCT
eurjchem-718	37	6	yield	yield	NOUN
eurjchem-718	37	7	:	:	PUNCT
eurjchem-718	37	8	100	100	NUM
eurjchem-718	37	9	%	%	NOUN
eurjchem-718	37	10	of	of	ADP
eurjchem-718	37	11	brownish	brownish	ADJ
eurjchem-718	37	12	oil	oil	NOUN
eurjchem-718	37	13	.	.	PUNCT
eurjchem-718	38	1	1h	1h	NUM
eurjchem-718	38	2	nmr	nmr	NOUN
eurjchem-718	38	3	(	(	PUNCT
eurjchem-718	38	4	300	300	NUM
eurjchem-718	38	5	mhz	mhz	NOUN
eurjchem-718	38	6	,	,	PUNCT
eurjchem-718	38	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-718	38	8	,	,	PUNCT
eurjchem-718	38	9	δ	δ	PROPN
eurjchem-718	38	10	,	,	PUNCT
eurjchem-718	38	11	ppm	ppm	NUM
eurjchem-718	38	12	):	):	PUNCT
eurjchem-718	38	13	1.57	1.57	NUM
eurjchem-718	38	14	(	(	PUNCT
eurjchem-718	38	15	p	p	X
eurjchem-718	38	16	,	,	PUNCT
eurjchem-718	38	17	2h	2h	NUM
eurjchem-718	38	18	,	,	PUNCT
eurjchem-718	38	19	j	j	PROPN
eurjchem-718	38	20	=	=	SYM
eurjchem-718	38	21	6.8	6.8	NUM
eurjchem-718	38	22	hz	hz	VERB
eurjchem-718	38	23	,	,	PUNCT
eurjchem-718	38	24	ch2ch2ch2	ch2ch2ch2	NOUN
eurjchem-718	38	25	)	)	PUNCT
eurjchem-718	38	26	,	,	PUNCT
eurjchem-718	38	27	2.38‐2.43	2.38‐2.43	NUM
eurjchem-718	38	28	(	(	PUNCT
eurjchem-718	38	29	m	m	PROPN
eurjchem-718	38	30	,	,	PUNCT
eurjchem-718	38	31	2h	2h	NUM
eurjchem-718	38	32	,	,	PUNCT
eurjchem-718	38	33	4‐ch2	4‐ch2	NUM
eurjchem-718	38	34	)	)	PUNCT
eurjchem-718	38	35	,	,	PUNCT
eurjchem-718	38	36	2.93‐3.04	2.93‐3.04	NUM
eurjchem-718	38	37	(	(	PUNCT
eurjchem-718	38	38	m	m	PROPN
eurjchem-718	38	39	,	,	PUNCT
eurjchem-718	38	40	1h	1h	NUM
eurjchem-718	38	41	,	,	PUNCT
eurjchem-718	38	42	3‐h	3‐h	NUM
eurjchem-718	38	43	)	)	PUNCT
eurjchem-718	38	44	,	,	PUNCT
eurjchem-718	38	45	3.19	3.19	NUM
eurjchem-718	38	46	(	(	PUNCT
eurjchem-718	38	47	dt	dt	PROPN
eurjchem-718	38	48	,	,	PUNCT
eurjchem-718	38	49	2h	2h	NUM
eurjchem-718	38	50	,	,	PUNCT
eurjchem-718	38	51	j	j	PROPN
eurjchem-718	38	52	=	=	SYM
eurjchem-718	38	53	4.0	4.0	NUM
eurjchem-718	38	54	,	,	PUNCT
eurjchem-718	38	55	7.1	7.1	NUM
eurjchem-718	38	56	hz	hz	NOUN
eurjchem-718	38	57	,	,	PUNCT
eurjchem-718	38	58	ch2ch2ch2n	ch2ch2ch2n	PROPN
eurjchem-718	38	59	)	)	PUNCT
eurjchem-718	38	60	,	,	PUNCT
eurjchem-718	38	61	3.37	3.37	NUM
eurjchem-718	38	62	(	(	PUNCT
eurjchem-718	38	63	t	t	PROPN
eurjchem-718	38	64	,	,	PUNCT
eurjchem-718	38	65	2h	2h	NUM
eurjchem-718	38	66	,	,	PUNCT
eurjchem-718	38	67	j	j	PROPN
eurjchem-718	39	1	=	=	SYM
eurjchem-718	39	2	6.3	6.3	NUM
eurjchem-718	39	3	hz	hz	NOUN
eurjchem-718	39	4	,	,	PUNCT
eurjchem-718	39	5	ch2ch2ch2o	ch2ch2ch2o	NOUN
eurjchem-718	39	6	)	)	PUNCT
eurjchem-718	39	7	,	,	PUNCT
eurjchem-718	39	8	3.44‐3.50	3.44‐3.50	NUM
eurjchem-718	39	9	(	(	PUNCT
eurjchem-718	39	10	m	m	PROPN
eurjchem-718	39	11	,	,	PUNCT
eurjchem-718	39	12	2h	2h	NUM
eurjchem-718	39	13	,	,	PUNCT
eurjchem-718	39	14	2‐ch2	2‐ch2	NUM
eurjchem-718	39	15	)	)	PUNCT
eurjchem-718	39	16	,	,	PUNCT
eurjchem-718	40	1	oh	oh	INTJ
eurjchem-718	40	2	and	and	CCONJ
eurjchem-718	40	3	cooh	cooh	NOUN
eurjchem-718	40	4	exchanged	exchange	VERB
eurjchem-718	40	5	.	.	PUNCT
eurjchem-718	41	1	1‐(3‐(dimethylamino)propyl)‐5‐oxopyrrolidine‐3‐carboxylic	1‐(3‐(dimethylamino)propyl)‐5‐oxopyrrolidine‐3‐carboxylic	NUM
eurjchem-718	41	2	acid	acid	NOUN
eurjchem-718	41	3	(	(	PUNCT
eurjchem-718	41	4	9d	9d	NUM
eurjchem-718	41	5	):	):	PUNCT
eurjchem-718	41	6	yield	yield	NOUN
eurjchem-718	41	7	:	:	PUNCT
eurjchem-718	41	8	100	100	NUM
eurjchem-718	41	9	%	%	NOUN
eurjchem-718	41	10	of	of	ADP
eurjchem-718	41	11	brownish	brownish	ADJ
eurjchem-718	41	12	oil	oil	NOUN
eurjchem-718	41	13	.	.	PUNCT
eurjchem-718	42	1	1h	1h	NUM
eurjchem-718	42	2	nmr	nmr	NOUN
eurjchem-718	42	3	(	(	PUNCT
eurjchem-718	42	4	300	300	NUM
eurjchem-718	42	5	mhz	mhz	NOUN
eurjchem-718	42	6	,	,	PUNCT
eurjchem-718	42	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-718	42	8	,	,	PUNCT
eurjchem-718	42	9	δ	δ	PROPN
eurjchem-718	42	10	,	,	PUNCT
eurjchem-718	42	11	ppm	ppm	NOUN
eurjchem-718	42	12	):	):	PUNCT
eurjchem-718	42	13	1.60	1.60	NUM
eurjchem-718	42	14	(	(	PUNCT
eurjchem-718	42	15	p	p	X
eurjchem-718	42	16	,	,	PUNCT
eurjchem-718	42	17	2h	2h	NUM
eurjchem-718	42	18	,	,	PUNCT
eurjchem-718	42	19	j	j	PROPN
eurjchem-718	42	20	=	=	SYM
eurjchem-718	42	21	7.2	7.2	NUM
eurjchem-718	42	22	hz	hz	VERB
eurjchem-718	42	23	,	,	PUNCT
eurjchem-718	42	24	ch2ch2ch2	ch2ch2ch2	NOUN
eurjchem-718	42	25	)	)	PUNCT
eurjchem-718	42	26	,	,	PUNCT
eurjchem-718	42	27	2.21	2.21	NUM
eurjchem-718	42	28	(	(	PUNCT
eurjchem-718	42	29	s	s	PROPN
eurjchem-718	42	30	,	,	PUNCT
eurjchem-718	42	31	6h	6h	NUM
eurjchem-718	42	32	,	,	PUNCT
eurjchem-718	42	33	nme2	nme2	PROPN
eurjchem-718	42	34	)	)	PUNCT
eurjchem-718	42	35	,	,	PUNCT
eurjchem-718	42	36	2.26‐2.34	2.26‐2.34	NUM
eurjchem-718	42	37	(	(	PUNCT
eurjchem-718	42	38	m	m	PROPN
eurjchem-718	42	39	,	,	PUNCT
eurjchem-718	42	40	2h	2h	NUM
eurjchem-718	42	41	,	,	PUNCT
eurjchem-718	42	42	ch2ch2ch2nme2	ch2ch2ch2nme2	PROPN
eurjchem-718	42	43	)	)	PUNCT
eurjchem-718	42	44	,	,	PUNCT
eurjchem-718	42	45	2.38‐2.44	2.38‐2.44	NUM
eurjchem-718	42	46	(	(	PUNCT
eurjchem-718	42	47	m	m	PROPN
eurjchem-718	42	48	,	,	PUNCT
eurjchem-718	42	49	2h	2h	NUM
eurjchem-718	42	50	,	,	PUNCT
eurjchem-718	42	51	4‐ch2	4‐ch2	NUM
eurjchem-718	42	52	)	)	PUNCT
eurjchem-718	42	53	,	,	PUNCT
eurjchem-718	42	54	2.95‐3.06	2.95‐3.06	NUM
eurjchem-718	42	55	(	(	PUNCT
eurjchem-718	42	56	m	m	PROPN
eurjchem-718	42	57	,	,	PUNCT
eurjchem-718	42	58	1h	1h	NUM
eurjchem-718	42	59	,	,	PUNCT
eurjchem-718	42	60	3‐h	3‐h	NUM
eurjchem-718	42	61	)	)	PUNCT
eurjchem-718	42	62	,	,	PUNCT
eurjchem-718	42	63	3.09‐3.24	3.09‐3.24	NUM
eurjchem-718	42	64	(	(	PUNCT
eurjchem-718	42	65	m	m	PROPN
eurjchem-718	42	66	,	,	PUNCT
eurjchem-718	42	67	2h	2h	NUM
eurjchem-718	42	68	,	,	PUNCT
eurjchem-718	42	69	ch2ch2ch2n	ch2ch2ch2n	PROPN
eurjchem-718	42	70	)	)	PUNCT
eurjchem-718	42	71	,	,	PUNCT
eurjchem-718	42	72	3.44‐3.50	3.44‐3.50	NUM
eurjchem-718	42	73	(	(	PUNCT
eurjchem-718	42	74	m	m	PROPN
eurjchem-718	42	75	,	,	PUNCT
eurjchem-718	42	76	2h	2h	NUM
eurjchem-718	42	77	,	,	PUNCT
eurjchem-718	42	78	2‐ch2	2‐ch2	NUM
eurjchem-718	42	79	)	)	PUNCT
eurjchem-718	42	80	,	,	PUNCT
eurjchem-718	42	81	cooh	cooh	PROPN
eurjchem-718	42	82	exchanged	exchange	VERB
eurjchem-718	42	83	.	.	PUNCT
eurjchem-718	43	1	2.2.2	2.2.2	X
eurjchem-718	43	2	.	.	X
eurjchem-718	44	1	synthesis	synthesis	NOUN
eurjchem-718	44	2	of	of	ADP
eurjchem-718	44	3	methyl	methyl	NOUN
eurjchem-718	44	4	1‐(3‐(benzyloxy)propyl)‐5‐	1‐(3‐(benzyloxy)propyl)‐5‐	X
eurjchem-718	44	5	oxopyrrolidine‐3‐carboxylate	oxopyrrolidine‐3‐carboxylate	NUM
eurjchem-718	44	6	(	(	PUNCT
eurjchem-718	44	7	12	12	NUM
eurjchem-718	44	8	)	)	PUNCT
eurjchem-718	44	9	this	this	DET
eurjchem-718	44	10	compound	compound	NOUN
eurjchem-718	44	11	was	be	AUX
eurjchem-718	44	12	prepared	prepare	VERB
eurjchem-718	44	13	following	follow	VERB
eurjchem-718	44	14	a	a	DET
eurjchem-718	44	15	slightly	slightly	ADV
eurjchem-718	44	16	modified	modify	VERB
eurjchem-718	44	17	literature	literature	NOUN
eurjchem-718	44	18	procedure	procedure	NOUN
eurjchem-718	44	19	[	[	X
eurjchem-718	44	20	20	20	NUM
eurjchem-718	44	21	]	]	PUNCT
eurjchem-718	44	22	.	.	PUNCT
eurjchem-718	45	1	a	a	DET
eurjchem-718	45	2	solution	solution	NOUN
eurjchem-718	45	3	of	of	ADP
eurjchem-718	45	4	3‐(benzyloxy)propan‐1‐	3‐(benzyloxy)propan‐1‐	NUM
eurjchem-718	45	5	amine	amine	NOUN
eurjchem-718	45	6	(	(	PUNCT
eurjchem-718	45	7	8b	8b	NUM
eurjchem-718	45	8	)	)	PUNCT
eurjchem-718	45	9	(	(	PUNCT
eurjchem-718	45	10	2.484	2.484	NUM
eurjchem-718	45	11	g	g	NOUN
eurjchem-718	45	12	,	,	PUNCT
eurjchem-718	45	13	15	15	NUM
eurjchem-718	45	14	mmol	mmol	NOUN
eurjchem-718	45	15	)	)	PUNCT
eurjchem-718	45	16	in	in	ADP
eurjchem-718	45	17	methanol	methanol	NOUN
eurjchem-718	45	18	(	(	PUNCT
eurjchem-718	45	19	20	20	NUM
eurjchem-718	45	20	ml	ml	NOUN
eurjchem-718	45	21	)	)	PUNCT
eurjchem-718	45	22	was	be	AUX
eurjchem-718	45	23	added	add	VERB
eurjchem-718	45	24	drop	drop	NOUN
eurjchem-718	45	25	wise	wise	ADJ
eurjchem-718	45	26	to	to	ADP
eurjchem-718	45	27	a	a	DET
eurjchem-718	45	28	stirred	stir	VERB
eurjchem-718	45	29	solution	solution	NOUN
eurjchem-718	45	30	of	of	ADP
eurjchem-718	45	31	dimethyl	dimethyl	PROPN
eurjchem-718	45	32	itaconate	itaconate	PROPN
eurjchem-718	45	33	(	(	PUNCT
eurjchem-718	45	34	7b	7b	NUM
eurjchem-718	45	35	)	)	PUNCT
eurjchem-718	45	36	(	(	PUNCT
eurjchem-718	45	37	2.378	2.378	NUM
eurjchem-718	45	38	g	g	NOUN
eurjchem-718	45	39	,	,	PUNCT
eurjchem-718	45	40	15	15	NUM
eurjchem-718	45	41	mmol	mmol	NOUN
eurjchem-718	45	42	)	)	PUNCT
eurjchem-718	45	43	in	in	ADP
eurjchem-718	45	44	methanol	methanol	NOUN
eurjchem-718	45	45	(	(	PUNCT
eurjchem-718	45	46	70	70	NUM
eurjchem-718	45	47	ml	ml	NOUN
eurjchem-718	45	48	)	)	PUNCT
eurjchem-718	45	49	at	at	ADP
eurjchem-718	45	50	room	room	NOUN
eurjchem-718	45	51	temperature	temperature	NOUN
eurjchem-718	45	52	(	(	PUNCT
eurjchem-718	45	53	r.t	r.t	PROPN
eurjchem-718	45	54	.	.	PROPN
eurjchem-718	45	55	)	)	PUNCT
eurjchem-718	46	1	and	and	CCONJ
eurjchem-718	46	2	the	the	DET
eurjchem-718	46	3	mixture	mixture	NOUN
eurjchem-718	46	4	was	be	AUX
eurjchem-718	46	5	stirred	stir	VERB
eurjchem-718	46	6	at	at	ADP
eurjchem-718	46	7	r.t	r.t	PROPN
eurjchem-718	46	8	.	.	PROPN
eurjchem-718	46	9	for	for	ADP
eurjchem-718	46	10	24	24	NUM
eurjchem-718	46	11	h.	h.	NOUN
eurjchem-718	46	12	the	the	DET
eurjchem-718	46	13	solvent	solvent	NOUN
eurjchem-718	46	14	was	be	AUX
eurjchem-718	46	15	removed	remove	VERB
eurjchem-718	46	16	in	in	ADP
eurjchem-718	46	17	vacuum	vacuum	NOUN
eurjchem-718	46	18	to	to	PART
eurjchem-718	46	19	give	give	VERB
eurjchem-718	46	20	the	the	DET
eurjchem-718	46	21	crude	crude	NOUN
eurjchem-718	46	22	oily	oily	ADJ
eurjchem-718	46	23	12	12	NUM
eurjchem-718	46	24	,	,	PUNCT
eurjchem-718	46	25	which	which	PRON
eurjchem-718	46	26	was	be	AUX
eurjchem-718	46	27	used	use	VERB
eurjchem-718	46	28	in	in	ADP
eurjchem-718	46	29	the	the	DET
eurjchem-718	46	30	following	follow	VERB
eurjchem-718	46	31	step	step	NOUN
eurjchem-718	46	32	without	without	ADP
eurjchem-718	46	33	further	further	ADJ
eurjchem-718	46	34	purification	purification	NOUN
eurjchem-718	46	35	(	(	PUNCT
eurjchem-718	46	36	scheme	scheme	NOUN
eurjchem-718	46	37	2	2	NUM
eurjchem-718	46	38	)	)	PUNCT
eurjchem-718	46	39	.	.	PUNCT
eurjchem-718	47	1	yield	yield	NOUN
eurjchem-718	47	2	:	:	PUNCT
eurjchem-718	47	3	100	100	NUM
eurjchem-718	47	4	%	%	NOUN
eurjchem-718	47	5	of	of	ADP
eurjchem-718	47	6	yellowish	yellowish	ADJ
eurjchem-718	47	7	oil	oil	NOUN
eurjchem-718	47	8	.	.	PUNCT
eurjchem-718	48	1	ft‐ir	ft‐ir	NOUN
eurjchem-718	48	2	(	(	PUNCT
eurjchem-718	48	3	kbr	kbr	PROPN
eurjchem-718	48	4	,	,	PUNCT
eurjchem-718	48	5	cm‐1	cm‐1	PROPN
eurjchem-718	48	6	):	):	PUNCT
eurjchem-718	48	7	3029	3029	NUM
eurjchem-718	48	8	(ch	(ch	NOUN
eurjchem-718	48	9	)	)	PUNCT
eurjchem-718	48	10	(	(	PUNCT
eurjchem-718	48	11	br	br	NOUN
eurjchem-718	48	12	,	,	PUNCT
eurjchem-718	48	13	alkyl	alkyl	NOUN
eurjchem-718	48	14	)	)	PUNCT
eurjchem-718	48	15	,	,	PUNCT
eurjchem-718	48	16	2948	2948	NUM
eurjchem-718	48	17	(ch	(ch	NOUN
eurjchem-718	48	18	)	)	PUNCT
eurjchem-718	48	19	(	(	PUNCT
eurjchem-718	48	20	br	br	NOUN
eurjchem-718	48	21	,	,	PUNCT
eurjchem-718	48	22	alkyl	alkyl	NOUN
eurjchem-718	48	23	)	)	PUNCT
eurjchem-718	48	24	,	,	PUNCT
eurjchem-718	48	25	2860	2860	NUM
eurjchem-718	48	26	(ch	(ch	PROPN
eurjchem-718	48	27	)	)	PUNCT
eurjchem-718	48	28	(	(	PUNCT
eurjchem-718	48	29	br	br	NOUN
eurjchem-718	48	30	,	,	PUNCT
eurjchem-718	48	31	alkyl	alkyl	NOUN
eurjchem-718	48	32	)	)	PUNCT
eurjchem-718	48	33	,	,	PUNCT
eurjchem-718	48	34	1733	1733	NUM
eurjchem-718	48	35	(c	(c	PROPN
eurjchem-718	48	36	=	=	SYM
eurjchem-718	48	37	o	o	NOUN
eurjchem-718	48	38	)	)	PUNCT
eurjchem-718	48	39	(	(	PUNCT
eurjchem-718	48	40	ester	ester	NOUN
eurjchem-718	48	41	)	)	PUNCT
eurjchem-718	48	42	,	,	PUNCT
eurjchem-718	48	43	1683	1683	NUM
eurjchem-718	48	44	(c	(c	PROPN
eurjchem-718	48	45	=	=	SYM
eurjchem-718	48	46	o	o	NOUN
eurjchem-718	48	47	)	)	PUNCT
eurjchem-718	48	48	(	(	PUNCT
eurjchem-718	48	49	br	br	NOUN
eurjchem-718	48	50	,	,	PUNCT
eurjchem-718	48	51	amide	amide	NOUN
eurjchem-718	48	52	)	)	PUNCT
eurjchem-718	48	53	,	,	PUNCT
eurjchem-718	48	54	1493	1493	NUM
eurjchem-718	48	55	,	,	PUNCT
eurjchem-718	48	56	1452	1452	NUM
eurjchem-718	48	57	,	,	PUNCT
eurjchem-718	48	58	1434	1434	NUM
eurjchem-718	48	59	,	,	PUNCT
eurjchem-718	48	60	1362	1362	NUM
eurjchem-718	48	61	,	,	PUNCT
eurjchem-718	48	62	1265	1265	NUM
eurjchem-718	48	63	,	,	PUNCT
eurjchem-718	48	64	1199	1199	NUM
eurjchem-718	48	65	,	,	PUNCT
eurjchem-718	48	66	1178	1178	NUM
eurjchem-718	48	67	,	,	PUNCT
eurjchem-718	48	68	1098	1098	NUM
eurjchem-718	48	69	,	,	PUNCT
eurjchem-718	48	70	1026	1026	NUM
eurjchem-718	48	71	,	,	PUNCT
eurjchem-718	48	72	937	937	NUM
eurjchem-718	48	73	,	,	PUNCT
eurjchem-718	48	74	848	848	NUM
eurjchem-718	48	75	,	,	PUNCT
eurjchem-718	48	76	737	737	NUM
eurjchem-718	48	77	,	,	PUNCT
eurjchem-718	48	78	698	698	NUM
eurjchem-718	48	79	,	,	PUNCT
eurjchem-718	48	80	609	609	NUM
eurjchem-718	48	81	.	.	PUNCT
eurjchem-718	49	1	1h	1h	NUM
eurjchem-718	49	2	nmr	nmr	NOUN
eurjchem-718	49	3	(	(	PUNCT
eurjchem-718	49	4	cdcl3	cdcl3	NOUN
eurjchem-718	49	5	,	,	PUNCT
eurjchem-718	49	6	300	300	NUM
eurjchem-718	49	7	mhz	mhz	NOUN
eurjchem-718	49	8	,	,	PUNCT
eurjchem-718	49	9	δ	δ	PROPN
eurjchem-718	49	10	,	,	PUNCT
eurjchem-718	49	11	ppm	ppm	NOUN
eurjchem-718	49	12	):	):	PUNCT
eurjchem-718	49	13	1.84	1.84	NUM
eurjchem-718	49	14	(	(	PUNCT
eurjchem-718	49	15	tt	tt	PROPN
eurjchem-718	49	16	,	,	PUNCT
eurjchem-718	49	17	2h	2h	NUM
eurjchem-718	49	18	,	,	PUNCT
eurjchem-718	49	19	j	j	PROPN
eurjchem-718	49	20	=	=	SYM
eurjchem-718	49	21	7.2	7.2	NUM
eurjchem-718	49	22	,	,	PUNCT
eurjchem-718	49	23	6.1	6.1	NUM
eurjchem-718	49	24	hz	hz	NOUN
eurjchem-718	49	25	,	,	PUNCT
eurjchem-718	49	26	ch2ch2ch2	ch2ch2ch2	NOUN
eurjchem-718	49	27	)	)	PUNCT
eurjchem-718	49	28	,	,	PUNCT
eurjchem-718	49	29	2.61	2.61	NUM
eurjchem-718	49	30	(	(	PUNCT
eurjchem-718	49	31	dd	dd	PROPN
eurjchem-718	49	32	,	,	PUNCT
eurjchem-718	49	33	1h	1h	NUM
eurjchem-718	49	34	,	,	PUNCT
eurjchem-718	49	35	j	j	PROPN
eurjchem-718	49	36	=	=	PROPN
eurjchem-718	49	37	17.1	17.1	NUM
eurjchem-718	49	38	,	,	PUNCT
eurjchem-718	49	39	9.6	9.6	NUM
eurjchem-718	49	40	hz	hz	NOUN
eurjchem-718	49	41	,	,	PUNCT
eurjchem-718	49	42	4‐ha	4‐ha	NUM
eurjchem-718	49	43	)	)	PUNCT
eurjchem-718	49	44	,	,	PUNCT
eurjchem-718	49	45	2.68	2.68	NUM
eurjchem-718	49	46	(	(	PUNCT
eurjchem-718	49	47	dd	dd	PROPN
eurjchem-718	49	48	,	,	PUNCT
eurjchem-718	49	49	1h	1h	NUM
eurjchem-718	49	50	,	,	PUNCT
eurjchem-718	49	51	j	j	PROPN
eurjchem-718	49	52	=	=	NOUN
eurjchem-718	49	53	17.1	17.1	NUM
eurjchem-718	49	54	,	,	PUNCT
eurjchem-718	49	55	7.6	7.6	NUM
eurjchem-718	49	56	hz	hz	NOUN
eurjchem-718	49	57	,	,	PUNCT
eurjchem-718	49	58	4‐hb	4‐hb	NUM
eurjchem-718	49	59	)	)	PUNCT
eurjchem-718	49	60	,	,	PUNCT
eurjchem-718	49	61	3.12‐3.24	3.12‐3.24	NUM
eurjchem-718	49	62	(	(	PUNCT
eurjchem-718	49	63	m	m	PROPN
eurjchem-718	49	64	,	,	PUNCT
eurjchem-718	49	65	1h	1h	NUM
eurjchem-718	49	66	,	,	PUNCT
eurjchem-718	49	67	3‐h	3‐h	NUM
eurjchem-718	49	68	)	)	PUNCT
eurjchem-718	49	69	,	,	PUNCT
eurjchem-718	49	70	3.40	3.40	NUM
eurjchem-718	49	71	(	(	PUNCT
eurjchem-718	49	72	td	td	NOUN
eurjchem-718	49	73	,	,	PUNCT
eurjchem-718	49	74	2h	2h	NUM
eurjchem-718	49	75	,	,	PUNCT
eurjchem-718	49	76	j	j	PROPN
eurjchem-718	49	77	=	=	PROPN
eurjchem-718	49	78	2.7	2.7	NUM
eurjchem-718	49	79	;	;	PUNCT
eurjchem-718	49	80	7.0	7.0	NUM
eurjchem-718	49	81	hz	hz	ADJ
eurjchem-718	49	82	,	,	PUNCT
eurjchem-718	49	83	ch2ch2ch2n	ch2ch2ch2n	PROPN
eurjchem-718	49	84	)	)	PUNCT
eurjchem-718	49	85	,	,	PUNCT
eurjchem-718	49	86	3.50	3.50	NUM
eurjchem-718	49	87	(	(	PUNCT
eurjchem-718	49	88	t	t	PROPN
eurjchem-718	49	89	,	,	PUNCT
eurjchem-718	49	90	2h	2h	NUM
eurjchem-718	49	91	,	,	PUNCT
eurjchem-718	49	92	j	j	PROPN
eurjchem-718	50	1	=	=	SYM
eurjchem-718	50	2	6.2	6.2	NUM
eurjchem-718	50	3	hz	hz	NOUN
eurjchem-718	50	4	,	,	PUNCT
eurjchem-718	50	5	ch2ch2ch2o	ch2ch2ch2o	NOUN
eurjchem-718	50	6	)	)	PUNCT
eurjchem-718	50	7	,	,	PUNCT
eurjchem-718	50	8	3.55‐3.65	3.55‐3.65	NUM
eurjchem-718	50	9	(	(	PUNCT
eurjchem-718	50	10	m	m	PROPN
eurjchem-718	50	11	,	,	PUNCT
eurjchem-718	50	12	2h	2h	NUM
eurjchem-718	50	13	,	,	PUNCT
eurjchem-718	50	14	2‐ch2	2‐ch2	NUM
eurjchem-718	50	15	)	)	PUNCT
eurjchem-718	50	16	,	,	PUNCT
eurjchem-718	50	17	3.73	3.73	NUM
eurjchem-718	50	18	(	(	PUNCT
eurjchem-718	50	19	s	s	PROPN
eurjchem-718	50	20	,	,	PUNCT
eurjchem-718	50	21	3h	3h	NUM
eurjchem-718	50	22	,	,	PUNCT
eurjchem-718	50	23	co2me	co2me	PROPN
eurjchem-718	50	24	)	)	PUNCT
eurjchem-718	50	25	,	,	PUNCT
eurjchem-718	50	26	4.49	4.49	NUM
eurjchem-718	50	27	(	(	PUNCT
eurjchem-718	50	28	s	s	PROPN
eurjchem-718	50	29	,	,	PUNCT
eurjchem-718	50	30	2h	2h	NUM
eurjchem-718	50	31	,	,	PUNCT
eurjchem-718	50	32	phch2o	phch2o	NOUN
eurjchem-718	50	33	)	)	PUNCT
eurjchem-718	50	34	,	,	PUNCT
eurjchem-718	50	35	7.27‐7.38	7.27‐7.38	NUM
eurjchem-718	50	36	(	(	PUNCT
eurjchem-718	50	37	m	m	PROPN
eurjchem-718	50	38	,	,	PUNCT
eurjchem-718	50	39	5h	5h	NUM
eurjchem-718	50	40	,	,	PUNCT
eurjchem-718	50	41	ph	ph	NOUN
eurjchem-718	50	42	)	)	PUNCT
eurjchem-718	50	43	.	.	PUNCT
eurjchem-718	51	1	13c	13c	NOUN
eurjchem-718	51	2	nmr	nmr	NOUN
eurjchem-718	51	3	(	(	PUNCT
eurjchem-718	51	4	cdcl3	cdcl3	NOUN
eurjchem-718	51	5	,	,	PUNCT
eurjchem-718	51	6	75.5	75.5	NUM
eurjchem-718	51	7	mhz	mhz	NOUN
eurjchem-718	51	8	,	,	PUNCT
eurjchem-718	51	9	δ	δ	PROPN
eurjchem-718	51	10	,	,	PUNCT
eurjchem-718	51	11	ppm	ppm	NUM
eurjchem-718	51	12	):	):	PUNCT
eurjchem-718	51	13	27.0	27.0	NUM
eurjchem-718	51	14	,	,	PUNCT
eurjchem-718	51	15	33.5	33.5	NUM
eurjchem-718	51	16	,	,	PUNCT
eurjchem-718	51	17	35.4	35.4	NUM
eurjchem-718	51	18	,	,	PUNCT
eurjchem-718	51	19	39.4	39.4	NUM
eurjchem-718	51	20	,	,	PUNCT
eurjchem-718	51	21	48.6	48.6	NUM
eurjchem-718	51	22	,	,	PUNCT
eurjchem-718	51	23	51.7	51.7	NUM
eurjchem-718	51	24	,	,	PUNCT
eurjchem-718	51	25	67.2	67.2	NUM
eurjchem-718	51	26	,	,	PUNCT
eurjchem-718	51	27	72.4	72.4	NUM
eurjchem-718	51	28	,	,	PUNCT
eurjchem-718	51	29	127.0	127.0	NUM
eurjchem-718	51	30	,	,	PUNCT
eurjchem-718	51	31	127.1	127.1	NUM
eurjchem-718	51	32	,	,	PUNCT
eurjchem-718	51	33	127.8	127.8	NUM
eurjchem-718	51	34	,	,	PUNCT
eurjchem-718	51	35	137.9	137.9	NUM
eurjchem-718	51	36	,	,	PUNCT
eurjchem-718	51	37	171.7	171.7	NUM
eurjchem-718	51	38	,	,	PUNCT
eurjchem-718	51	39	172.7	172.7	NUM
eurjchem-718	51	40	.	.	PUNCT
eurjchem-718	52	1	hrms	hrm	NOUN
eurjchem-718	52	2	(	(	PUNCT
eurjchem-718	52	3	ei	ei	INTJ
eurjchem-718	52	4	):	):	PUNCT
eurjchem-718	52	5	m	m	PROPN
eurjchem-718	52	6	/	/	SYM
eurjchem-718	52	7	z	z	PROPN
eurjchem-718	52	8	found	find	VERB
eurjchem-718	52	9	for	for	ADP
eurjchem-718	52	10	c16h21no4	c16h21no4	PROPN
eurjchem-718	52	11	:	:	PUNCT
eurjchem-718	52	12	m	m	PROPN
eurjchem-718	52	13	/	/	SYM
eurjchem-718	52	14	z	z	NOUN
eurjchem-718	52	15	=	=	SYM
eurjchem-718	52	16	292.1544	292.1544	NUM
eurjchem-718	52	17	(	(	PUNCT
eurjchem-718	52	18	mh+	mh+	PROPN
eurjchem-718	52	19	)	)	PUNCT
eurjchem-718	52	20	;	;	PUNCT
eurjchem-718	52	21	calcd	calcd	NOUN
eurjchem-718	52	22	.	.	PUNCT
eurjchem-718	52	23	:	:	PUNCT
eurjchem-718	53	1	m	m	X
eurjchem-718	53	2	/	/	SYM
eurjchem-718	53	3	z	z	PROPN
eurjchem-718	53	4	=	=	SYM
eurjchem-718	53	5	292.1549	292.1549	NUM
eurjchem-718	53	6	(	(	PUNCT
eurjchem-718	53	7	mh+	mh+	PROPN
eurjchem-718	53	8	)	)	PUNCT
eurjchem-718	53	9	.	.	PUNCT
eurjchem-718	54	1	2.2.3	2.2.3	X
eurjchem-718	54	2	.	.	X
eurjchem-718	54	3	synthesis	synthesis	NOUN
eurjchem-718	54	4	of	of	ADP
eurjchem-718	54	5	1‐(3‐(benzyloxy)propyl)‐5‐oxopyrrolidine‐	1‐(3‐(benzyloxy)propyl)‐5‐oxopyrrolidine‐	PROPN
eurjchem-718	54	6	3‐carboxylic	3‐carboxylic	NUM
eurjchem-718	54	7	acid	acid	NOUN
eurjchem-718	54	8	(	(	PUNCT
eurjchem-718	54	9	9b	9b	NOUN
eurjchem-718	54	10	)	)	PUNCT
eurjchem-718	54	11	lioh·h2o	lioh·h2o	NOUN
eurjchem-718	54	12	(	(	PUNCT
eurjchem-718	54	13	839	839	NUM
eurjchem-718	54	14	mg	mg	NOUN
eurjchem-718	54	15	,	,	PUNCT
eurjchem-718	54	16	20	20	NUM
eurjchem-718	54	17	mmol	mmol	NOUN
eurjchem-718	54	18	)	)	PUNCT
eurjchem-718	54	19	was	be	AUX
eurjchem-718	54	20	added	add	VERB
eurjchem-718	54	21	to	to	ADP
eurjchem-718	54	22	a	a	DET
eurjchem-718	54	23	solution	solution	NOUN
eurjchem-718	54	24	of	of	ADP
eurjchem-718	54	25	the	the	DET
eurjchem-718	54	26	ester	ester	NOUN
eurjchem-718	54	27	12	12	NUM
eurjchem-718	54	28	from	from	ADP
eurjchem-718	54	29	the	the	DET
eurjchem-718	54	30	above	above	ADJ
eurjchem-718	54	31	experiment	experiment	NOUN
eurjchem-718	54	32	(	(	PUNCT
eurjchem-718	54	33	15	15	NUM
eurjchem-718	54	34	mmol	mmol	NOUN
eurjchem-718	54	35	)	)	PUNCT
eurjchem-718	54	36	in	in	ADP
eurjchem-718	54	37	a	a	DET
eurjchem-718	54	38	mixture	mixture	NOUN
eurjchem-718	54	39	of	of	ADP
eurjchem-718	54	40	thf	thf	NOUN
eurjchem-718	54	41	(	(	PUNCT
eurjchem-718	54	42	7	7	NUM
eurjchem-718	54	43	ml	ml	NOUN
eurjchem-718	54	44	)	)	PUNCT
eurjchem-718	54	45	,	,	PUNCT
eurjchem-718	54	46	h2o	h2o	PROPN
eurjchem-718	54	47	(	(	PUNCT
eurjchem-718	54	48	7	7	NUM
eurjchem-718	54	49	ml	ml	NOUN
eurjchem-718	54	50	)	)	PUNCT
eurjchem-718	54	51	,	,	PUNCT
eurjchem-718	54	52	and	and	CCONJ
eurjchem-718	54	53	meoh	meoh	PROPN
eurjchem-718	54	54	(	(	PUNCT
eurjchem-718	54	55	7	7	NUM
eurjchem-718	54	56	ml	ml	NOUN
eurjchem-718	54	57	)	)	PUNCT
eurjchem-718	54	58	.	.	PUNCT
eurjchem-718	55	1	the	the	DET
eurjchem-718	55	2	resulting	result	VERB
eurjchem-718	55	3	mixture	mixture	NOUN
eurjchem-718	55	4	was	be	AUX
eurjchem-718	55	5	stirred	stir	VERB
eurjchem-718	55	6	at	at	ADP
eurjchem-718	55	7	r.t	r.t	PROPN
eurjchem-718	55	8	.	.	PROPN
eurjchem-718	56	1	for	for	ADP
eurjchem-718	56	2	1	1	NUM
eurjchem-718	56	3	h.	h.	PROPN
eurjchem-718	56	4	meoh	meoh	PROPN
eurjchem-718	56	5	and	and	CCONJ
eurjchem-718	56	6	thf	thf	NOUN
eurjchem-718	56	7	were	be	AUX
eurjchem-718	56	8	removed	remove	VERB
eurjchem-718	56	9	by	by	ADP
eurjchem-718	56	10	evaporation	evaporation	NOUN
eurjchem-718	56	11	in	in	ADP
eurjchem-718	56	12	vacuum	vacuum	NOUN
eurjchem-718	56	13	at	at	ADP
eurjchem-718	56	14	50	50	NUM
eurjchem-718	56	15	mbar/35	mbar/35	NOUN
eurjchem-718	56	16	oc	oc	PROPN
eurjchem-718	56	17	,	,	PUNCT
eurjchem-718	56	18	the	the	DET
eurjchem-718	56	19	aqueous	aqueous	ADJ
eurjchem-718	56	20	residue	residue	NOUN
eurjchem-718	56	21	was	be	AUX
eurjchem-718	56	22	diluted	dilute	VERB
eurjchem-718	56	23	with	with	ADP
eurjchem-718	56	24	h2o	h2o	PROPN
eurjchem-718	56	25	(	(	PUNCT
eurjchem-718	56	26	20	20	NUM
eurjchem-718	56	27	ml	ml	NOUN
eurjchem-718	56	28	)	)	PUNCT
eurjchem-718	56	29	,	,	PUNCT
eurjchem-718	56	30	and	and	CCONJ
eurjchem-718	56	31	washed	wash	VERB
eurjchem-718	56	32	with	with	ADP
eurjchem-718	56	33	ch2cl2	ch2cl2	PUNCT
eurjchem-718	56	34	(	(	PUNCT
eurjchem-718	56	35	3×100	3×100	NUM
eurjchem-718	56	36	ml	ml	NOUN
eurjchem-718	56	37	)	)	PUNCT
eurjchem-718	56	38	.	.	PUNCT
eurjchem-718	57	1	the	the	DET
eurjchem-718	57	2	aqueous	aqueous	ADJ
eurjchem-718	57	3	phase	phase	NOUN
eurjchem-718	57	4	was	be	AUX
eurjchem-718	57	5	acidified	acidify	VERB
eurjchem-718	57	6	with	with	ADP
eurjchem-718	57	7	aq	aq	PROPN
eurjchem-718	57	8	.	.	PUNCT
eurjchem-718	57	9	hcl	hcl	PROPN
eurjchem-718	57	10	(	(	PUNCT
eurjchem-718	57	11	1	1	NUM
eurjchem-718	57	12	m	m	PROPN
eurjchem-718	57	13	,	,	PUNCT
eurjchem-718	57	14	22	22	NUM
eurjchem-718	57	15	ml	ml	NOUN
eurjchem-718	57	16	)	)	PUNCT
eurjchem-718	57	17	and	and	CCONJ
eurjchem-718	57	18	the	the	DET
eurjchem-718	57	19	product	product	NOUN
eurjchem-718	57	20	was	be	AUX
eurjchem-718	57	21	extracted	extract	VERB
eurjchem-718	57	22	with	with	ADP
eurjchem-718	57	23	etoac	etoac	ADJ
eurjchem-718	57	24	(	(	PUNCT
eurjchem-718	57	25	3×100	3×100	NUM
eurjchem-718	57	26	ml	ml	NOUN
eurjchem-718	57	27	)	)	PUNCT
eurjchem-718	57	28	.	.	PUNCT
eurjchem-718	58	1	the	the	DET
eurjchem-718	58	2	combined	combine	VERB
eurjchem-718	58	3	organic	organic	ADJ
eurjchem-718	58	4	phase	phase	NOUN
eurjchem-718	58	5	was	be	AUX
eurjchem-718	58	6	dried	dry	VERB
eurjchem-718	58	7	over	over	ADP
eurjchem-718	58	8	anh	anh	PROPN
eurjchem-718	58	9	.	.	PUNCT
eurjchem-718	59	1	na2so4	na2so4	NOUN
eurjchem-718	59	2	,	,	PUNCT
eurjchem-718	59	3	filtered	filter	VERB
eurjchem-718	59	4	,	,	PUNCT
eurjchem-718	59	5	and	and	CCONJ
eurjchem-718	59	6	the	the	DET
eurjchem-718	59	7	filtrate	filtrate	NOUN
eurjchem-718	59	8	was	be	AUX
eurjchem-718	59	9	evaporated	evaporate	VERB
eurjchem-718	59	10	in	in	ADP
eurjchem-718	59	11	vacuum	vacuum	NOUN
eurjchem-718	59	12	to	to	PART
eurjchem-718	59	13	give	give	VERB
eurjchem-718	59	14	compound	compound	NOUN
eurjchem-718	59	15	9b	9b	NOUN
eurjchem-718	59	16	(	(	PUNCT
eurjchem-718	59	17	scheme	scheme	NOUN
eurjchem-718	59	18	2	2	NUM
eurjchem-718	59	19	)	)	PUNCT
eurjchem-718	59	20	.	.	PUNCT
eurjchem-718	60	1	yield	yield	NOUN
eurjchem-718	60	2	:	:	PUNCT
eurjchem-718	60	3	87	87	NUM
eurjchem-718	60	4	%	%	NOUN
eurjchem-718	60	5	of	of	ADP
eurjchem-718	60	6	yellowish	yellowish	ADJ
eurjchem-718	60	7	oil	oil	NOUN
eurjchem-718	60	8	.	.	PUNCT
eurjchem-718	61	1	ft‐	ft‐	PROPN
eurjchem-718	61	2	ir	ir	PROPN
eurjchem-718	61	3	(	(	PUNCT
eurjchem-718	61	4	nacl	nacl	NOUN
eurjchem-718	61	5	,	,	PUNCT
eurjchem-718	61	6	cm‐1	cm‐1	PROPN
eurjchem-718	61	7	):	):	PUNCT
eurjchem-718	61	8	2926	2926	NUM
eurjchem-718	61	9	(ch	(ch	NOUN
eurjchem-718	61	10	)	)	PUNCT
eurjchem-718	61	11	(	(	PUNCT
eurjchem-718	61	12	alkyl	alkyl	NOUN
eurjchem-718	61	13	)	)	PUNCT
eurjchem-718	61	14	,	,	PUNCT
eurjchem-718	61	15	1731	1731	NUM
eurjchem-718	61	16	(c	(c	NOUN
eurjchem-718	61	17	=	=	SYM
eurjchem-718	61	18	o	o	NOUN
eurjchem-718	61	19	)	)	PUNCT
eurjchem-718	61	20	(	(	PUNCT
eurjchem-718	61	21	ester	ester	NOUN
eurjchem-718	61	22	)	)	PUNCT
eurjchem-718	61	23	,	,	PUNCT
eurjchem-718	61	24	1650	1650	NUM
eurjchem-718	61	25	(c	(c	PROPN
eurjchem-718	61	26	=	=	SYM
eurjchem-718	61	27	o	o	NOUN
eurjchem-718	61	28	)	)	PUNCT
eurjchem-718	61	29	(	(	PUNCT
eurjchem-718	61	30	amide	amide	NOUN
eurjchem-718	61	31	)	)	PUNCT
eurjchem-718	61	32	,	,	PUNCT
eurjchem-718	61	33	1496	1496	NUM
eurjchem-718	61	34	,	,	PUNCT
eurjchem-718	61	35	1454	1454	NUM
eurjchem-718	61	36	,	,	PUNCT
eurjchem-718	61	37	1366	1366	NUM
eurjchem-718	61	38	,	,	PUNCT
eurjchem-718	61	39	1199	1199	NUM
eurjchem-718	61	40	,	,	PUNCT
eurjchem-718	61	41	1105	1105	NUM
eurjchem-718	61	42	,	,	PUNCT
eurjchem-718	61	43	745	745	NUM
eurjchem-718	61	44	,	,	PUNCT
eurjchem-718	61	45	700	700	NUM
eurjchem-718	61	46	.	.	PUNCT
eurjchem-718	62	1	1h	1h	NUM
eurjchem-718	62	2	nmr	nmr	NOUN
eurjchem-718	62	3	(	(	PUNCT
eurjchem-718	62	4	cdcl3	cdcl3	NOUN
eurjchem-718	62	5	,	,	PUNCT
eurjchem-718	62	6	300	300	NUM
eurjchem-718	62	7	mhz	mhz	NOUN
eurjchem-718	62	8	,	,	PUNCT
eurjchem-718	62	9	δ	δ	PROPN
eurjchem-718	62	10	,	,	PUNCT
eurjchem-718	62	11	ppm	ppm	NOUN
eurjchem-718	62	12	):	):	PUNCT
eurjchem-718	62	13	1.84	1.84	NUM
eurjchem-718	62	14	(	(	PUNCT
eurjchem-718	62	15	p	p	X
eurjchem-718	62	16	,	,	PUNCT
eurjchem-718	62	17	2h	2h	NUM
eurjchem-718	62	18	,	,	PUNCT
eurjchem-718	62	19	j	j	PROPN
eurjchem-718	62	20	=	=	SYM
eurjchem-718	62	21	6.9	6.9	NUM
eurjchem-718	62	22	hz	hz	NOUN
eurjchem-718	62	23	,	,	PUNCT
eurjchem-718	62	24	ch2ch2ch2	ch2ch2ch2	NOUN
eurjchem-718	62	25	)	)	PUNCT
eurjchem-718	62	26	,	,	PUNCT
eurjchem-718	62	27	2.67	2.67	NUM
eurjchem-718	62	28	(	(	PUNCT
eurjchem-718	62	29	dd	dd	PROPN
eurjchem-718	62	30	,	,	PUNCT
eurjchem-718	62	31	1h	1h	NUM
eurjchem-718	62	32	,	,	PUNCT
eurjchem-718	62	33	j	j	PROPN
eurjchem-718	62	34	=	=	PROPN
eurjchem-718	62	35	17.3	17.3	NUM
eurjchem-718	62	36	,	,	PUNCT
eurjchem-718	62	37	9.7	9.7	NUM
eurjchem-718	62	38	hz	hz	NOUN
eurjchem-718	62	39	,	,	PUNCT
eurjchem-718	62	40	4'‐ha	4'‐ha	NUM
eurjchem-718	62	41	)	)	PUNCT
eurjchem-718	62	42	,	,	PUNCT
eurjchem-718	62	43	2.75	2.75	NUM
eurjchem-718	62	44	(	(	PUNCT
eurjchem-718	62	45	dd	dd	PROPN
eurjchem-718	62	46	,	,	PUNCT
eurjchem-718	62	47	1h	1h	NUM
eurjchem-718	62	48	,	,	PUNCT
eurjchem-718	62	49	j	j	PROPN
eurjchem-718	62	50	=	=	PROPN
eurjchem-718	62	51	17.2	17.2	NUM
eurjchem-718	62	52	,	,	PUNCT
eurjchem-718	62	53	7.2	7.2	NUM
eurjchem-718	62	54	hz	hz	NOUN
eurjchem-718	62	55	,	,	PUNCT
eurjchem-718	62	56	4'‐hb	4'‐hb	NUM
eurjchem-718	62	57	)	)	PUNCT
eurjchem-718	62	58	,	,	PUNCT
eurjchem-718	62	59	3.11‐3.27	3.11‐3.27	NUM
eurjchem-718	62	60	(	(	PUNCT
eurjchem-718	62	61	m	m	PROPN
eurjchem-718	62	62	,	,	PUNCT
eurjchem-718	62	63	1h	1h	NUM
eurjchem-718	62	64	,	,	PUNCT
eurjchem-718	62	65	3'‐h	3'‐h	NUM
eurjchem-718	62	66	)	)	PUNCT
eurjchem-718	62	67	,	,	PUNCT
eurjchem-718	62	68	3.41	3.41	NUM
eurjchem-718	62	69	(	(	PUNCT
eurjchem-718	62	70	td	td	NOUN
eurjchem-718	62	71	,	,	PUNCT
eurjchem-718	62	72	2h	2h	NUM
eurjchem-718	62	73	,	,	PUNCT
eurjchem-718	62	74	j	j	PROPN
eurjchem-718	62	75	=	=	SYM
eurjchem-718	62	76	7.2	7.2	NUM
eurjchem-718	62	77	,	,	PUNCT
eurjchem-718	62	78	2.5	2.5	NUM
eurjchem-718	62	79	hz	hz	NOUN
eurjchem-718	62	80	,	,	PUNCT
eurjchem-718	62	81	ch2ch2ch2n	ch2ch2ch2n	PROPN
eurjchem-718	62	82	)	)	PUNCT
eurjchem-718	62	83	,	,	PUNCT
eurjchem-718	62	84	3.50	3.50	NUM
eurjchem-718	62	85	(	(	PUNCT
eurjchem-718	62	86	t	t	PROPN
eurjchem-718	62	87	,	,	PUNCT
eurjchem-718	62	88	2h	2h	NUM
eurjchem-718	62	89	,	,	PUNCT
eurjchem-718	62	90	j	j	PROPN
eurjchem-718	63	1	=	=	SYM
eurjchem-718	63	2	6.1	6.1	NUM
eurjchem-718	63	3	hz	hz	NOUN
eurjchem-718	63	4	,	,	PUNCT
eurjchem-718	63	5	ch2ch2ch2o	ch2ch2ch2o	NOUN
eurjchem-718	63	6	)	)	PUNCT
eurjchem-718	63	7	,	,	PUNCT
eurjchem-718	63	8	3.58	3.58	NUM
eurjchem-718	63	9	(	(	PUNCT
eurjchem-718	63	10	dd	dd	PROPN
eurjchem-718	63	11	,	,	PUNCT
eurjchem-718	63	12	1h	1h	NUM
eurjchem-718	63	13	,	,	PUNCT
eurjchem-718	63	14	j	j	PROPN
eurjchem-718	63	15	=	=	SYM
eurjchem-718	63	16	10.1	10.1	NUM
eurjchem-718	63	17	,	,	PUNCT
eurjchem-718	63	18	8.5	8.5	NUM
eurjchem-718	63	19	hz	hz	NOUN
eurjchem-718	63	20	,	,	PUNCT
eurjchem-718	63	21	2'‐ha	2'‐ha	NUM
eurjchem-718	63	22	)	)	PUNCT
eurjchem-718	63	23	,	,	PUNCT
eurjchem-718	63	24	3.66	3.66	NUM
eurjchem-718	63	25	(	(	PUNCT
eurjchem-718	63	26	dd	dd	PROPN
eurjchem-718	63	27	,	,	PUNCT
eurjchem-718	63	28	1h	1h	NUM
eurjchem-718	63	29	,	,	PUNCT
eurjchem-718	63	30	j	j	PROPN
eurjchem-718	63	31	=	=	NOUN
eurjchem-718	63	32	10.1	10.1	NUM
eurjchem-718	63	33	,	,	PUNCT
eurjchem-718	63	34	6.1	6.1	NUM
eurjchem-718	63	35	hz	hz	NOUN
eurjchem-718	63	36	,	,	PUNCT
eurjchem-718	63	37	2'‐hb	2'‐hb	NUM
eurjchem-718	63	38	)	)	PUNCT
eurjchem-718	63	39	,	,	PUNCT
eurjchem-718	63	40	4.48	4.48	NUM
eurjchem-718	63	41	(	(	PUNCT
eurjchem-718	63	42	s	s	PROPN
eurjchem-718	63	43	,	,	PUNCT
eurjchem-718	63	44	2h	2h	NUM
eurjchem-718	63	45	,	,	PUNCT
eurjchem-718	63	46	phch2o	phch2o	NOUN
eurjchem-718	63	47	)	)	PUNCT
eurjchem-718	63	48	,	,	PUNCT
eurjchem-718	63	49	6.91	6.91	NUM
eurjchem-718	63	50	(	(	PUNCT
eurjchem-718	63	51	br	br	PROPN
eurjchem-718	63	52	s	s	PROPN
eurjchem-718	63	53	,	,	PUNCT
eurjchem-718	63	54	1h	1h	NUM
eurjchem-718	63	55	,	,	PUNCT
eurjchem-718	63	56	cooh	cooh	NOUN
eurjchem-718	63	57	)	)	PUNCT
eurjchem-718	63	58	,	,	PUNCT
eurjchem-718	63	59	7.23‐	7.23‐	NUM
eurjchem-718	63	60	7.43	7.43	NUM
eurjchem-718	63	61	(	(	PUNCT
eurjchem-718	63	62	m	m	PROPN
eurjchem-718	63	63	,	,	PUNCT
eurjchem-718	63	64	5h	5h	NUM
eurjchem-718	63	65	,	,	PUNCT
eurjchem-718	63	66	ph	ph	NOUN
eurjchem-718	63	67	)	)	PUNCT
eurjchem-718	63	68	.	.	PUNCT
eurjchem-718	64	1	13c	13c	NOUN
eurjchem-718	64	2	nmr	nmr	NOUN
eurjchem-718	64	3	(	(	PUNCT
eurjchem-718	64	4	cdcl3	cdcl3	NOUN
eurjchem-718	64	5	,	,	PUNCT
eurjchem-718	64	6	75.5	75.5	NUM
eurjchem-718	64	7	mhz	mhz	NOUN
eurjchem-718	64	8	):	):	PUNCT
eurjchem-718	64	9	δ	δ	PROPN
eurjchem-718	64	10	27.4	27.4	NUM
eurjchem-718	64	11	,	,	PUNCT
eurjchem-718	64	12	34.2	34.2	NUM
eurjchem-718	64	13	,	,	PUNCT
eurjchem-718	64	14	36.0	36.0	NUM
eurjchem-718	64	15	,	,	PUNCT
eurjchem-718	64	16	40.4	40.4	NUM
eurjchem-718	64	17	,	,	PUNCT
eurjchem-718	64	18	49.6	49.6	NUM
eurjchem-718	64	19	,	,	PUNCT
eurjchem-718	64	20	67.7	67.7	NUM
eurjchem-718	64	21	,	,	PUNCT
eurjchem-718	64	22	73.1	73.1	NUM
eurjchem-718	64	23	,	,	PUNCT
eurjchem-718	64	24	127.8	127.8	NUM
eurjchem-718	64	25	,	,	PUNCT
eurjchem-718	64	26	127.9	127.9	NUM
eurjchem-718	64	27	,	,	PUNCT
eurjchem-718	64	28	128.5	128.5	NUM
eurjchem-718	64	29	,	,	PUNCT
eurjchem-718	64	30	138.2	138.2	NUM
eurjchem-718	64	31	,	,	PUNCT
eurjchem-718	64	32	173.9	173.9	NUM
eurjchem-718	64	33	,	,	PUNCT
eurjchem-718	64	34	175.7	175.7	NUM
eurjchem-718	64	35	.	.	PUNCT
eurjchem-718	65	1	hrms	hrm	NOUN
eurjchem-718	65	2	(	(	PUNCT
eurjchem-718	65	3	ei	ei	INTJ
eurjchem-718	65	4	):	):	PUNCT
eurjchem-718	65	5	m	m	PROPN
eurjchem-718	65	6	/	/	SYM
eurjchem-718	65	7	z	z	PROPN
eurjchem-718	65	8	found	find	VERB
eurjchem-718	65	9	for	for	ADP
eurjchem-718	65	10	c15h19no4	c15h19no4	NOUN
eurjchem-718	65	11	:	:	PUNCT
eurjchem-718	65	12	278.1379	278.1379	NUM
eurjchem-718	65	13	(	(	PUNCT
eurjchem-718	65	14	mh+	mh+	NOUN
eurjchem-718	65	15	)	)	PUNCT
eurjchem-718	65	16	;	;	PUNCT
eurjchem-718	65	17	calcd	calcd	NOUN
eurjchem-718	65	18	.	.	PUNCT
eurjchem-718	65	19	:	:	PUNCT
eurjchem-718	66	1	m	m	X
eurjchem-718	66	2	/	/	SYM
eurjchem-718	66	3	z	z	NOUN
eurjchem-718	66	4	=	=	SYM
eurjchem-718	66	5	278.1392	278.1392	NUM
eurjchem-718	66	6	(	(	PUNCT
eurjchem-718	66	7	mh+	mh+	NOUN
eurjchem-718	66	8	)	)	PUNCT
eurjchem-718	66	9	.	.	PUNCT
eurjchem-718	67	1	2.2.4	2.2.4	NUM
eurjchem-718	67	2	.	.	X
eurjchem-718	67	3	synthesis	synthesis	NOUN
eurjchem-718	67	4	of	of	ADP
eurjchem-718	67	5	methyl	methyl	NOUN
eurjchem-718	67	6	3‐(1‐(3‐(benzyloxy)propyl)‐5‐	3‐(1‐(3‐(benzyloxy)propyl)‐5‐	NUM
eurjchem-718	67	7	oxopyrrolidin‐3‐yl)‐3‐oxopropanoate	oxopyrrolidin‐3‐yl)‐3‐oxopropanoate	ADJ
eurjchem-718	67	8	(	(	PUNCT
eurjchem-718	67	9	10b	10b	NOUN
eurjchem-718	67	10	)	)	PUNCT
eurjchem-718	67	11	this	this	DET
eurjchem-718	67	12	compound	compound	NOUN
eurjchem-718	67	13	was	be	AUX
eurjchem-718	67	14	prepared	prepare	VERB
eurjchem-718	67	15	following	follow	VERB
eurjchem-718	67	16	the	the	DET
eurjchem-718	67	17	literature	literature	NOUN
eurjchem-718	67	18	procedure	procedure	NOUN
eurjchem-718	67	19	for	for	ADP
eurjchem-718	67	20	the	the	DET
eurjchem-718	67	21	synthesis	synthesis	NOUN
eurjchem-718	67	22	of	of	ADP
eurjchem-718	67	23	closely	closely	ADV
eurjchem-718	67	24	related	relate	VERB
eurjchem-718	67	25	compounds	compound	NOUN
eurjchem-718	67	26	[	[	X
eurjchem-718	67	27	2,3	2,3	NUM
eurjchem-718	67	28	]	]	PUNCT
eurjchem-718	67	29	.	.	PUNCT
eurjchem-718	68	1	under	under	ADP
eurjchem-718	68	2	argon	argon	NOUN
eurjchem-718	68	3	,	,	PUNCT
eurjchem-718	68	4	1,1'‐carbonyldiimidazole	1,1'‐carbonyldiimidazole	NUM
eurjchem-718	68	5	(	(	PUNCT
eurjchem-718	68	6	cdi	cdi	PROPN
eurjchem-718	68	7	)	)	PUNCT
eurjchem-718	68	8	(	(	PUNCT
eurjchem-718	68	9	2.69	2.69	NUM
eurjchem-718	68	10	g	g	NOUN
eurjchem-718	68	11	,	,	PUNCT
eurjchem-718	68	12	16.59	16.59	NUM
eurjchem-718	68	13	mmol	mmol	NOUN
eurjchem-718	68	14	)	)	PUNCT
eurjchem-718	68	15	was	be	AUX
eurjchem-718	68	16	added	add	VERB
eurjchem-718	68	17	to	to	ADP
eurjchem-718	68	18	a	a	DET
eurjchem-718	68	19	stirred	stir	VERB
eurjchem-718	68	20	solution	solution	NOUN
eurjchem-718	68	21	of	of	ADP
eurjchem-718	68	22	carboxylic	carboxylic	ADJ
eurjchem-718	68	23	acid	acid	ADJ
eurjchem-718	68	24	9b	9b	NOUN
eurjchem-718	68	25	(	(	PUNCT
eurjchem-718	68	26	3.63	3.63	NUM
eurjchem-718	68	27	g	g	NOUN
eurjchem-718	68	28	,	,	PUNCT
eurjchem-718	68	29	13.1	13.1	NUM
eurjchem-718	68	30	mmol	mmol	NOUN
eurjchem-718	68	31	)	)	PUNCT
eurjchem-718	68	32	in	in	ADP
eurjchem-718	68	33	anh	anh	NOUN
eurjchem-718	68	34	.	.	PUNCT
eurjchem-718	69	1	thf	thf	NOUN
eurjchem-718	69	2	(	(	PUNCT
eurjchem-718	69	3	60	60	NUM
eurjchem-718	69	4	ml	ml	NOUN
eurjchem-718	69	5	)	)	PUNCT
eurjchem-718	69	6	at	at	ADP
eurjchem-718	69	7	r.t	r.t	PROPN
eurjchem-718	69	8	.	.	PROPN
eurjchem-718	69	9	and	and	CCONJ
eurjchem-718	69	10	the	the	DET
eurjchem-718	69	11	resulting	result	VERB
eurjchem-718	69	12	mixture	mixture	NOUN
eurjchem-718	69	13	was	be	AUX
eurjchem-718	69	14	stirred	stir	VERB
eurjchem-718	69	15	at	at	ADP
eurjchem-718	69	16	r.t	r.t	PROPN
eurjchem-718	69	17	.	.	PROPN
eurjchem-718	70	1	for	for	ADP
eurjchem-718	70	2	1	1	NUM
eurjchem-718	70	3	h.	h.	NOUN
eurjchem-718	70	4	during	during	ADP
eurjchem-718	70	5	this	this	DET
eurjchem-718	70	6	time	time	NOUN
eurjchem-718	70	7	co2	co2	NOUN
eurjchem-718	70	8	evolved	evolve	VERB
eurjchem-718	70	9	,	,	PUNCT
eurjchem-718	70	10	therefore	therefore	ADV
eurjchem-718	70	11	the	the	DET
eurjchem-718	70	12	reaction	reaction	NOUN
eurjchem-718	70	13	flask	flask	NOUN
eurjchem-718	70	14	was	be	AUX
eurjchem-718	70	15	not	not	PART
eurjchem-718	70	16	completely	completely	ADV
eurjchem-718	70	17	sealed	seal	VERB
eurjchem-718	70	18	.	.	PUNCT
eurjchem-718	71	1	a	a	DET
eurjchem-718	71	2	solid	solid	ADJ
eurjchem-718	71	3	powdered	powdered	ADJ
eurjchem-718	71	4	mixture	mixture	NOUN
eurjchem-718	71	5	of	of	ADP
eurjchem-718	71	6	mgcl2	mgcl2	PROPN
eurjchem-718	71	7	(	(	PUNCT
eurjchem-718	71	8	1.21	1.21	NUM
eurjchem-718	71	9	g	g	NOUN
eurjchem-718	71	10	,	,	PUNCT
eurjchem-718	71	11	12.71	12.71	NUM
eurjchem-718	71	12	mmol	mmol	NOUN
eurjchem-718	71	13	)	)	PUNCT
eurjchem-718	71	14	and	and	CCONJ
eurjchem-718	71	15	potassium	potassium	NOUN
eurjchem-718	71	16	monomethyl	monomethyl	NOUN
eurjchem-718	71	17	malonate	malonate	NOUN
eurjchem-718	71	18	(	(	PUNCT
eurjchem-718	71	19	3.07	3.07	NUM
eurjchem-718	71	20	g	g	NOUN
eurjchem-718	71	21	,	,	PUNCT
eurjchem-718	71	22	19.65	19.65	NUM
eurjchem-718	71	23	mmol	mmol	NOUN
eurjchem-718	71	24	)	)	PUNCT
eurjchem-718	71	25	was	be	AUX
eurjchem-718	71	26	added	add	VERB
eurjchem-718	71	27	under	under	ADP
eurjchem-718	71	28	a	a	DET
eurjchem-718	71	29	blanket	blanket	NOUN
eurjchem-718	71	30	of	of	ADP
eurjchem-718	71	31	argon	argon	NOUN
eurjchem-718	71	32	in	in	ADP
eurjchem-718	71	33	one	one	NUM
eurjchem-718	71	34	portion	portion	NOUN
eurjchem-718	71	35	via	via	ADP
eurjchem-718	71	36	a	a	DET
eurjchem-718	71	37	powder	powder	NOUN
eurjchem-718	71	38	funnel	funnel	NOUN
eurjchem-718	71	39	,	,	PUNCT
eurjchem-718	71	40	which	which	PRON
eurjchem-718	71	41	was	be	AUX
eurjchem-718	71	42	then	then	ADV
eurjchem-718	71	43	rinsed	rinse	VERB
eurjchem-718	71	44	with	with	ADP
eurjchem-718	71	45	anh	anh	NOUN
eurjchem-718	71	46	.	.	PUNCT
eurjchem-718	72	1	thf	thf	NOUN
eurjchem-718	72	2	(	(	PUNCT
eurjchem-718	72	3	20	20	NUM
eurjchem-718	72	4	ml	ml	NOUN
eurjchem-718	72	5	)	)	PUNCT
eurjchem-718	72	6	,	,	PUNCT
eurjchem-718	72	7	and	and	CCONJ
eurjchem-718	72	8	the	the	DET
eurjchem-718	72	9	resulting	result	VERB
eurjchem-718	72	10	suspension	suspension	NOUN
eurjchem-718	72	11	was	be	AUX
eurjchem-718	72	12	stirred	stir	VERB
eurjchem-718	72	13	under	under	ADP
eurjchem-718	72	14	argon	argon	NOUN
eurjchem-718	72	15	at	at	ADP
eurjchem-718	72	16	r.t	r.t	PROPN
eurjchem-718	72	17	.	.	PROPN
eurjchem-718	73	1	for	for	ADP
eurjchem-718	73	2	12	12	NUM
eurjchem-718	73	3	h.	h.	PROPN
eurjchem-718	73	4	volatile	volatile	ADJ
eurjchem-718	73	5	components	component	NOUN
eurjchem-718	73	6	were	be	AUX
eurjchem-718	73	7	evaporated	evaporate	VERB
eurjchem-718	73	8	in	in	ADP
eurjchem-718	73	9	vacuum	vacuum	PROPN
eurjchem-718	73	10	,	,	PUNCT
eurjchem-718	73	11	aq	aq	PROPN
eurjchem-718	73	12	.	.	PUNCT
eurjchem-718	73	13	nahso4	nahso4	PROPN
eurjchem-718	74	1	(	(	PUNCT
eurjchem-718	74	2	1	1	NUM
eurjchem-718	74	3	m	m	PRON
eurjchem-718	74	4	,	,	PUNCT
eurjchem-718	74	5	100	100	NUM
eurjchem-718	74	6	ml	ml	NOUN
eurjchem-718	74	7	)	)	PUNCT
eurjchem-718	74	8	was	be	AUX
eurjchem-718	74	9	added	add	VERB
eurjchem-718	74	10	to	to	ADP
eurjchem-718	74	11	the	the	DET
eurjchem-718	74	12	residue	residue	NOUN
eurjchem-718	74	13	,	,	PUNCT
eurjchem-718	74	14	and	and	CCONJ
eurjchem-718	74	15	the	the	DET
eurjchem-718	74	16	product	product	NOUN
eurjchem-718	74	17	was	be	AUX
eurjchem-718	74	18	extracted	extract	VERB
eurjchem-718	74	19	with	with	ADP
eurjchem-718	74	20	etoac	etoac	ADJ
eurjchem-718	74	21	(	(	PUNCT
eurjchem-718	74	22	3×100	3×100	NUM
eurjchem-718	74	23	ml	ml	NOUN
eurjchem-718	74	24	)	)	PUNCT
eurjchem-718	74	25	.	.	PUNCT
eurjchem-718	75	1	the	the	DET
eurjchem-718	75	2	combined	combine	VERB
eurjchem-718	75	3	organic	organic	ADJ
eurjchem-718	75	4	phase	phase	NOUN
eurjchem-718	75	5	was	be	AUX
eurjchem-718	75	6	dried	dry	VERB
eurjchem-718	75	7	over	over	ADP
eurjchem-718	75	8	anhydrous	anhydrous	ADJ
eurjchem-718	75	9	na2so4	na2so4	NOUN
eurjchem-718	75	10	,	,	PUNCT
eurjchem-718	75	11	filtered	filter	VERB
eurjchem-718	75	12	,	,	PUNCT
eurjchem-718	75	13	and	and	CCONJ
eurjchem-718	75	14	the	the	DET
eurjchem-718	75	15	filtrate	filtrate	NOUN
eurjchem-718	75	16	were	be	AUX
eurjchem-718	75	17	evaporated	evaporate	VERB
eurjchem-718	75	18	in	in	ADP
eurjchem-718	75	19	vacuum	vacuum	NOUN
eurjchem-718	75	20	and	and	CCONJ
eurjchem-718	75	21	the	the	DET
eurjchem-718	75	22	crude	crude	NOUN
eurjchem-718	75	23	oily	oily	ADJ
eurjchem-718	75	24	reside	reside	VERB
eurjchem-718	75	25	was	be	AUX
eurjchem-718	75	26	purified	purify	VERB
eurjchem-718	75	27	by	by	ADP
eurjchem-718	75	28	cc	cc	PROPN
eurjchem-718	75	29	(	(	PUNCT
eurjchem-718	75	30	etoac	etoac	ADJ
eurjchem-718	75	31	)	)	PUNCT
eurjchem-718	75	32	.	.	PUNCT
eurjchem-718	76	1	fractions	fraction	NOUN
eurjchem-718	76	2	containing	contain	VERB
eurjchem-718	76	3	the	the	DET
eurjchem-718	76	4	product	product	NOUN
eurjchem-718	76	5	were	be	AUX
eurjchem-718	76	6	combined	combine	VERB
eurjchem-718	76	7	and	and	CCONJ
eurjchem-718	76	8	volatile	volatile	ADJ
eurjchem-718	76	9	components	component	NOUN
eurjchem-718	76	10	were	be	AUX
eurjchem-718	76	11	evaporated	evaporate	VERB
eurjchem-718	76	12	in	in	ADP
eurjchem-718	76	13	vacuum	vacuum	NOUN
eurjchem-718	76	14	to	to	PART
eurjchem-718	76	15	give	give	VERB
eurjchem-718	76	16	compound	compound	NOUN
eurjchem-718	76	17	10b	10b	NOUN
eurjchem-718	76	18	(	(	PUNCT
eurjchem-718	76	19	scheme	scheme	NOUN
eurjchem-718	76	20	2	2	NUM
eurjchem-718	76	21	)	)	PUNCT
eurjchem-718	76	22	.	.	PUNCT
eurjchem-718	77	1	yield	yield	NOUN
eurjchem-718	77	2	:	:	PUNCT
eurjchem-718	77	3	3.50	3.50	NUM
eurjchem-718	77	4	g	g	NOUN
eurjchem-718	77	5	(	(	PUNCT
eurjchem-718	77	6	80	80	NUM
eurjchem-718	77	7	%	%	NOUN
eurjchem-718	77	8	)	)	PUNCT
eurjchem-718	77	9	of	of	ADP
eurjchem-718	77	10	yellowish	yellowish	ADJ
eurjchem-718	77	11	oil	oil	NOUN
eurjchem-718	77	12	.	.	PUNCT
eurjchem-718	78	1	ft‐ir	ft‐ir	NOUN
eurjchem-718	78	2	(	(	PUNCT
eurjchem-718	78	3	nacl	nacl	NOUN
eurjchem-718	78	4	,	,	PUNCT
eurjchem-718	78	5	cm‐1	cm‐1	PROPN
eurjchem-718	78	6	):	):	PUNCT
eurjchem-718	78	7	2952	2952	NUM
eurjchem-718	78	8	(ch	(ch	NOUN
eurjchem-718	78	9	)	)	PUNCT
eurjchem-718	78	10	(	(	PUNCT
eurjchem-718	78	11	alkyl	alkyl	NOUN
eurjchem-718	78	12	)	)	PUNCT
eurjchem-718	78	13	,	,	PUNCT
eurjchem-718	78	14	2866	2866	NUM
eurjchem-718	78	15	(ch	(ch	PROPN
eurjchem-718	78	16	)	)	PUNCT
eurjchem-718	78	17	(	(	PUNCT
eurjchem-718	78	18	alkyl	alkyl	NOUN
eurjchem-718	78	19	)	)	PUNCT
eurjchem-718	78	20	,	,	PUNCT
eurjchem-718	78	21	1747	1747	NUM
eurjchem-718	78	22	(c	(c	PROPN
eurjchem-718	78	23	=	=	SYM
eurjchem-718	78	24	o	o	NOUN
eurjchem-718	78	25	)	)	PUNCT
eurjchem-718	78	26	(	(	PUNCT
eurjchem-718	78	27	ester	ester	NOUN
eurjchem-718	78	28	)	)	PUNCT
eurjchem-718	78	29	,	,	PUNCT
eurjchem-718	78	30	1715	1715	NUM
eurjchem-718	78	31	(c	(c	PROPN
eurjchem-718	78	32	=	=	SYM
eurjchem-718	78	33	o	o	NOUN
eurjchem-718	78	34	)	)	PUNCT
eurjchem-718	78	35	(	(	PUNCT
eurjchem-718	78	36	ketone	ketone	NOUN
eurjchem-718	78	37	)	)	PUNCT
eurjchem-718	78	38	,	,	PUNCT
eurjchem-718	78	39	1682	1682	NUM
eurjchem-718	78	40	(c	(c	PROPN
eurjchem-718	78	41	=	=	SYM
eurjchem-718	78	42	o	o	NOUN
eurjchem-718	78	43	)	)	PUNCT
eurjchem-718	78	44	(	(	PUNCT
eurjchem-718	78	45	amide	amide	NOUN
eurjchem-718	78	46	)	)	PUNCT
eurjchem-718	78	47	,	,	PUNCT
eurjchem-718	78	48	1495	1495	NUM
eurjchem-718	78	49	,	,	PUNCT
eurjchem-718	78	50	1454	1454	NUM
eurjchem-718	78	51	,	,	PUNCT
eurjchem-718	78	52	1362	1362	NUM
eurjchem-718	78	53	,	,	PUNCT
eurjchem-718	78	54	1317	1317	NUM
eurjchem-718	78	55	,	,	PUNCT
eurjchem-718	78	56	1268	1268	NUM
eurjchem-718	78	57	,	,	PUNCT
eurjchem-718	78	58	1100	1100	NUM
eurjchem-718	78	59	,	,	PUNCT
eurjchem-718	78	60	1027	1027	NUM
eurjchem-718	78	61	,	,	PUNCT
eurjchem-718	78	62	743	743	NUM
eurjchem-718	78	63	,	,	PUNCT
eurjchem-718	78	64	700	700	NUM
eurjchem-718	78	65	.	.	PUNCT
eurjchem-718	79	1	1h	1h	NUM
eurjchem-718	79	2	nmr	nmr	NOUN
eurjchem-718	79	3	(	(	PUNCT
eurjchem-718	79	4	cdcl3	cdcl3	NOUN
eurjchem-718	79	5	,	,	PUNCT
eurjchem-718	79	6	300	300	NUM
eurjchem-718	79	7	mhz	mhz	NOUN
eurjchem-718	79	8	,	,	PUNCT
eurjchem-718	79	9	δ	δ	PROPN
eurjchem-718	79	10	,	,	PUNCT
eurjchem-718	79	11	ppm	ppm	NUM
eurjchem-718	79	12	):	):	PUNCT
eurjchem-718	79	13	1.85	1.85	NUM
eurjchem-718	79	14	(	(	PUNCT
eurjchem-718	79	15	p	p	X
eurjchem-718	79	16	,	,	PUNCT
eurjchem-718	79	17	2h	2h	NUM
eurjchem-718	79	18	,	,	PUNCT
eurjchem-718	79	19	j	j	PROPN
eurjchem-718	79	20	=	=	SYM
eurjchem-718	79	21	7.0	7.0	NUM
eurjchem-718	79	22	,	,	PUNCT
eurjchem-718	79	23	6.6	6.6	NUM
eurjchem-718	79	24	hz	hz	NOUN
eurjchem-718	79	25	,	,	PUNCT
eurjchem-718	79	26	ch2ch2ch2	ch2ch2ch2	NOUN
eurjchem-718	79	27	)	)	PUNCT
eurjchem-718	79	28	,	,	PUNCT
eurjchem-718	79	29	2.50‐2.72	2.50‐2.72	NUM
eurjchem-718	79	30	(	(	PUNCT
eurjchem-718	79	31	m	m	PROPN
eurjchem-718	79	32	,	,	PUNCT
eurjchem-718	79	33	2h	2h	NUM
eurjchem-718	79	34	,	,	PUNCT
eurjchem-718	79	35	4'‐ch2	4'‐ch2	NUM
eurjchem-718	79	36	)	)	PUNCT
eurjchem-718	79	37	,	,	PUNCT
eurjchem-718	79	38	3.36‐3.45	3.36‐3.45	NUM
eurjchem-718	79	39	(	(	PUNCT
eurjchem-718	79	40	m	m	PROPN
eurjchem-718	79	41	,	,	PUNCT
eurjchem-718	79	42	1h	1h	NUM
eurjchem-718	79	43	,	,	PUNCT
eurjchem-718	79	44	3'‐h	3'‐h	NUM
eurjchem-718	79	45	)	)	PUNCT
eurjchem-718	79	46	,	,	PUNCT
eurjchem-718	79	47	3.40	3.40	NUM
eurjchem-718	79	48	(	(	PUNCT
eurjchem-718	79	49	td	td	NOUN
eurjchem-718	79	50	,	,	PUNCT
eurjchem-718	79	51	2h	2h	NUM
eurjchem-718	79	52	,	,	PUNCT
eurjchem-718	79	53	j	j	PROPN
eurjchem-718	79	54	=	=	SYM
eurjchem-718	79	55	7.0	7.0	NUM
eurjchem-718	79	56	,	,	PUNCT
eurjchem-718	79	57	2.0	2.0	NUM
eurjchem-718	79	58	hz	hz	ADJ
eurjchem-718	79	59	,	,	PUNCT
eurjchem-718	79	60	ch2ch2ch2n	ch2ch2ch2n	PROPN
eurjchem-718	79	61	)	)	PUNCT
eurjchem-718	79	62	,	,	PUNCT
eurjchem-718	79	63	3.46‐3.54	3.46‐3.54	NUM
eurjchem-718	79	64	(	(	PUNCT
eurjchem-718	79	65	m	m	PROPN
eurjchem-718	79	66	,	,	PUNCT
eurjchem-718	79	67	5h	5h	NUM
eurjchem-718	79	68	,	,	PUNCT
eurjchem-718	79	69	ch2ch2ch2o	ch2ch2ch2o	NOUN
eurjchem-718	79	70	,	,	PUNCT
eurjchem-718	79	71	ch2coome	ch2coome	NOUN
eurjchem-718	79	72	,	,	PUNCT
eurjchem-718	79	73	and	and	CCONJ
eurjchem-718	79	74	2'‐ha	2'‐ha	NUM
eurjchem-718	79	75	)	)	PUNCT
eurjchem-718	79	76	,	,	PUNCT
eurjchem-718	79	77	3.64	3.64	NUM
eurjchem-718	79	78	(	(	PUNCT
eurjchem-718	79	79	dd	dd	PROPN
eurjchem-718	79	80	,	,	PUNCT
eurjchem-718	79	81	1h	1h	NUM
eurjchem-718	79	82	,	,	PUNCT
eurjchem-718	79	83	j	j	PROPN
eurjchem-718	79	84	=	=	SYM
eurjchem-718	79	85	9.5	9.5	NUM
eurjchem-718	79	86	,	,	PUNCT
eurjchem-718	79	87	5.9	5.9	NUM
eurjchem-718	79	88	hz	hz	NOUN
eurjchem-718	79	89	,	,	PUNCT
eurjchem-718	79	90	2'‐hb	2'‐hb	NUM
eurjchem-718	79	91	)	)	PUNCT
eurjchem-718	79	92	,	,	PUNCT
eurjchem-718	79	93	3.75	3.75	NUM
eurjchem-718	79	94	(	(	PUNCT
eurjchem-718	79	95	s	s	PROPN
eurjchem-718	79	96	,	,	PUNCT
eurjchem-718	79	97	3h	3h	NUM
eurjchem-718	79	98	,	,	PUNCT
eurjchem-718	79	99	coome	coome	NOUN
eurjchem-718	79	100	)	)	PUNCT
eurjchem-718	79	101	,	,	PUNCT
eurjchem-718	79	102	4.48	4.48	NUM
eurjchem-718	79	103	(	(	PUNCT
eurjchem-718	79	104	s	s	PROPN
eurjchem-718	79	105	,	,	PUNCT
eurjchem-718	79	106	2h	2h	NUM
eurjchem-718	79	107	,	,	PUNCT
eurjchem-718	79	108	phch2o	phch2o	NOUN
eurjchem-718	79	109	)	)	PUNCT
eurjchem-718	79	110	,	,	PUNCT
eurjchem-718	79	111	7.23‐7.40	7.23‐7.40	NUM
eurjchem-718	79	112	(	(	PUNCT
eurjchem-718	79	113	m	m	PROPN
eurjchem-718	79	114	,	,	PUNCT
eurjchem-718	79	115	5h	5h	NUM
eurjchem-718	79	116	,	,	PUNCT
eurjchem-718	79	117	ph	ph	NOUN
eurjchem-718	79	118	)	)	PUNCT
eurjchem-718	79	119	.	.	PUNCT
eurjchem-718	80	1	13c	13c	NOUN
eurjchem-718	80	2	nmr	nmr	NOUN
eurjchem-718	80	3	(	(	PUNCT
eurjchem-718	80	4	cdcl3	cdcl3	NOUN
eurjchem-718	80	5	,	,	PUNCT
eurjchem-718	80	6	75.5	75.5	NUM
eurjchem-718	80	7	mhz	mhz	NOUN
eurjchem-718	80	8	,	,	PUNCT
eurjchem-718	80	9	δ	δ	PROPN
eurjchem-718	80	10	,	,	PUNCT
eurjchem-718	80	11	ppm	ppm	NOUN
eurjchem-718	80	12	):	):	PUNCT
eurjchem-718	80	13	27.4	27.4	NUM
eurjchem-718	80	14	,	,	PUNCT
eurjchem-718	80	15	33.3	33.3	NUM
eurjchem-718	80	16	,	,	PUNCT
eurjchem-718	80	17	40.2	40.2	NUM
eurjchem-718	80	18	,	,	PUNCT
eurjchem-718	80	19	42.9	42.9	NUM
eurjchem-718	80	20	,	,	PUNCT
eurjchem-718	80	21	47.5	47.5	NUM
eurjchem-718	80	22	,	,	PUNCT
eurjchem-718	80	23	47.9	47.9	NUM
eurjchem-718	80	24	,	,	PUNCT
eurjchem-718	80	25	52.5	52.5	NUM
eurjchem-718	80	26	,	,	PUNCT
eurjchem-718	80	27	67.8	67.8	NUM
eurjchem-718	80	28	,	,	PUNCT
eurjchem-718	80	29	73.1	73.1	NUM
eurjchem-718	80	30	,	,	PUNCT
eurjchem-718	80	31	127.6	127.6	NUM
eurjchem-718	80	32	,	,	PUNCT
eurjchem-718	80	33	127.7	127.7	NUM
eurjchem-718	80	34	,	,	PUNCT
eurjchem-718	80	35	128.4	128.4	NUM
eurjchem-718	80	36	,	,	PUNCT
eurjchem-718	80	37	138.3	138.3	NUM
eurjchem-718	80	38	,	,	PUNCT
eurjchem-718	80	39	167.0	167.0	NUM
eurjchem-718	80	40	,	,	PUNCT
eurjchem-718	80	41	171.9	171.9	NUM
eurjchem-718	80	42	,	,	PUNCT
eurjchem-718	80	43	200.9	200.9	NUM
eurjchem-718	80	44	.	.	PUNCT
eurjchem-718	81	1	hrms	hrm	NOUN
eurjchem-718	81	2	(	(	PUNCT
eurjchem-718	81	3	ei	ei	INTJ
eurjchem-718	81	4	):	):	PUNCT
eurjchem-718	81	5	m	m	PROPN
eurjchem-718	81	6	/	/	SYM
eurjchem-718	81	7	z	z	PROPN
eurjchem-718	81	8	found	find	VERB
eurjchem-718	81	9	for	for	ADP
eurjchem-718	81	10	c18h23no5	c18h23no5	PROPN
eurjchem-718	81	11	:	:	PUNCT
eurjchem-718	81	12	m	m	PROPN
eurjchem-718	81	13	/	/	SYM
eurjchem-718	81	14	z	z	NOUN
eurjchem-718	81	15	=	=	SYM
eurjchem-718	81	16	334.1658	334.1658	NUM
eurjchem-718	81	17	(	(	PUNCT
eurjchem-718	81	18	mh+	mh+	PROPN
eurjchem-718	81	19	)	)	PUNCT
eurjchem-718	81	20	;	;	PUNCT
eurjchem-718	81	21	calcd	calcd	NOUN
eurjchem-718	81	22	.	.	PUNCT
eurjchem-718	81	23	:	:	PUNCT
eurjchem-718	82	1	m	m	X
eurjchem-718	82	2	/	/	SYM
eurjchem-718	82	3	z	z	PROPN
eurjchem-718	82	4	=	=	SYM
eurjchem-718	82	5	334.1654	334.1654	NUM
eurjchem-718	82	6	(	(	PUNCT
eurjchem-718	82	7	mh+	mh+	NOUN
eurjchem-718	82	8	)	)	PUNCT
eurjchem-718	82	9	.	.	PUNCT
eurjchem-718	83	1	grošelj	grošelj	NOUN
eurjchem-718	83	2	et	et	PROPN
eurjchem-718	83	3	al	al	PROPN
eurjchem-718	83	4	.	.	PUNCT
eurjchem-718	83	5	/	/	SYM
eurjchem-718	83	6	european	european	PROPN
eurjchem-718	83	7	journal	journal	PROPN
eurjchem-718	83	8	of	of	ADP
eurjchem-718	83	9	chemistry	chemistry	NOUN
eurjchem-718	83	10	4	4	NUM
eurjchem-718	83	11	(	(	PUNCT
eurjchem-718	83	12	1	1	NUM
eurjchem-718	83	13	)	)	PUNCT
eurjchem-718	83	14	(	(	PUNCT
eurjchem-718	83	15	2013	2013	NUM
eurjchem-718	83	16	)	)	PUNCT
eurjchem-718	84	1	1‐6	1‐6	NOUN
eurjchem-718	84	2	3	3	NUM
eurjchem-718	84	3	scheme	scheme	NOUN
eurjchem-718	84	4	2	2	NUM
eurjchem-718	84	5	2.2.5	2.2.5	NUM
eurjchem-718	84	6	.	.	PUNCT
eurjchem-718	84	7	general	general	ADJ
eurjchem-718	84	8	procedure	procedure	NOUN
eurjchem-718	84	9	for	for	ADP
eurjchem-718	84	10	the	the	DET
eurjchem-718	84	11	synthesis	synthesis	NOUN
eurjchem-718	84	12	of	of	ADP
eurjchem-718	84	13	2‐substituted	2‐substitute	VERB
eurjchem-718	84	14	6‐	6‐	NUM
eurjchem-718	84	15	(	(	PUNCT
eurjchem-718	84	16	5‐oxo‐1‐phenylpyrrolidin‐3‐yl)pyrimidin‐4(3h)‐ones	5‐oxo‐1‐phenylpyrrolidin‐3‐yl)pyrimidin‐4(3h)‐ones	NUM
eurjchem-718	84	17	(	(	PUNCT
eurjchem-718	84	18	6a‐f	6a‐f	NOUN
eurjchem-718	84	19	)	)	PUNCT
eurjchem-718	84	20	a	a	DET
eurjchem-718	84	21	mixture	mixture	NOUN
eurjchem-718	84	22	of	of	ADP
eurjchem-718	84	23	β‐keto	β‐keto	PUNCT
eurjchem-718	84	24	ester	ester	NOUN
eurjchem-718	84	25	10a	10a	NUM
eurjchem-718	84	26	,	,	PUNCT
eurjchem-718	84	27	b	b	PROPN
eurjchem-718	84	28	(	(	PUNCT
eurjchem-718	84	29	1	1	NUM
eurjchem-718	84	30	mmol	mmol	NOUN
eurjchem-718	84	31	)	)	PUNCT
eurjchem-718	84	32	,	,	PUNCT
eurjchem-718	84	33	meoh	meoh	NOUN
eurjchem-718	84	34	(	(	PUNCT
eurjchem-718	84	35	4	4	NUM
eurjchem-718	84	36	ml	ml	NOUN
eurjchem-718	84	37	)	)	PUNCT
eurjchem-718	84	38	,	,	PUNCT
eurjchem-718	84	39	amidine	amidine	ADJ
eurjchem-718	84	40	salt	salt	NOUN
eurjchem-718	84	41	11a‐e	11a‐e	NOUN
eurjchem-718	84	42	(	(	PUNCT
eurjchem-718	84	43	1	1	NUM
eurjchem-718	84	44	mmol	mmol	NOUN
eurjchem-718	84	45	)	)	PUNCT
eurjchem-718	84	46	,	,	PUNCT
eurjchem-718	84	47	and	and	CCONJ
eurjchem-718	84	48	kobu‐t	kobu‐t	PROPN
eurjchem-718	84	49	(	(	PUNCT
eurjchem-718	84	50	112	112	NUM
eurjchem-718	84	51	mg	mg	NOUN
eurjchem-718	84	52	,	,	PUNCT
eurjchem-718	84	53	1	1	NUM
eurjchem-718	84	54	mmol	mmol	NOUN
eurjchem-718	84	55	)	)	PUNCT
eurjchem-718	84	56	was	be	AUX
eurjchem-718	84	57	stirred	stir	VERB
eurjchem-718	84	58	at	at	ADP
eurjchem-718	84	59	r.t	r.t	PROPN
eurjchem-718	84	60	.	.	PROPN
eurjchem-718	84	61	for	for	ADP
eurjchem-718	84	62	48	48	NUM
eurjchem-718	84	63	h.	h.	NOUN
eurjchem-718	84	64	then	then	ADV
eurjchem-718	84	65	,	,	PUNCT
eurjchem-718	84	66	water	water	NOUN
eurjchem-718	84	67	(	(	PUNCT
eurjchem-718	84	68	4	4	NUM
eurjchem-718	84	69	ml	ml	NOUN
eurjchem-718	84	70	)	)	PUNCT
eurjchem-718	84	71	was	be	AUX
eurjchem-718	84	72	added	add	VERB
eurjchem-718	84	73	,	,	PUNCT
eurjchem-718	84	74	the	the	DET
eurjchem-718	84	75	mixture	mixture	NOUN
eurjchem-718	84	76	was	be	AUX
eurjchem-718	84	77	stirred	stir	VERB
eurjchem-718	84	78	at	at	ADP
eurjchem-718	84	79	r.t	r.t	PROPN
eurjchem-718	84	80	.	.	PROPN
eurjchem-718	85	1	for	for	ADP
eurjchem-718	85	2	1	1	NUM
eurjchem-718	85	3	h	h	NOUN
eurjchem-718	85	4	,	,	PUNCT
eurjchem-718	85	5	and	and	CCONJ
eurjchem-718	85	6	the	the	DET
eurjchem-718	85	7	precipitate	precipitate	NOUN
eurjchem-718	85	8	was	be	AUX
eurjchem-718	85	9	collected	collect	VERB
eurjchem-718	85	10	by	by	ADP
eurjchem-718	85	11	filtration	filtration	NOUN
eurjchem-718	85	12	to	to	PART
eurjchem-718	85	13	give	give	VERB
eurjchem-718	85	14	6a‐f	6a‐f	NOUN
eurjchem-718	85	15	.	.	PUNCT
eurjchem-718	86	1	in	in	ADP
eurjchem-718	86	2	this	this	DET
eurjchem-718	86	3	manner	manner	NOUN
eurjchem-718	86	4	,	,	PUNCT
eurjchem-718	86	5	analytically	analytically	ADV
eurjchem-718	86	6	pure	pure	ADJ
eurjchem-718	86	7	compounds	compound	NOUN
eurjchem-718	86	8	6a‐d	6a‐d	NOUN
eurjchem-718	86	9	were	be	AUX
eurjchem-718	86	10	obtained	obtain	VERB
eurjchem-718	86	11	(	(	PUNCT
eurjchem-718	86	12	scheme	scheme	NOUN
eurjchem-718	86	13	2	2	NUM
eurjchem-718	86	14	)	)	PUNCT
eurjchem-718	86	15	.	.	PUNCT
eurjchem-718	87	1	compounds	compound	VERB
eurjchem-718	87	2	6e	6e	NUM
eurjchem-718	87	3	and	and	CCONJ
eurjchem-718	87	4	6f	6f	NUM
eurjchem-718	87	5	were	be	AUX
eurjchem-718	87	6	further	far	ADV
eurjchem-718	87	7	purified	purify	VERB
eurjchem-718	87	8	by	by	ADP
eurjchem-718	87	9	fc	fc	PROPN
eurjchem-718	87	10	over	over	ADP
eurjchem-718	87	11	silica	silica	NOUN
eurjchem-718	87	12	gel	gel	NOUN
eurjchem-718	87	13	(	(	PUNCT
eurjchem-718	87	14	d	d	NOUN
eurjchem-718	87	15	=	=	SYM
eurjchem-718	87	16	3	3	NUM
eurjchem-718	87	17	cm	cm	NOUN
eurjchem-718	87	18	,	,	PUNCT
eurjchem-718	87	19	l	l	NOUN
eurjchem-718	87	20	=	=	SYM
eurjchem-718	87	21	5	5	NUM
eurjchem-718	87	22	cm	cm	NOUN
eurjchem-718	87	23	)	)	PUNCT
eurjchem-718	87	24	.	.	PUNCT
eurjchem-718	88	1	fractions	fraction	NOUN
eurjchem-718	88	2	containing	contain	VERB
eurjchem-718	88	3	the	the	DET
eurjchem-718	88	4	product	product	NOUN
eurjchem-718	88	5	were	be	AUX
eurjchem-718	88	6	combined	combine	VERB
eurjchem-718	88	7	and	and	CCONJ
eurjchem-718	88	8	evaporated	evaporate	VERB
eurjchem-718	88	9	in	in	ADP
eurjchem-718	88	10	vacuo	vacuo	NOUN
eurjchem-718	88	11	to	to	PART
eurjchem-718	88	12	give	give	VERB
eurjchem-718	88	13	compound	compound	NOUN
eurjchem-718	88	14	6e	6e	NOUN
eurjchem-718	88	15	and	and	CCONJ
eurjchem-718	88	16	6f	6f	NUM
eurjchem-718	88	17	(	(	PUNCT
eurjchem-718	88	18	scheme	scheme	NOUN
eurjchem-718	88	19	2	2	NUM
eurjchem-718	88	20	)	)	PUNCT
eurjchem-718	88	21	.	.	PUNCT
eurjchem-718	89	1	6‐(5‐oxo‐1‐phenylpyrrolidin‐3‐yl)pyrimidin‐4(3h)‐one	6‐(5‐oxo‐1‐phenylpyrrolidin‐3‐yl)pyrimidin‐4(3h)‐one	NUM
eurjchem-718	89	2	(	(	PUNCT
eurjchem-718	89	3	6a	6a	NOUN
eurjchem-718	89	4	):	):	PUNCT
eurjchem-718	89	5	prepared	prepare	VERB
eurjchem-718	89	6	from	from	ADP
eurjchem-718	89	7	10a	10a	PROPN
eurjchem-718	89	8	(	(	PUNCT
eurjchem-718	89	9	261	261	NUM
eurjchem-718	89	10	mg	mg	NOUN
eurjchem-718	89	11	,	,	PUNCT
eurjchem-718	89	12	1	1	NUM
eurjchem-718	89	13	mmol	mmol	NOUN
eurjchem-718	89	14	)	)	PUNCT
eurjchem-718	89	15	,	,	PUNCT
eurjchem-718	89	16	formamidine	formamidine	ADJ
eurjchem-718	89	17	acetate	acetate	NOUN
eurjchem-718	89	18	(	(	PUNCT
eurjchem-718	89	19	11a	11a	NUM
eurjchem-718	89	20	)	)	PUNCT
eurjchem-718	89	21	(	(	PUNCT
eurjchem-718	89	22	104	104	NUM
eurjchem-718	89	23	mg	mg	NOUN
eurjchem-718	89	24	,	,	PUNCT
eurjchem-718	89	25	1	1	NUM
eurjchem-718	89	26	mmol	mmol	NOUN
eurjchem-718	89	27	)	)	PUNCT
eurjchem-718	89	28	,	,	PUNCT
eurjchem-718	89	29	and	and	CCONJ
eurjchem-718	89	30	kobu‐t	kobu‐t	PROPN
eurjchem-718	89	31	(	(	PUNCT
eurjchem-718	89	32	112	112	NUM
eurjchem-718	89	33	mg	mg	NOUN
eurjchem-718	89	34	,	,	PUNCT
eurjchem-718	89	35	1	1	NUM
eurjchem-718	89	36	mmol	mmol	NOUN
eurjchem-718	89	37	)	)	PUNCT
eurjchem-718	89	38	.	.	PUNCT
eurjchem-718	90	1	white	white	ADJ
eurjchem-718	90	2	.	.	PUNCT
eurjchem-718	90	3	yield	yield	NOUN
eurjchem-718	90	4	:	:	PUNCT
eurjchem-718	90	5	33	33	NUM
eurjchem-718	90	6	%	%	NOUN
eurjchem-718	90	7	.	.	PUNCT
eurjchem-718	91	1	m.p	m.p	PROPN
eurjchem-718	91	2	.	.	PROPN
eurjchem-718	91	3	:	:	PUNCT
eurjchem-718	92	1	223‐228	223‐228	NUM
eurjchem-718	92	2	oc	oc	X
eurjchem-718	92	3	(	(	PUNCT
eurjchem-718	92	4	with	with	ADP
eurjchem-718	92	5	slow	slow	ADJ
eurjchem-718	92	6	decomp	decomp	NOUN
eurjchem-718	92	7	.	.	PUNCT
eurjchem-718	93	1	above	above	ADP
eurjchem-718	93	2	200	200	NUM
eurjchem-718	93	3	oc	oc	NOUN
eurjchem-718	93	4	)	)	PUNCT
eurjchem-718	93	5	.	.	PUNCT
eurjchem-718	94	1	ft‐ir	ft‐ir	NOUN
eurjchem-718	94	2	(	(	PUNCT
eurjchem-718	94	3	kbr	kbr	PROPN
eurjchem-718	94	4	,	,	PUNCT
eurjchem-718	94	5	cm‐1	cm‐1	PROPN
eurjchem-718	94	6	):	):	PUNCT
eurjchem-718	94	7	2794	2794	NUM
eurjchem-718	94	8	(oh	(oh	NOUN
eurjchem-718	94	9	)	)	PUNCT
eurjchem-718	94	10	(	(	PUNCT
eurjchem-718	94	11	br	br	NOUN
eurjchem-718	94	12	,	,	PUNCT
eurjchem-718	94	13	alkyl	alkyl	NOUN
eurjchem-718	94	14	)	)	PUNCT
eurjchem-718	94	15	,	,	PUNCT
eurjchem-718	94	16	1682	1682	NUM
eurjchem-718	94	17	(c	(c	PROPN
eurjchem-718	94	18	=	=	SYM
eurjchem-718	94	19	o	o	NOUN
eurjchem-718	94	20	)	)	PUNCT
eurjchem-718	94	21	(	(	PUNCT
eurjchem-718	94	22	amide	amide	NOUN
eurjchem-718	94	23	)	)	PUNCT
eurjchem-718	94	24	,	,	PUNCT
eurjchem-718	94	25	1662	1662	NUM
eurjchem-718	94	26	(c	(c	PROPN
eurjchem-718	94	27	=	=	SYM
eurjchem-718	94	28	o	o	NOUN
eurjchem-718	94	29	)	)	PUNCT
eurjchem-718	94	30	(	(	PUNCT
eurjchem-718	94	31	amide	amide	NOUN
eurjchem-718	94	32	)	)	PUNCT
eurjchem-718	94	33	,	,	PUNCT
eurjchem-718	94	34	1601	1601	NUM
eurjchem-718	94	35	,	,	PUNCT
eurjchem-718	94	36	1500	1500	NUM
eurjchem-718	94	37	,	,	PUNCT
eurjchem-718	94	38	1488	1488	NUM
eurjchem-718	94	39	,	,	PUNCT
eurjchem-718	94	40	1458	1458	NUM
eurjchem-718	94	41	,	,	PUNCT
eurjchem-718	94	42	1427	1427	NUM
eurjchem-718	94	43	,	,	PUNCT
eurjchem-718	94	44	1398	1398	NUM
eurjchem-718	94	45	,	,	PUNCT
eurjchem-718	94	46	1307	1307	NUM
eurjchem-718	94	47	,	,	PUNCT
eurjchem-718	94	48	1283	1283	NUM
eurjchem-718	94	49	,	,	PUNCT
eurjchem-718	94	50	1242	1242	NUM
eurjchem-718	94	51	,	,	PUNCT
eurjchem-718	94	52	1221	1221	NUM
eurjchem-718	94	53	,	,	PUNCT
eurjchem-718	94	54	1203	1203	NUM
eurjchem-718	94	55	,	,	PUNCT
eurjchem-718	94	56	1176	1176	NUM
eurjchem-718	94	57	,	,	PUNCT
eurjchem-718	94	58	1147	1147	NUM
eurjchem-718	94	59	,	,	PUNCT
eurjchem-718	94	60	1118	1118	NUM
eurjchem-718	94	61	,	,	PUNCT
eurjchem-718	94	62	1022	1022	NUM
eurjchem-718	94	63	,	,	PUNCT
eurjchem-718	94	64	979	979	NUM
eurjchem-718	94	65	,	,	PUNCT
eurjchem-718	94	66	946	946	NUM
eurjchem-718	94	67	,	,	PUNCT
eurjchem-718	94	68	916	916	NUM
eurjchem-718	94	69	,	,	PUNCT
eurjchem-718	94	70	896	896	NUM
eurjchem-718	94	71	,	,	PUNCT
eurjchem-718	94	72	877	877	NUM
eurjchem-718	94	73	,	,	PUNCT
eurjchem-718	94	74	805	805	NUM
eurjchem-718	94	75	,	,	PUNCT
eurjchem-718	94	76	773	773	NUM
eurjchem-718	94	77	,	,	PUNCT
eurjchem-718	94	78	752	752	NUM
eurjchem-718	94	79	,	,	PUNCT
eurjchem-718	94	80	721	721	NUM
eurjchem-718	94	81	,	,	PUNCT
eurjchem-718	94	82	685	685	NUM
eurjchem-718	94	83	,	,	PUNCT
eurjchem-718	94	84	661	661	NUM
eurjchem-718	94	85	.	.	PUNCT
eurjchem-718	95	1	1h	1h	NUM
eurjchem-718	95	2	nmr	nmr	NOUN
eurjchem-718	95	3	(	(	PUNCT
eurjchem-718	95	4	300	300	NUM
eurjchem-718	95	5	mhz	mhz	NOUN
eurjchem-718	95	6	,	,	PUNCT
eurjchem-718	95	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-718	95	8	,	,	PUNCT
eurjchem-718	95	9	δ	δ	PROPN
eurjchem-718	95	10	,	,	PUNCT
eurjchem-718	95	11	ppm	ppm	NUM
eurjchem-718	95	12	):	):	PUNCT
eurjchem-718	95	13	2.70	2.70	NUM
eurjchem-718	95	14	(	(	PUNCT
eurjchem-718	95	15	dd	dd	PROPN
eurjchem-718	95	16	,	,	PUNCT
eurjchem-718	95	17	1h	1h	NUM
eurjchem-718	95	18	,	,	PUNCT
eurjchem-718	95	19	j	j	PROPN
eurjchem-718	95	20	=	=	NOUN
eurjchem-718	95	21	16.8	16.8	NUM
eurjchem-718	95	22	,	,	PUNCT
eurjchem-718	95	23	7.7	7.7	NUM
eurjchem-718	95	24	hz	hz	NOUN
eurjchem-718	95	25	,	,	PUNCT
eurjchem-718	95	26	4'‐ha	4'‐ha	NUM
eurjchem-718	95	27	)	)	PUNCT
eurjchem-718	95	28	,	,	PUNCT
eurjchem-718	95	29	2.85	2.85	NUM
eurjchem-718	95	30	(	(	PUNCT
eurjchem-718	95	31	dd	dd	PROPN
eurjchem-718	95	32	,	,	PUNCT
eurjchem-718	95	33	1h	1h	NUM
eurjchem-718	95	34	,	,	PUNCT
eurjchem-718	95	35	j	j	PROPN
eurjchem-718	95	36	=	=	PROPN
eurjchem-718	95	37	16.8	16.8	NUM
eurjchem-718	95	38	,	,	PUNCT
eurjchem-718	95	39	9.0	9.0	NUM
eurjchem-718	95	40	hz	hz	NOUN
eurjchem-718	95	41	,	,	PUNCT
eurjchem-718	95	42	4'‐hb	4'‐hb	NUM
eurjchem-718	95	43	)	)	PUNCT
eurjchem-718	95	44	,	,	PUNCT
eurjchem-718	95	45	3.60	3.60	NUM
eurjchem-718	95	46	(	(	PUNCT
eurjchem-718	95	47	p	p	X
eurjchem-718	95	48	,	,	PUNCT
eurjchem-718	95	49	1h	1h	NUM
eurjchem-718	95	50	,	,	PUNCT
eurjchem-718	95	51	j	j	PROPN
eurjchem-718	95	52	=	=	SYM
eurjchem-718	95	53	8.1	8.1	NUM
eurjchem-718	95	54	hz	hz	VERB
eurjchem-718	95	55	,	,	PUNCT
eurjchem-718	95	56	3'‐	3'‐	NUM
eurjchem-718	95	57	h	h	NOUN
eurjchem-718	95	58	)	)	PUNCT
eurjchem-718	95	59	,	,	PUNCT
eurjchem-718	95	60	3.88	3.88	NUM
eurjchem-718	95	61	(	(	PUNCT
eurjchem-718	95	62	dd	dd	PROPN
eurjchem-718	95	63	,	,	PUNCT
eurjchem-718	95	64	1h	1h	NUM
eurjchem-718	95	65	,	,	PUNCT
eurjchem-718	95	66	j	j	PROPN
eurjchem-718	95	67	=	=	SYM
eurjchem-718	95	68	9.8	9.8	NUM
eurjchem-718	95	69	,	,	PUNCT
eurjchem-718	95	70	6.5	6.5	NUM
eurjchem-718	95	71	hz	hz	NOUN
eurjchem-718	95	72	,	,	PUNCT
eurjchem-718	95	73	2'‐ha	2'‐ha	NUM
eurjchem-718	95	74	)	)	PUNCT
eurjchem-718	95	75	,	,	PUNCT
eurjchem-718	95	76	4.13	4.13	NUM
eurjchem-718	95	77	(	(	PUNCT
eurjchem-718	95	78	t	t	PROPN
eurjchem-718	95	79	,	,	PUNCT
eurjchem-718	95	80	1h	1h	NUM
eurjchem-718	95	81	,	,	PUNCT
eurjchem-718	95	82	j	j	PROPN
eurjchem-718	95	83	=	=	SYM
eurjchem-718	95	84	9.1	9.1	NUM
eurjchem-718	95	85	hz	hz	VERB
eurjchem-718	95	86	,	,	PUNCT
eurjchem-718	95	87	2'‐	2'‐	NUM
eurjchem-718	95	88	hb	hb	NOUN
eurjchem-718	95	89	)	)	PUNCT
eurjchem-718	95	90	,	,	PUNCT
eurjchem-718	95	91	6.32	6.32	NUM
eurjchem-718	95	92	(	(	PUNCT
eurjchem-718	95	93	s	s	PROPN
eurjchem-718	95	94	,	,	PUNCT
eurjchem-718	95	95	1h	1h	NUM
eurjchem-718	95	96	,	,	PUNCT
eurjchem-718	95	97	5‐h	5‐h	NOUN
eurjchem-718	95	98	)	)	PUNCT
eurjchem-718	95	99	,	,	PUNCT
eurjchem-718	95	100	7.13	7.13	NUM
eurjchem-718	95	101	(	(	PUNCT
eurjchem-718	95	102	t	t	PROPN
eurjchem-718	95	103	,	,	PUNCT
eurjchem-718	95	104	1h	1h	NUM
eurjchem-718	95	105	,	,	PUNCT
eurjchem-718	95	106	j	j	PROPN
eurjchem-718	95	107	=	=	SYM
eurjchem-718	95	108	7.3	7.3	NUM
eurjchem-718	95	109	hz	hz	VERB
eurjchem-718	95	110	,	,	PUNCT
eurjchem-718	95	111	p‐ph	p‐ph	PROPN
eurjchem-718	95	112	)	)	PUNCT
eurjchem-718	95	113	,	,	PUNCT
eurjchem-718	95	114	7.37	7.37	NUM
eurjchem-718	95	115	(	(	PUNCT
eurjchem-718	95	116	t	t	PROPN
eurjchem-718	95	117	,	,	PUNCT
eurjchem-718	95	118	2h	2h	NUM
eurjchem-718	95	119	,	,	PUNCT
eurjchem-718	95	120	j	j	PROPN
eurjchem-718	96	1	=	=	SYM
eurjchem-718	96	2	7.8	7.8	NUM
eurjchem-718	96	3	hz	hz	VERB
eurjchem-718	96	4	,	,	PUNCT
eurjchem-718	96	5	m‐ph	m‐ph	PROPN
eurjchem-718	96	6	)	)	PUNCT
eurjchem-718	96	7	,	,	PUNCT
eurjchem-718	96	8	7.66	7.66	NUM
eurjchem-718	96	9	(	(	PUNCT
eurjchem-718	96	10	d	d	PROPN
eurjchem-718	96	11	,	,	PUNCT
eurjchem-718	96	12	2h	2h	NUM
eurjchem-718	96	13	,	,	PUNCT
eurjchem-718	96	14	j	j	PROPN
eurjchem-718	96	15	=	=	SYM
eurjchem-718	96	16	8.0	8.0	NUM
eurjchem-718	96	17	hz	hz	NOUN
eurjchem-718	96	18	,	,	PUNCT
eurjchem-718	96	19	o‐ph	o‐ph	PROPN
eurjchem-718	96	20	)	)	PUNCT
eurjchem-718	96	21	,	,	PUNCT
eurjchem-718	96	22	8.19	8.19	NUM
eurjchem-718	96	23	(	(	PUNCT
eurjchem-718	96	24	s	s	PROPN
eurjchem-718	96	25	,	,	PUNCT
eurjchem-718	96	26	1h	1h	NUM
eurjchem-718	96	27	,	,	PUNCT
eurjchem-718	96	28	2‐h	2‐h	NUM
eurjchem-718	96	29	)	)	PUNCT
eurjchem-718	96	30	,	,	PUNCT
eurjchem-718	96	31	12.44	12.44	NUM
eurjchem-718	96	32	(	(	PUNCT
eurjchem-718	96	33	s	s	PROPN
eurjchem-718	96	34	,	,	PUNCT
eurjchem-718	96	35	1h	1h	NUM
eurjchem-718	96	36	,	,	PUNCT
eurjchem-718	96	37	nh	nh	PROPN
eurjchem-718	96	38	)	)	PUNCT
eurjchem-718	96	39	.	.	PUNCT
eurjchem-718	97	1	13c	13c	NOUN
eurjchem-718	97	2	nmr	nmr	NOUN
eurjchem-718	97	3	(	(	PUNCT
eurjchem-718	97	4	75.5	75.5	NUM
eurjchem-718	97	5	mhz	mhz	NOUN
eurjchem-718	97	6	,	,	PUNCT
eurjchem-718	97	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-718	97	8	,	,	PUNCT
eurjchem-718	97	9	δ	δ	PROPN
eurjchem-718	97	10	,	,	PUNCT
eurjchem-718	97	11	ppm	ppm	NUM
eurjchem-718	97	12	):	):	PUNCT
eurjchem-718	97	13	36.7	36.7	NUM
eurjchem-718	97	14	,	,	PUNCT
eurjchem-718	97	15	37.3	37.3	NUM
eurjchem-718	97	16	,	,	PUNCT
eurjchem-718	97	17	52.0	52.0	NUM
eurjchem-718	97	18	,	,	PUNCT
eurjchem-718	97	19	112.3	112.3	NUM
eurjchem-718	97	20	,	,	PUNCT
eurjchem-718	97	21	119.4	119.4	NUM
eurjchem-718	97	22	,	,	PUNCT
eurjchem-718	97	23	124.0	124.0	NUM
eurjchem-718	97	24	,	,	PUNCT
eurjchem-718	97	25	128.7	128.7	NUM
eurjchem-718	97	26	,	,	PUNCT
eurjchem-718	97	27	139.3	139.3	NUM
eurjchem-718	97	28	,	,	PUNCT
eurjchem-718	97	29	150.4	150.4	NUM
eurjchem-718	97	30	,	,	PUNCT
eurjchem-718	97	31	161.2	161.2	NUM
eurjchem-718	97	32	,	,	PUNCT
eurjchem-718	97	33	167.0	167.0	NUM
eurjchem-718	97	34	,	,	PUNCT
eurjchem-718	97	35	172.3	172.3	NUM
eurjchem-718	97	36	.	.	PUNCT
eurjchem-718	98	1	anal	anal	PROPN
eurjchem-718	98	2	.	.	PUNCT
eurjchem-718	98	3	calcd	calcd	NOUN
eurjchem-718	98	4	.	.	PUNCT
eurjchem-718	99	1	for	for	ADP
eurjchem-718	99	2	c14h13n3o2∙1¼h2o	c14h13n3o2∙1¼h2o	NOUN
eurjchem-718	99	3	:	:	PUNCT
eurjchem-718	99	4	c	c	X
eurjchem-718	99	5	,	,	PUNCT
eurjchem-718	99	6	55.89	55.89	NUM
eurjchem-718	99	7	;	;	PUNCT
eurjchem-718	99	8	h	h	NOUN
eurjchem-718	99	9	,	,	PUNCT
eurjchem-718	99	10	4.77	4.77	NUM
eurjchem-718	99	11	;	;	PUNCT
eurjchem-718	99	12	n	n	CCONJ
eurjchem-718	99	13	,	,	PUNCT
eurjchem-718	99	14	13.97	13.97	NUM
eurjchem-718	99	15	.	.	PUNCT
eurjchem-718	99	16	found	find	VERB
eurjchem-718	99	17	:	:	PUNCT
eurjchem-718	100	1	c	c	X
eurjchem-718	100	2	,	,	PUNCT
eurjchem-718	100	3	55.82	55.82	NUM
eurjchem-718	100	4	;	;	PUNCT
eurjchem-718	100	5	h	h	NOUN
eurjchem-718	100	6	,	,	PUNCT
eurjchem-718	100	7	4.47	4.47	NUM
eurjchem-718	100	8	;	;	PUNCT
eurjchem-718	100	9	n	n	CCONJ
eurjchem-718	100	10	,	,	PUNCT
eurjchem-718	100	11	13.68	13.68	NUM
eurjchem-718	100	12	%	%	NOUN
eurjchem-718	100	13	.	.	PUNCT
eurjchem-718	101	1	2‐methyl‐6‐(5‐oxo‐1‐phenylpyrrolidin‐3‐yl)pyrimidin‐4(3h)‐	2‐methyl‐6‐(5‐oxo‐1‐phenylpyrrolidin‐3‐yl)pyrimidin‐4(3h)‐	NUM
eurjchem-718	101	2	one	one	NUM
eurjchem-718	101	3	(	(	PUNCT
eurjchem-718	101	4	6b	6b	NOUN
eurjchem-718	101	5	):	):	PUNCT
eurjchem-718	101	6	prepared	prepare	VERB
eurjchem-718	101	7	from	from	ADP
eurjchem-718	101	8	10a	10a	PROPN
eurjchem-718	101	9	(	(	PUNCT
eurjchem-718	101	10	261	261	NUM
eurjchem-718	101	11	mg	mg	NOUN
eurjchem-718	101	12	,	,	PUNCT
eurjchem-718	101	13	1	1	NUM
eurjchem-718	101	14	mmol	mmol	NOUN
eurjchem-718	101	15	)	)	PUNCT
eurjchem-718	101	16	,	,	PUNCT
eurjchem-718	101	17	acetamidine	acetamidine	NOUN
eurjchem-718	101	18	hydrochloride	hydrochloride	NOUN
eurjchem-718	101	19	(	(	PUNCT
eurjchem-718	101	20	11b)(95	11b)(95	NUM
eurjchem-718	101	21	mg	mg	NOUN
eurjchem-718	101	22	,	,	PUNCT
eurjchem-718	101	23	1	1	NUM
eurjchem-718	101	24	mmol	mmol	NOUN
eurjchem-718	101	25	)	)	PUNCT
eurjchem-718	101	26	,	,	PUNCT
eurjchem-718	101	27	and	and	CCONJ
eurjchem-718	101	28	kobu‐t	kobu‐t	PROPN
eurjchem-718	101	29	(	(	PUNCT
eurjchem-718	101	30	112	112	NUM
eurjchem-718	101	31	mg	mg	NOUN
eurjchem-718	101	32	,	,	PUNCT
eurjchem-718	101	33	1	1	NUM
eurjchem-718	101	34	mmol	mmol	NOUN
eurjchem-718	101	35	)	)	PUNCT
eurjchem-718	101	36	.	.	PUNCT
eurjchem-718	102	1	white	white	ADJ
eurjchem-718	102	2	.	.	PUNCT
eurjchem-718	102	3	yield	yield	NOUN
eurjchem-718	102	4	:	:	PUNCT
eurjchem-718	102	5	49	49	NUM
eurjchem-718	102	6	%	%	NOUN
eurjchem-718	102	7	.	.	PUNCT
eurjchem-718	103	1	m.p	m.p	PROPN
eurjchem-718	103	2	.	.	PROPN
eurjchem-718	103	3	:	:	PUNCT
eurjchem-718	104	1	234‐237	234‐237	NUM
eurjchem-718	104	2	oc	oc	NOUN
eurjchem-718	104	3	.	.	PUNCT
eurjchem-718	104	4	ft‐ir	ft‐ir	NOUN
eurjchem-718	104	5	(	(	PUNCT
eurjchem-718	104	6	kbr	kbr	PROPN
eurjchem-718	104	7	,	,	PUNCT
eurjchem-718	104	8	cm‐1	cm‐1	PROPN
eurjchem-718	104	9	):	):	PUNCT
eurjchem-718	104	10	2986	2986	NUM
eurjchem-718	104	11	(ch	(ch	NOUN
eurjchem-718	104	12	)	)	PUNCT
eurjchem-718	104	13	(	(	PUNCT
eurjchem-718	104	14	br	br	NOUN
eurjchem-718	104	15	,	,	PUNCT
eurjchem-718	104	16	alkyl	alkyl	NOUN
eurjchem-718	104	17	)	)	PUNCT
eurjchem-718	104	18	,	,	PUNCT
eurjchem-718	104	19	1670	1670	NUM
eurjchem-718	104	20	(c	(c	NOUN
eurjchem-718	104	21	=	=	SYM
eurjchem-718	104	22	o	o	NOUN
eurjchem-718	104	23	)	)	PUNCT
eurjchem-718	104	24	(	(	PUNCT
eurjchem-718	104	25	br	br	NOUN
eurjchem-718	104	26	,	,	PUNCT
eurjchem-718	104	27	amide	amide	NOUN
eurjchem-718	104	28	)	)	PUNCT
eurjchem-718	104	29	,	,	PUNCT
eurjchem-718	104	30	1591	1591	NUM
eurjchem-718	104	31	,	,	PUNCT
eurjchem-718	104	32	1497	1497	NUM
eurjchem-718	104	33	,	,	PUNCT
eurjchem-718	104	34	1474	1474	NUM
eurjchem-718	104	35	,	,	PUNCT
eurjchem-718	104	36	1450	1450	NUM
eurjchem-718	104	37	,	,	PUNCT
eurjchem-718	104	38	1410	1410	NUM
eurjchem-718	104	39	,	,	PUNCT
eurjchem-718	104	40	1386	1386	NUM
eurjchem-718	104	41	,	,	PUNCT
eurjchem-718	104	42	1355	1355	NUM
eurjchem-718	104	43	,	,	PUNCT
eurjchem-718	104	44	1305	1305	NUM
eurjchem-718	104	45	,	,	PUNCT
eurjchem-718	104	46	1280	1280	NUM
eurjchem-718	104	47	,	,	PUNCT
eurjchem-718	104	48	1230	1230	NUM
eurjchem-718	104	49	,	,	PUNCT
eurjchem-718	104	50	1212	1212	NUM
eurjchem-718	104	51	,	,	PUNCT
eurjchem-718	104	52	1176	1176	NUM
eurjchem-718	104	53	,	,	PUNCT
eurjchem-718	104	54	1128	1128	NUM
eurjchem-718	104	55	,	,	PUNCT
eurjchem-718	104	56	1048	1048	NUM
eurjchem-718	104	57	,	,	PUNCT
eurjchem-718	104	58	1017	1017	NUM
eurjchem-718	104	59	,	,	PUNCT
eurjchem-718	104	60	955	955	NUM
eurjchem-718	104	61	,	,	PUNCT
eurjchem-718	104	62	888	888	NUM
eurjchem-718	104	63	,	,	PUNCT
eurjchem-718	104	64	847	847	NUM
eurjchem-718	104	65	,	,	PUNCT
eurjchem-718	104	66	752	752	NUM
eurjchem-718	104	67	,	,	PUNCT
eurjchem-718	104	68	697	697	NUM
eurjchem-718	104	69	,	,	PUNCT
eurjchem-718	104	70	684	684	NUM
eurjchem-718	104	71	,	,	PUNCT
eurjchem-718	104	72	663	663	NUM
eurjchem-718	104	73	.	.	PUNCT
eurjchem-718	104	74	1h	1h	NUM
eurjchem-718	104	75	nmr	nmr	NOUN
eurjchem-718	104	76	(	(	PUNCT
eurjchem-718	104	77	300	300	NUM
eurjchem-718	104	78	mhz	mhz	NOUN
eurjchem-718	104	79	,	,	PUNCT
eurjchem-718	104	80	dmso‐d6	dmso‐d6	PROPN
eurjchem-718	104	81	,	,	PUNCT
eurjchem-718	104	82	δ	δ	PROPN
eurjchem-718	104	83	,	,	PUNCT
eurjchem-718	104	84	ppm	ppm	NUM
eurjchem-718	104	85	):	):	PUNCT
eurjchem-718	104	86	2.28	2.28	NUM
eurjchem-718	104	87	(	(	PUNCT
eurjchem-718	104	88	s	s	PROPN
eurjchem-718	104	89	,	,	PUNCT
eurjchem-718	104	90	3h	3h	NUM
eurjchem-718	104	91	,	,	PUNCT
eurjchem-718	104	92	2‐me	2‐me	NUM
eurjchem-718	104	93	)	)	PUNCT
eurjchem-718	104	94	,	,	PUNCT
eurjchem-718	104	95	2.72	2.72	NUM
eurjchem-718	104	96	(	(	PUNCT
eurjchem-718	104	97	dd	dd	PROPN
eurjchem-718	104	98	,	,	PUNCT
eurjchem-718	104	99	1h	1h	NUM
eurjchem-718	104	100	,	,	PUNCT
eurjchem-718	104	101	j	j	PROPN
eurjchem-718	104	102	=	=	PROPN
eurjchem-718	104	103	16.8	16.8	NUM
eurjchem-718	104	104	,	,	PUNCT
eurjchem-718	104	105	8.4	8.4	NUM
eurjchem-718	104	106	hz	hz	NOUN
eurjchem-718	104	107	,	,	PUNCT
eurjchem-718	104	108	4'‐ha	4'‐ha	NUM
eurjchem-718	104	109	)	)	PUNCT
eurjchem-718	104	110	,	,	PUNCT
eurjchem-718	104	111	2.81	2.81	NUM
eurjchem-718	104	112	(	(	PUNCT
eurjchem-718	104	113	dd	dd	PROPN
eurjchem-718	104	114	,	,	PUNCT
eurjchem-718	104	115	1h	1h	NUM
eurjchem-718	104	116	,	,	PUNCT
eurjchem-718	104	117	j	j	PROPN
eurjchem-718	104	118	=	=	PROPN
eurjchem-718	104	119	16.9	16.9	NUM
eurjchem-718	104	120	,	,	PUNCT
eurjchem-718	104	121	9.0	9.0	NUM
eurjchem-718	104	122	hz	hz	NOUN
eurjchem-718	104	123	,	,	PUNCT
eurjchem-718	104	124	4'‐hb	4'‐hb	NUM
eurjchem-718	104	125	)	)	PUNCT
eurjchem-718	104	126	,	,	PUNCT
eurjchem-718	104	127	3.55	3.55	NUM
eurjchem-718	104	128	(	(	PUNCT
eurjchem-718	104	129	qd	qd	PROPN
eurjchem-718	104	130	,	,	PUNCT
eurjchem-718	104	131	1h	1h	NUM
eurjchem-718	104	132	,	,	PUNCT
eurjchem-718	104	133	j	j	PROPN
eurjchem-718	104	134	=	=	SYM
eurjchem-718	104	135	8.5	8.5	NUM
eurjchem-718	104	136	,	,	PUNCT
eurjchem-718	104	137	6.9	6.9	NUM
eurjchem-718	104	138	hz	hz	NOUN
eurjchem-718	104	139	,	,	PUNCT
eurjchem-718	104	140	3'‐h	3'‐h	NUM
eurjchem-718	104	141	)	)	PUNCT
eurjchem-718	104	142	,	,	PUNCT
eurjchem-718	104	143	3.88	3.88	NUM
eurjchem-718	104	144	(	(	PUNCT
eurjchem-718	104	145	dd	dd	PROPN
eurjchem-718	104	146	,	,	PUNCT
eurjchem-718	104	147	1h	1h	NUM
eurjchem-718	104	148	,	,	PUNCT
eurjchem-718	104	149	j	j	PROPN
eurjchem-718	104	150	=	=	PUNCT
eurjchem-718	104	151	9.7	9.7	NUM
eurjchem-718	104	152	,	,	PUNCT
eurjchem-718	104	153	7.0	7.0	NUM
eurjchem-718	104	154	hz	hz	NOUN
eurjchem-718	104	155	,	,	PUNCT
eurjchem-718	104	156	2'‐ha	2'‐ha	NUM
eurjchem-718	104	157	)	)	PUNCT
eurjchem-718	104	158	,	,	PUNCT
eurjchem-718	104	159	4.10	4.10	NUM
eurjchem-718	104	160	(	(	PUNCT
eurjchem-718	104	161	dd	dd	PROPN
eurjchem-718	104	162	,	,	PUNCT
eurjchem-718	104	163	1h	1h	NUM
eurjchem-718	104	164	,	,	PUNCT
eurjchem-718	104	165	j	j	PROPN
eurjchem-718	104	166	=	=	PUNCT
eurjchem-718	104	167	9.7	9.7	NUM
eurjchem-718	104	168	,	,	PUNCT
eurjchem-718	104	169	8.4	8.4	NUM
eurjchem-718	104	170	hz	hz	NOUN
eurjchem-718	104	171	,	,	PUNCT
eurjchem-718	104	172	2'‐hb	2'‐hb	NUM
eurjchem-718	104	173	)	)	PUNCT
eurjchem-718	104	174	,	,	PUNCT
eurjchem-718	104	175	6.16	6.16	NUM
eurjchem-718	104	176	(	(	PUNCT
eurjchem-718	104	177	s	s	PROPN
eurjchem-718	104	178	,	,	PUNCT
eurjchem-718	104	179	1h	1h	NUM
eurjchem-718	104	180	,	,	PUNCT
eurjchem-718	104	181	5‐h	5‐h	NOUN
eurjchem-718	104	182	)	)	PUNCT
eurjchem-718	104	183	,	,	PUNCT
eurjchem-718	104	184	7.03‐7.22	7.03‐7.22	NUM
eurjchem-718	104	185	(	(	PUNCT
eurjchem-718	104	186	m	m	PROPN
eurjchem-718	104	187	,	,	PUNCT
eurjchem-718	104	188	1h	1h	NUM
eurjchem-718	104	189	,	,	PUNCT
eurjchem-718	104	190	p‐ph	p‐ph	PROPN
eurjchem-718	104	191	)	)	PUNCT
eurjchem-718	104	192	,	,	PUNCT
eurjchem-718	104	193	7.28‐7.45	7.28‐7.45	NUM
eurjchem-718	104	194	(	(	PUNCT
eurjchem-718	104	195	m	m	PROPN
eurjchem-718	104	196	,	,	PUNCT
eurjchem-718	104	197	2h	2h	NUM
eurjchem-718	104	198	,	,	PUNCT
eurjchem-718	104	199	m‐ph	m‐ph	ADJ
eurjchem-718	104	200	)	)	PUNCT
eurjchem-718	104	201	,	,	PUNCT
eurjchem-718	104	202	7.60‐7.76	7.60‐7.76	PROPN
eurjchem-718	104	203	(	(	PUNCT
eurjchem-718	104	204	m	m	PROPN
eurjchem-718	104	205	,	,	PUNCT
eurjchem-718	104	206	2h	2h	NUM
eurjchem-718	104	207	,	,	PUNCT
eurjchem-718	104	208	o‐ph	o‐ph	NUM
eurjchem-718	104	209	)	)	PUNCT
eurjchem-718	104	210	,	,	PUNCT
eurjchem-718	104	211	12.38	12.38	NUM
eurjchem-718	104	212	(	(	PUNCT
eurjchem-718	104	213	s	s	PROPN
eurjchem-718	104	214	,	,	PUNCT
eurjchem-718	104	215	1h	1h	NUM
eurjchem-718	104	216	,	,	PUNCT
eurjchem-718	104	217	nh	nh	PROPN
eurjchem-718	104	218	)	)	PUNCT
eurjchem-718	104	219	.	.	PUNCT
eurjchem-718	104	220	13c	13c	NOUN
eurjchem-718	104	221	nmr	nmr	NOUN
eurjchem-718	104	222	(	(	PUNCT
eurjchem-718	104	223	75.5	75.5	NUM
eurjchem-718	104	224	mhz	mhz	NOUN
eurjchem-718	104	225	,	,	PUNCT
eurjchem-718	104	226	dmso‐d6	dmso‐d6	PROPN
eurjchem-718	104	227	,	,	PUNCT
eurjchem-718	104	228	δ	δ	PROPN
eurjchem-718	104	229	,	,	PUNCT
eurjchem-718	104	230	ppm	ppm	NUM
eurjchem-718	104	231	):	):	PUNCT
eurjchem-718	104	232	21.3	21.3	NUM
eurjchem-718	104	233	,	,	PUNCT
eurjchem-718	104	234	36.9	36.9	NUM
eurjchem-718	104	235	,	,	PUNCT
eurjchem-718	104	236	37.2	37.2	NUM
eurjchem-718	104	237	,	,	PUNCT
eurjchem-718	104	238	52.0	52.0	NUM
eurjchem-718	104	239	,	,	PUNCT
eurjchem-718	104	240	109.2	109.2	NUM
eurjchem-718	104	241	,	,	PUNCT
eurjchem-718	104	242	119.4	119.4	NUM
eurjchem-718	104	243	,	,	PUNCT
eurjchem-718	104	244	124.0	124.0	NUM
eurjchem-718	104	245	,	,	PUNCT
eurjchem-718	104	246	128.7	128.7	NUM
eurjchem-718	104	247	,	,	PUNCT
eurjchem-718	104	248	139.3	139.3	NUM
eurjchem-718	104	249	,	,	PUNCT
eurjchem-718	104	250	159.7	159.7	NUM
eurjchem-718	104	251	,	,	PUNCT
eurjchem-718	104	252	162.4	162.4	NUM
eurjchem-718	104	253	,	,	PUNCT
eurjchem-718	104	254	166.7	166.7	NUM
eurjchem-718	104	255	,	,	PUNCT
eurjchem-718	104	256	172.3	172.3	NUM
eurjchem-718	104	257	.	.	PUNCT
eurjchem-718	104	258	anal	anal	PROPN
eurjchem-718	104	259	.	.	PUNCT
eurjchem-718	104	260	calcd	calcd	NOUN
eurjchem-718	104	261	.	.	PUNCT
eurjchem-718	105	1	for	for	ADP
eurjchem-718	105	2	c15h15n3o2	c15h15n3o2	PROPN
eurjchem-718	105	3	:	:	PUNCT
eurjchem-718	105	4	c	c	X
eurjchem-718	105	5	,	,	PUNCT
eurjchem-718	105	6	66.90	66.90	NUM
eurjchem-718	105	7	;	;	PUNCT
eurjchem-718	105	8	h	h	NOUN
eurjchem-718	105	9	,	,	PUNCT
eurjchem-718	105	10	5.61	5.61	NUM
eurjchem-718	105	11	;	;	PUNCT
eurjchem-718	105	12	n	n	CCONJ
eurjchem-718	105	13	,	,	PUNCT
eurjchem-718	105	14	15.60	15.60	NUM
eurjchem-718	105	15	.	.	PUNCT
eurjchem-718	105	16	found	find	VERB
eurjchem-718	105	17	:	:	PUNCT
eurjchem-718	106	1	c	c	X
eurjchem-718	106	2	,	,	PUNCT
eurjchem-718	106	3	66.60	66.60	NUM
eurjchem-718	106	4	;	;	PUNCT
eurjchem-718	106	5	h	h	NOUN
eurjchem-718	106	6	,	,	PUNCT
eurjchem-718	106	7	5.54	5.54	NUM
eurjchem-718	106	8	;	;	PUNCT
eurjchem-718	106	9	n	n	CCONJ
eurjchem-718	106	10	,	,	PUNCT
eurjchem-718	106	11	15.38	15.38	NUM
eurjchem-718	106	12	%	%	NOUN
eurjchem-718	106	13	.	.	PUNCT
eurjchem-718	107	1	6‐(5‐oxo‐1‐phenylpyrrolidin‐3‐yl)‐2‐phenylpyrimidin‐4(3h)‐	6‐(5‐oxo‐1‐phenylpyrrolidin‐3‐yl)‐2‐phenylpyrimidin‐4(3h)‐	NUM
eurjchem-718	107	2	one	one	NUM
eurjchem-718	107	3	(	(	PUNCT
eurjchem-718	107	4	6c	6c	NOUN
eurjchem-718	107	5	):	):	PUNCT
eurjchem-718	107	6	prepared	prepare	VERB
eurjchem-718	107	7	from	from	ADP
eurjchem-718	107	8	10a	10a	PROPN
eurjchem-718	107	9	(	(	PUNCT
eurjchem-718	107	10	261	261	NUM
eurjchem-718	107	11	mg	mg	NOUN
eurjchem-718	107	12	,	,	PUNCT
eurjchem-718	107	13	1	1	NUM
eurjchem-718	107	14	mmol	mmol	NOUN
eurjchem-718	107	15	)	)	PUNCT
eurjchem-718	107	16	,	,	PUNCT
eurjchem-718	107	17	benzamidine	benzamidine	NOUN
eurjchem-718	107	18	hydrochloride	hydrochloride	NOUN
eurjchem-718	107	19	(	(	PUNCT
eurjchem-718	107	20	11c)(157	11c)(157	NUM
eurjchem-718	107	21	mg	mg	PROPN
eurjchem-718	107	22	,	,	PUNCT
eurjchem-718	107	23	1	1	NUM
eurjchem-718	107	24	mmol	mmol	NOUN
eurjchem-718	107	25	)	)	PUNCT
eurjchem-718	107	26	,	,	PUNCT
eurjchem-718	107	27	and	and	CCONJ
eurjchem-718	107	28	kobu‐t	kobu‐t	PROPN
eurjchem-718	107	29	(	(	PUNCT
eurjchem-718	107	30	112	112	NUM
eurjchem-718	107	31	mg	mg	NOUN
eurjchem-718	107	32	,	,	PUNCT
eurjchem-718	107	33	1	1	NUM
eurjchem-718	107	34	mmol	mmol	NOUN
eurjchem-718	107	35	)	)	PUNCT
eurjchem-718	107	36	.	.	PUNCT
eurjchem-718	108	1	yield	yield	NOUN
eurjchem-718	108	2	:	:	PUNCT
eurjchem-718	108	3	72	72	NUM
eurjchem-718	108	4	%	%	NOUN
eurjchem-718	108	5	of	of	ADP
eurjchem-718	108	6	white	white	PROPN
eurjchem-718	108	7	solid	solid	PROPN
eurjchem-718	108	8	.	.	PUNCT
eurjchem-718	109	1	m.p	m.p	PROPN
eurjchem-718	109	2	.	.	PROPN
eurjchem-718	109	3	:	:	PUNCT
eurjchem-718	110	1	235‐236	235‐236	NUM
eurjchem-718	110	2	oc	oc	NOUN
eurjchem-718	110	3	.	.	PUNCT
eurjchem-718	110	4	ft‐ir	ft‐ir	NOUN
eurjchem-718	110	5	(	(	PUNCT
eurjchem-718	110	6	kbr	kbr	PROPN
eurjchem-718	110	7	,	,	PUNCT
eurjchem-718	110	8	cm‐1	cm‐1	PROPN
eurjchem-718	110	9	):	):	PUNCT
eurjchem-718	110	10	3065	3065	NUM
eurjchem-718	110	11	(ch	(ch	NOUN
eurjchem-718	110	12	)	)	PUNCT
eurjchem-718	110	13	(	(	PUNCT
eurjchem-718	110	14	br	br	NOUN
eurjchem-718	110	15	,	,	PUNCT
eurjchem-718	110	16	alkyl	alkyl	NOUN
eurjchem-718	110	17	)	)	PUNCT
eurjchem-718	110	18	,	,	PUNCT
eurjchem-718	110	19	1684	1684	NUM
eurjchem-718	110	20	(c	(c	PROPN
eurjchem-718	110	21	=	=	SYM
eurjchem-718	110	22	o	o	NOUN
eurjchem-718	110	23	)	)	PUNCT
eurjchem-718	110	24	(	(	PUNCT
eurjchem-718	110	25	amide	amide	NOUN
eurjchem-718	110	26	)	)	PUNCT
eurjchem-718	110	27	,	,	PUNCT
eurjchem-718	110	28	1685	1685	NUM
eurjchem-718	110	29	(c	(c	PROPN
eurjchem-718	110	30	=	=	SYM
eurjchem-718	110	31	o	o	NOUN
eurjchem-718	110	32	)	)	PUNCT
eurjchem-718	110	33	(	(	PUNCT
eurjchem-718	110	34	amide	amide	NOUN
eurjchem-718	110	35	)	)	PUNCT
eurjchem-718	110	36	,	,	PUNCT
eurjchem-718	110	37	1597	1597	NUM
eurjchem-718	110	38	,	,	PUNCT
eurjchem-718	110	39	1542	1542	NUM
eurjchem-718	110	40	,	,	PUNCT
eurjchem-718	110	41	1497	1497	NUM
eurjchem-718	110	42	,	,	PUNCT
eurjchem-718	110	43	1471	1471	NUM
eurjchem-718	110	44	,	,	PUNCT
eurjchem-718	110	45	1444	1444	NUM
eurjchem-718	110	46	,	,	PUNCT
eurjchem-718	110	47	1389	1389	NUM
eurjchem-718	110	48	,	,	PUNCT
eurjchem-718	110	49	1348	1348	NUM
eurjchem-718	110	50	,	,	PUNCT
eurjchem-718	110	51	1301	1301	NUM
eurjchem-718	110	52	,	,	PUNCT
eurjchem-718	110	53	1281	1281	NUM
eurjchem-718	110	54	,	,	PUNCT
eurjchem-718	110	55	1228	1228	NUM
eurjchem-718	110	56	,	,	PUNCT
eurjchem-718	110	57	1180	1180	NUM
eurjchem-718	110	58	,	,	PUNCT
eurjchem-718	110	59	1126	1126	NUM
eurjchem-718	110	60	,	,	PUNCT
eurjchem-718	110	61	1034	1034	NUM
eurjchem-718	110	62	,	,	PUNCT
eurjchem-718	110	63	982	982	NUM
eurjchem-718	110	64	,	,	PUNCT
eurjchem-718	110	65	925	925	NUM
eurjchem-718	110	66	,	,	PUNCT
eurjchem-718	110	67	857	857	NUM
eurjchem-718	110	68	,	,	PUNCT
eurjchem-718	110	69	792	792	NUM
eurjchem-718	110	70	,	,	PUNCT
eurjchem-718	110	71	757	757	NUM
eurjchem-718	110	72	,	,	PUNCT
eurjchem-718	110	73	688	688	NUM
eurjchem-718	110	74	,	,	PUNCT
eurjchem-718	110	75	669	669	NUM
eurjchem-718	110	76	,	,	PUNCT
eurjchem-718	110	77	660	660	NUM
eurjchem-718	110	78	,	,	PUNCT
eurjchem-718	110	79	641	641	NUM
eurjchem-718	110	80	,	,	PUNCT
eurjchem-718	110	81	615	615	NUM
eurjchem-718	110	82	.	.	PUNCT
eurjchem-718	110	83	1h	1h	NUM
eurjchem-718	110	84	nmr	nmr	NOUN
eurjchem-718	110	85	(	(	PUNCT
eurjchem-718	110	86	300	300	NUM
eurjchem-718	110	87	mhz	mhz	NOUN
eurjchem-718	110	88	,	,	PUNCT
eurjchem-718	110	89	dmso‐d6	dmso‐d6	PROPN
eurjchem-718	110	90	,	,	PUNCT
eurjchem-718	110	91	δ	δ	PROPN
eurjchem-718	110	92	,	,	PUNCT
eurjchem-718	110	93	ppm	ppm	NUM
eurjchem-718	110	94	):	):	PUNCT
eurjchem-718	110	95	2.82	2.82	NUM
eurjchem-718	110	96	(	(	PUNCT
eurjchem-718	110	97	dd	dd	PROPN
eurjchem-718	110	98	,	,	PUNCT
eurjchem-718	110	99	1h	1h	NUM
eurjchem-718	110	100	,	,	PUNCT
eurjchem-718	110	101	j	j	PROPN
eurjchem-718	110	102	=	=	SYM
eurjchem-718	110	103	16.3	16.3	NUM
eurjchem-718	110	104	,	,	PUNCT
eurjchem-718	110	105	7.4	7.4	NUM
eurjchem-718	110	106	hz	hz	NOUN
eurjchem-718	110	107	,	,	PUNCT
eurjchem-718	110	108	4'‐ha	4'‐ha	NUM
eurjchem-718	110	109	)	)	PUNCT
eurjchem-718	110	110	,	,	PUNCT
eurjchem-718	110	111	2.90	2.90	NUM
eurjchem-718	110	112	(	(	PUNCT
eurjchem-718	110	113	dd	dd	PROPN
eurjchem-718	110	114	,	,	PUNCT
eurjchem-718	110	115	1h	1h	NUM
eurjchem-718	110	116	,	,	PUNCT
eurjchem-718	110	117	j	j	PROPN
eurjchem-718	110	118	=	=	PROPN
eurjchem-718	110	119	16.2	16.2	NUM
eurjchem-718	110	120	,	,	PUNCT
eurjchem-718	110	121	8.0	8.0	NUM
eurjchem-718	110	122	hz	hz	NOUN
eurjchem-718	110	123	,	,	PUNCT
eurjchem-718	110	124	4‐hb	4‐hb	NUM
eurjchem-718	110	125	)	)	PUNCT
eurjchem-718	110	126	,	,	PUNCT
eurjchem-718	110	127	3.69	3.69	NUM
eurjchem-718	110	128	(	(	PUNCT
eurjchem-718	110	129	qd	qd	PROPN
eurjchem-718	110	130	,	,	PUNCT
eurjchem-718	110	131	1h	1h	NUM
eurjchem-718	110	132	,	,	PUNCT
eurjchem-718	110	133	j	j	PROPN
eurjchem-718	110	134	=	=	SYM
eurjchem-718	110	135	8.2	8.2	NUM
eurjchem-718	110	136	,	,	PUNCT
eurjchem-718	110	137	6.5	6.5	NUM
eurjchem-718	110	138	hz	hz	NOUN
eurjchem-718	110	139	,	,	PUNCT
eurjchem-718	110	140	3'‐h	3'‐h	NUM
eurjchem-718	110	141	)	)	PUNCT
eurjchem-718	110	142	,	,	PUNCT
eurjchem-718	110	143	3.98	3.98	NUM
eurjchem-718	110	144	(	(	PUNCT
eurjchem-718	110	145	dd	dd	NOUN
eurjchem-718	110	146	,	,	PUNCT
eurjchem-718	110	147	1h	1h	NUM
eurjchem-718	110	148	,	,	PUNCT
eurjchem-718	110	149	j	j	PROPN
eurjchem-718	110	150	=	=	SYM
eurjchem-718	110	151	9.8	9.8	NUM
eurjchem-718	110	152	,	,	PUNCT
eurjchem-718	110	153	6.5	6.5	NUM
eurjchem-718	110	154	hz	hz	NOUN
eurjchem-718	110	155	,	,	PUNCT
eurjchem-718	110	156	2'‐ha	2'‐ha	NUM
eurjchem-718	110	157	)	)	PUNCT
eurjchem-718	110	158	,	,	PUNCT
eurjchem-718	110	159	4.20	4.20	NUM
eurjchem-718	110	160	(	(	PUNCT
eurjchem-718	110	161	dd	dd	PROPN
eurjchem-718	110	162	,	,	PUNCT
eurjchem-718	110	163	1h	1h	NUM
eurjchem-718	110	164	,	,	PUNCT
eurjchem-718	110	165	j	j	PROPN
eurjchem-718	110	166	=	=	SYM
eurjchem-718	110	167	9.8	9.8	NUM
eurjchem-718	110	168	,	,	PUNCT
eurjchem-718	110	169	8.2	8.2	NUM
eurjchem-718	110	170	hz	hz	NOUN
eurjchem-718	110	171	,	,	PUNCT
eurjchem-718	110	172	2'‐hb	2'‐hb	NUM
eurjchem-718	110	173	)	)	PUNCT
eurjchem-718	110	174	,	,	PUNCT
eurjchem-718	110	175	6.36	6.36	NUM
eurjchem-718	110	176	(	(	PUNCT
eurjchem-718	110	177	s	s	PROPN
eurjchem-718	110	178	,	,	PUNCT
eurjchem-718	110	179	1h	1h	NUM
eurjchem-718	110	180	,	,	PUNCT
eurjchem-718	110	181	5‐h	5‐h	NOUN
eurjchem-718	110	182	)	)	PUNCT
eurjchem-718	110	183	,	,	PUNCT
eurjchem-718	110	184	7.05‐7.20	7.05‐7.20	NUM
eurjchem-718	110	185	(	(	PUNCT
eurjchem-718	110	186	m	m	PROPN
eurjchem-718	110	187	,	,	PUNCT
eurjchem-718	110	188	1h	1h	NUM
eurjchem-718	110	189	,	,	PUNCT
eurjchem-718	110	190	p‐ph	p‐ph	PROPN
eurjchem-718	110	191	)	)	PUNCT
eurjchem-718	110	192	,	,	PUNCT
eurjchem-718	110	193	7.38	7.38	NUM
eurjchem-718	110	194	(	(	PUNCT
eurjchem-718	110	195	dd	dd	NOUN
eurjchem-718	110	196	,	,	PUNCT
eurjchem-718	110	197	2h	2h	NUM
eurjchem-718	110	198	,	,	PUNCT
eurjchem-718	110	199	j	j	PROPN
eurjchem-718	110	200	=	=	SYM
eurjchem-718	110	201	8.6	8.6	NUM
eurjchem-718	110	202	,	,	PUNCT
eurjchem-718	110	203	7.3	7.3	NUM
eurjchem-718	110	204	hz	hz	NOUN
eurjchem-718	110	205	,	,	PUNCT
eurjchem-718	110	206	m‐ph	m‐ph	ADJ
eurjchem-718	110	207	)	)	PUNCT
eurjchem-718	110	208	,	,	PUNCT
eurjchem-718	110	209	7.47‐7.61	7.47‐7.61	NUM
eurjchem-718	110	210	(	(	PUNCT
eurjchem-718	110	211	m	m	PROPN
eurjchem-718	110	212	,	,	PUNCT
eurjchem-718	110	213	3h	3h	NUM
eurjchem-718	110	214	,	,	PUNCT
eurjchem-718	110	215	p‐ph	p‐ph	PROPN
eurjchem-718	110	216	and	and	CCONJ
eurjchem-718	110	217	m‐ph	m‐ph	ADJ
eurjchem-718	110	218	)	)	PUNCT
eurjchem-718	110	219	,	,	PUNCT
eurjchem-718	110	220	7.66‐7.72	7.66‐7.72	NUM
eurjchem-718	110	221	(	(	PUNCT
eurjchem-718	110	222	m	m	PROPN
eurjchem-718	110	223	,	,	PUNCT
eurjchem-718	110	224	2h	2h	NUM
eurjchem-718	110	225	,	,	PUNCT
eurjchem-718	110	226	o‐	o‐	NOUN
eurjchem-718	110	227	ph	ph	PROPN
eurjchem-718	110	228	)	)	PUNCT
eurjchem-718	110	229	,	,	PUNCT
eurjchem-718	110	230	8.11‐8.17	8.11‐8.17	NUM
eurjchem-718	110	231	(	(	PUNCT
eurjchem-718	110	232	m	m	PROPN
eurjchem-718	110	233	,	,	PUNCT
eurjchem-718	110	234	2h	2h	NUM
eurjchem-718	110	235	,	,	PUNCT
eurjchem-718	110	236	o‐ph	o‐ph	NUM
eurjchem-718	110	237	)	)	PUNCT
eurjchem-718	110	238	,	,	PUNCT
eurjchem-718	110	239	12.65	12.65	NUM
eurjchem-718	110	240	(	(	PUNCT
eurjchem-718	110	241	s	s	PROPN
eurjchem-718	110	242	,	,	PUNCT
eurjchem-718	110	243	1h	1h	NUM
eurjchem-718	110	244	,	,	PUNCT
eurjchem-718	110	245	nh	nh	PROPN
eurjchem-718	110	246	)	)	PUNCT
eurjchem-718	110	247	.	.	PUNCT
eurjchem-718	110	248	13c	13c	NOUN
eurjchem-718	110	249	nmr	nmr	NOUN
eurjchem-718	110	250	(	(	PUNCT
eurjchem-718	110	251	75.5	75.5	NUM
eurjchem-718	110	252	mhz	mhz	NOUN
eurjchem-718	110	253	,	,	PUNCT
eurjchem-718	110	254	dmso‐d6	dmso‐d6	PROPN
eurjchem-718	110	255	,	,	PUNCT
eurjchem-718	110	256	δ	δ	PROPN
eurjchem-718	110	257	,	,	PUNCT
eurjchem-718	110	258	ppm	ppm	NOUN
eurjchem-718	110	259	):	):	PUNCT
eurjchem-718	110	260	37.1	37.1	NUM
eurjchem-718	110	261	,	,	PUNCT
eurjchem-718	110	262	37.4	37.4	NUM
eurjchem-718	110	263	,	,	PUNCT
eurjchem-718	110	264	52.3	52.3	NUM
eurjchem-718	110	265	,	,	PUNCT
eurjchem-718	110	266	109.6	109.6	NUM
eurjchem-718	110	267	,	,	PUNCT
eurjchem-718	110	268	119.5	119.5	NUM
eurjchem-718	110	269	,	,	PUNCT
eurjchem-718	110	270	124.0	124.0	NUM
eurjchem-718	110	271	,	,	PUNCT
eurjchem-718	110	272	127.9	127.9	NUM
eurjchem-718	110	273	,	,	PUNCT
eurjchem-718	110	274	128.6	128.6	NUM
eurjchem-718	110	275	,	,	PUNCT
eurjchem-718	110	276	128.7	128.7	NUM
eurjchem-718	110	277	,	,	PUNCT
eurjchem-718	110	278	131.8	131.8	NUM
eurjchem-718	110	279	,	,	PUNCT
eurjchem-718	110	280	132.5	132.5	NUM
eurjchem-718	110	281	,	,	PUNCT
eurjchem-718	110	282	139.4	139.4	NUM
eurjchem-718	110	283	,	,	PUNCT
eurjchem-718	110	284	157.8	157.8	NUM
eurjchem-718	110	285	,	,	PUNCT
eurjchem-718	110	286	163.6	163.6	NUM
eurjchem-718	110	287	,	,	PUNCT
eurjchem-718	110	288	167.2	167.2	NUM
eurjchem-718	110	289	,	,	PUNCT
eurjchem-718	110	290	4	4	NUM
eurjchem-718	110	291	grošelj	grošelj	NOUN
eurjchem-718	110	292	et	et	PROPN
eurjchem-718	110	293	al	al	PROPN
eurjchem-718	110	294	.	.	PUNCT
eurjchem-718	110	295	/	/	SYM
eurjchem-718	110	296	european	european	PROPN
eurjchem-718	110	297	journal	journal	PROPN
eurjchem-718	110	298	of	of	ADP
eurjchem-718	110	299	chemistry	chemistry	NOUN
eurjchem-718	110	300	3	3	NUM
eurjchem-718	110	301	(	(	PUNCT
eurjchem-718	110	302	1	1	NUM
eurjchem-718	110	303	)	)	PUNCT
eurjchem-718	110	304	(	(	PUNCT
eurjchem-718	110	305	2012	2012	NUM
eurjchem-718	110	306	)	)	PUNCT
eurjchem-718	110	307	1‐6	1‐6	NOUN
eurjchem-718	110	308	172.4	172.4	NUM
eurjchem-718	110	309	.	.	PUNCT
eurjchem-718	111	1	anal	anal	ADJ
eurjchem-718	111	2	.	.	PUNCT
eurjchem-718	111	3	calcd	calcd	NOUN
eurjchem-718	111	4	.	.	PUNCT
eurjchem-718	112	1	for	for	ADP
eurjchem-718	112	2	c20h17n3o2	c20h17n3o2	PROPN
eurjchem-718	112	3	:	:	PUNCT
eurjchem-718	112	4	c	c	X
eurjchem-718	112	5	,	,	PUNCT
eurjchem-718	112	6	72.49	72.49	NUM
eurjchem-718	112	7	;	;	PUNCT
eurjchem-718	112	8	h	h	X
eurjchem-718	112	9	,	,	PUNCT
eurjchem-718	112	10	5.17	5.17	NUM
eurjchem-718	112	11	;	;	PUNCT
eurjchem-718	112	12	n	n	CCONJ
eurjchem-718	112	13	,	,	PUNCT
eurjchem-718	112	14	12.68	12.68	NUM
eurjchem-718	112	15	.	.	PUNCT
eurjchem-718	113	1	found	find	VERB
eurjchem-718	113	2	:	:	PUNCT
eurjchem-718	114	1	c	c	X
eurjchem-718	114	2	,	,	PUNCT
eurjchem-718	114	3	72.16	72.16	NUM
eurjchem-718	114	4	;	;	PUNCT
eurjchem-718	114	5	h	h	NOUN
eurjchem-718	114	6	,	,	PUNCT
eurjchem-718	114	7	5.01	5.01	NUM
eurjchem-718	114	8	;	;	PUNCT
eurjchem-718	114	9	n	n	CCONJ
eurjchem-718	114	10	,	,	PUNCT
eurjchem-718	114	11	12.54	12.54	NUM
eurjchem-718	114	12	%	%	NOUN
eurjchem-718	114	13	.	.	PUNCT
eurjchem-718	115	1	2‐([1,1'‐biphenyl]‐4‐yl)‐6‐(5‐oxo‐1‐phenylpyrrolidin‐3‐yl	2‐([1,1'‐biphenyl]‐4‐yl)‐6‐(5‐oxo‐1‐phenylpyrrolidin‐3‐yl	NUM
eurjchem-718	115	2	)	)	PUNCT
eurjchem-718	115	3	pyrimidin‐4(3h)‐one	pyrimidin‐4(3h)‐one	NOUN
eurjchem-718	115	4	(	(	PUNCT
eurjchem-718	115	5	6d	6d	NUM
eurjchem-718	115	6	):	):	PUNCT
eurjchem-718	115	7	prepared	prepare	VERB
eurjchem-718	115	8	from	from	ADP
eurjchem-718	115	9	10a	10a	PROPN
eurjchem-718	115	10	(	(	PUNCT
eurjchem-718	115	11	261	261	NUM
eurjchem-718	115	12	mg	mg	NOUN
eurjchem-718	115	13	,	,	PUNCT
eurjchem-718	115	14	1	1	NUM
eurjchem-718	115	15	mmol	mmol	NOUN
eurjchem-718	115	16	)	)	PUNCT
eurjchem-718	115	17	,	,	PUNCT
eurjchem-718	116	1	[	[	X
eurjchem-718	116	2	1,1'‐biphenyl]‐4‐carboxamidine	1,1'‐biphenyl]‐4‐carboxamidine	NUM
eurjchem-718	116	3	hydrochloride	hydrochloride	NOUN
eurjchem-718	116	4	(	(	PUNCT
eurjchem-718	116	5	11d)(232	11d)(232	NUM
eurjchem-718	116	6	mg	mg	PROPN
eurjchem-718	116	7	,	,	PUNCT
eurjchem-718	116	8	1	1	NUM
eurjchem-718	116	9	mmol	mmol	NOUN
eurjchem-718	116	10	)	)	PUNCT
eurjchem-718	116	11	,	,	PUNCT
eurjchem-718	116	12	and	and	CCONJ
eurjchem-718	116	13	kobu‐t	kobu‐t	PROPN
eurjchem-718	116	14	(	(	PUNCT
eurjchem-718	116	15	112	112	NUM
eurjchem-718	116	16	mg	mg	NOUN
eurjchem-718	116	17	,	,	PUNCT
eurjchem-718	116	18	1	1	NUM
eurjchem-718	116	19	mmol	mmol	NOUN
eurjchem-718	116	20	)	)	PUNCT
eurjchem-718	116	21	.	.	PUNCT
eurjchem-718	117	1	yield	yield	NOUN
eurjchem-718	117	2	:	:	PUNCT
eurjchem-718	117	3	72	72	NUM
eurjchem-718	117	4	%	%	NOUN
eurjchem-718	117	5	of	of	ADP
eurjchem-718	117	6	white	white	PROPN
eurjchem-718	117	7	solid	solid	PROPN
eurjchem-718	117	8	.	.	PUNCT
eurjchem-718	118	1	m.p	m.p	PROPN
eurjchem-718	118	2	.	.	PROPN
eurjchem-718	118	3	:	:	PUNCT
eurjchem-718	119	1	303‐308	303‐308	NUM
eurjchem-718	119	2	oc	oc	NOUN
eurjchem-718	119	3	.	.	PUNCT
eurjchem-718	119	4	ft‐ir	ft‐ir	NOUN
eurjchem-718	119	5	(	(	PUNCT
eurjchem-718	119	6	kbr	kbr	PROPN
eurjchem-718	119	7	,	,	PUNCT
eurjchem-718	119	8	cm‐1	cm‐1	PROPN
eurjchem-718	119	9	):	):	PUNCT
eurjchem-718	119	10	2877	2877	NUM
eurjchem-718	119	11	(ch	(ch	PROPN
eurjchem-718	119	12	)	)	PUNCT
eurjchem-718	119	13	(	(	PUNCT
eurjchem-718	119	14	br	br	NOUN
eurjchem-718	119	15	,	,	PUNCT
eurjchem-718	119	16	alkyl	alkyl	NOUN
eurjchem-718	119	17	)	)	PUNCT
eurjchem-718	119	18	,	,	PUNCT
eurjchem-718	119	19	1693	1693	NUM
eurjchem-718	119	20	(c	(c	PROPN
eurjchem-718	119	21	=	=	SYM
eurjchem-718	119	22	o	o	NOUN
eurjchem-718	119	23	)	)	PUNCT
eurjchem-718	119	24	(	(	PUNCT
eurjchem-718	119	25	amide	amide	NOUN
eurjchem-718	119	26	)	)	PUNCT
eurjchem-718	119	27	,	,	PUNCT
eurjchem-718	119	28	1649	1649	NUM
eurjchem-718	119	29	(c	(c	PROPN
eurjchem-718	119	30	=	=	SYM
eurjchem-718	119	31	o	o	NOUN
eurjchem-718	119	32	)	)	PUNCT
eurjchem-718	119	33	(	(	PUNCT
eurjchem-718	119	34	amide	amide	NOUN
eurjchem-718	119	35	)	)	PUNCT
eurjchem-718	119	36	,	,	PUNCT
eurjchem-718	119	37	1594	1594	NUM
eurjchem-718	119	38	,	,	PUNCT
eurjchem-718	119	39	1542	1542	NUM
eurjchem-718	119	40	,	,	PUNCT
eurjchem-718	119	41	1519	1519	NUM
eurjchem-718	119	42	,	,	PUNCT
eurjchem-718	119	43	1491	1491	NUM
eurjchem-718	119	44	,	,	PUNCT
eurjchem-718	119	45	1384	1384	NUM
eurjchem-718	119	46	,	,	PUNCT
eurjchem-718	119	47	1356	1356	NUM
eurjchem-718	119	48	,	,	PUNCT
eurjchem-718	119	49	1296	1296	NUM
eurjchem-718	119	50	,	,	PUNCT
eurjchem-718	119	51	1281	1281	NUM
eurjchem-718	119	52	,	,	PUNCT
eurjchem-718	119	53	1223	1223	NUM
eurjchem-718	119	54	,	,	PUNCT
eurjchem-718	119	55	1187	1187	NUM
eurjchem-718	119	56	,	,	PUNCT
eurjchem-718	119	57	1128	1128	NUM
eurjchem-718	119	58	,	,	PUNCT
eurjchem-718	119	59	1040	1040	NUM
eurjchem-718	119	60	,	,	PUNCT
eurjchem-718	119	61	1008	1008	NUM
eurjchem-718	119	62	,	,	PUNCT
eurjchem-718	119	63	980	980	NUM
eurjchem-718	119	64	,	,	PUNCT
eurjchem-718	119	65	m900	m900	PROPN
eurjchem-718	119	66	,	,	PUNCT
eurjchem-718	119	67	847	847	NUM
eurjchem-718	119	68	,	,	PUNCT
eurjchem-718	119	69	756	756	NUM
eurjchem-718	119	70	,	,	PUNCT
eurjchem-718	119	71	732	732	NUM
eurjchem-718	119	72	,	,	PUNCT
eurjchem-718	119	73	688	688	NUM
eurjchem-718	119	74	,	,	PUNCT
eurjchem-718	119	75	674	674	NUM
eurjchem-718	119	76	.	.	PUNCT
eurjchem-718	120	1	1h	1h	NUM
eurjchem-718	120	2	nmr	nmr	NOUN
eurjchem-718	120	3	(	(	PUNCT
eurjchem-718	120	4	300	300	NUM
eurjchem-718	120	5	mhz	mhz	NOUN
eurjchem-718	120	6	,	,	PUNCT
eurjchem-718	120	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-718	120	8	,	,	PUNCT
eurjchem-718	120	9	δ	δ	PROPN
eurjchem-718	120	10	,	,	PUNCT
eurjchem-718	120	11	ppm	ppm	NUM
eurjchem-718	120	12	):	):	PUNCT
eurjchem-718	120	13	2.85	2.85	NUM
eurjchem-718	120	14	(	(	PUNCT
eurjchem-718	120	15	dd	dd	PROPN
eurjchem-718	120	16	,	,	PUNCT
eurjchem-718	120	17	1h	1h	NUM
eurjchem-718	120	18	,	,	PUNCT
eurjchem-718	120	19	j	j	PROPN
eurjchem-718	120	20	=	=	PROPN
eurjchem-718	120	21	16.8	16.8	NUM
eurjchem-718	120	22	,	,	PUNCT
eurjchem-718	120	23	7.9	7.9	NUM
eurjchem-718	120	24	hz	hz	NOUN
eurjchem-718	120	25	,	,	PUNCT
eurjchem-718	120	26	4'‐	4'‐	NUM
eurjchem-718	120	27	ha	ha	INTJ
eurjchem-718	120	28	)	)	PUNCT
eurjchem-718	120	29	,	,	PUNCT
eurjchem-718	120	30	2.91	2.91	NUM
eurjchem-718	120	31	(	(	PUNCT
eurjchem-718	120	32	dd	dd	PROPN
eurjchem-718	120	33	,	,	PUNCT
eurjchem-718	120	34	1h	1h	NUM
eurjchem-718	120	35	,	,	PUNCT
eurjchem-718	120	36	j	j	PROPN
eurjchem-718	120	37	=	=	PROPN
eurjchem-718	120	38	16.7	16.7	NUM
eurjchem-718	120	39	,	,	PUNCT
eurjchem-718	120	40	8.8	8.8	NUM
eurjchem-718	120	41	hz	hz	NOUN
eurjchem-718	120	42	,	,	PUNCT
eurjchem-718	120	43	4'‐hb	4'‐hb	NUM
eurjchem-718	120	44	)	)	PUNCT
eurjchem-718	120	45	,	,	PUNCT
eurjchem-718	120	46	3.70	3.70	NUM
eurjchem-718	120	47	(	(	PUNCT
eurjchem-718	120	48	p	p	X
eurjchem-718	120	49	,	,	PUNCT
eurjchem-718	120	50	1h	1h	NUM
eurjchem-718	120	51	,	,	PUNCT
eurjchem-718	120	52	j	j	PROPN
eurjchem-718	120	53	=	=	SYM
eurjchem-718	120	54	7.8	7.8	NUM
eurjchem-718	120	55	hz	hz	NOUN
eurjchem-718	120	56	,	,	PUNCT
eurjchem-718	120	57	3'‐h	3'‐h	NUM
eurjchem-718	120	58	)	)	PUNCT
eurjchem-718	120	59	,	,	PUNCT
eurjchem-718	120	60	4.00	4.00	NUM
eurjchem-718	120	61	(	(	PUNCT
eurjchem-718	120	62	dd	dd	PROPN
eurjchem-718	120	63	,	,	PUNCT
eurjchem-718	120	64	1h	1h	NUM
eurjchem-718	120	65	,	,	PUNCT
eurjchem-718	120	66	j	j	PROPN
eurjchem-718	120	67	=	=	SYM
eurjchem-718	120	68	9.6	9.6	NUM
eurjchem-718	120	69	,	,	PUNCT
eurjchem-718	120	70	6.5	6.5	NUM
eurjchem-718	120	71	hz	hz	NOUN
eurjchem-718	120	72	,	,	PUNCT
eurjchem-718	120	73	2'‐ha	2'‐ha	NUM
eurjchem-718	120	74	)	)	PUNCT
eurjchem-718	120	75	,	,	PUNCT
eurjchem-718	120	76	4.21	4.21	NUM
eurjchem-718	120	77	(	(	PUNCT
eurjchem-718	120	78	dd	dd	PROPN
eurjchem-718	120	79	,	,	PUNCT
eurjchem-718	120	80	1h	1h	NUM
eurjchem-718	120	81	,	,	PUNCT
eurjchem-718	120	82	j	j	PROPN
eurjchem-718	120	83	=	=	PUNCT
eurjchem-718	120	84	9.7	9.7	NUM
eurjchem-718	120	85	,	,	PUNCT
eurjchem-718	120	86	8.2	8.2	NUM
eurjchem-718	120	87	hz	hz	NOUN
eurjchem-718	120	88	,	,	PUNCT
eurjchem-718	120	89	2'‐hb	2'‐hb	NUM
eurjchem-718	120	90	)	)	PUNCT
eurjchem-718	120	91	,	,	PUNCT
eurjchem-718	120	92	6.37	6.37	NUM
eurjchem-718	120	93	(	(	PUNCT
eurjchem-718	120	94	s	s	PROPN
eurjchem-718	120	95	,	,	PUNCT
eurjchem-718	120	96	1h	1h	NUM
eurjchem-718	120	97	,	,	PUNCT
eurjchem-718	120	98	5‐h	5‐h	NOUN
eurjchem-718	120	99	)	)	PUNCT
eurjchem-718	120	100	,	,	PUNCT
eurjchem-718	120	101	7.14	7.14	NUM
eurjchem-718	120	102	(	(	PUNCT
eurjchem-718	120	103	t	t	PROPN
eurjchem-718	120	104	,	,	PUNCT
eurjchem-718	120	105	1h	1h	NUM
eurjchem-718	120	106	,	,	PUNCT
eurjchem-718	120	107	j	j	PROPN
eurjchem-718	120	108	=	=	SYM
eurjchem-718	120	109	7.3	7.3	NUM
eurjchem-718	120	110	hz	hz	VERB
eurjchem-718	120	111	,	,	PUNCT
eurjchem-718	120	112	p‐ph	p‐ph	PROPN
eurjchem-718	120	113	)	)	PUNCT
eurjchem-718	120	114	,	,	PUNCT
eurjchem-718	120	115	7.35‐7.45	7.35‐7.45	NUM
eurjchem-718	120	116	(	(	PUNCT
eurjchem-718	120	117	m	m	PROPN
eurjchem-718	120	118	,	,	PUNCT
eurjchem-718	120	119	3h	3h	NUM
eurjchem-718	120	120	,	,	PUNCT
eurjchem-718	120	121	m	m	PROPN
eurjchem-718	120	122	,	,	PUNCT
eurjchem-718	120	123	p‐ph	p‐ph	PROPN
eurjchem-718	120	124	)	)	PUNCT
eurjchem-718	120	125	,	,	PUNCT
eurjchem-718	120	126	7.50	7.50	NUM
eurjchem-718	120	127	(	(	PUNCT
eurjchem-718	120	128	t	t	PROPN
eurjchem-718	120	129	,	,	PUNCT
eurjchem-718	120	130	2h	2h	NUM
eurjchem-718	120	131	,	,	PUNCT
eurjchem-718	120	132	j	j	PROPN
eurjchem-718	120	133	=	=	SYM
eurjchem-718	120	134	7.7	7.7	NUM
eurjchem-718	120	135	hz	hz	VERB
eurjchem-718	120	136	,	,	PUNCT
eurjchem-718	120	137	m‐ph	m‐ph	ADJ
eurjchem-718	120	138	)	)	PUNCT
eurjchem-718	120	139	,	,	PUNCT
eurjchem-718	120	140	7.71	7.71	NUM
eurjchem-718	120	141	(	(	PUNCT
eurjchem-718	120	142	dd	dd	NOUN
eurjchem-718	120	143	,	,	PUNCT
eurjchem-718	120	144	2h	2h	NUM
eurjchem-718	120	145	,	,	PUNCT
eurjchem-718	120	146	j	j	PROPN
eurjchem-718	120	147	=	=	SYM
eurjchem-718	120	148	8.3	8.3	NUM
eurjchem-718	120	149	,	,	PUNCT
eurjchem-718	120	150	1.3	1.3	NUM
eurjchem-718	120	151	hz	hz	NOUN
eurjchem-718	120	152	,	,	PUNCT
eurjchem-718	120	153	m‐c6h4	m‐c6h4	NOUN
eurjchem-718	120	154	)	)	PUNCT
eurjchem-718	120	155	,	,	PUNCT
eurjchem-718	120	156	7.75	7.75	NUM
eurjchem-718	120	157	(	(	PUNCT
eurjchem-718	120	158	d	d	PROPN
eurjchem-718	120	159	,	,	PUNCT
eurjchem-718	120	160	2h	2h	NUM
eurjchem-718	120	161	,	,	PUNCT
eurjchem-718	120	162	j	j	PROPN
eurjchem-718	120	163	=	=	SYM
eurjchem-718	120	164	7.3	7.3	NUM
eurjchem-718	120	165	hz	hz	NOUN
eurjchem-718	120	166	,	,	PUNCT
eurjchem-718	120	167	o‐ph	o‐ph	PROPN
eurjchem-718	120	168	)	)	PUNCT
eurjchem-718	120	169	,	,	PUNCT
eurjchem-718	120	170	7.82	7.82	NUM
eurjchem-718	120	171	(	(	PUNCT
eurjchem-718	120	172	d	d	PROPN
eurjchem-718	120	173	,	,	PUNCT
eurjchem-718	120	174	2h	2h	NUM
eurjchem-718	120	175	,	,	PUNCT
eurjchem-718	120	176	j	j	PROPN
eurjchem-718	120	177	=	=	SYM
eurjchem-718	120	178	8.5	8.5	NUM
eurjchem-718	120	179	hz	hz	NOUN
eurjchem-718	120	180	,	,	PUNCT
eurjchem-718	120	181	o‐c6h4	o‐c6h4	PROPN
eurjchem-718	120	182	)	)	PUNCT
eurjchem-718	120	183	,	,	PUNCT
eurjchem-718	120	184	8.25	8.25	NUM
eurjchem-718	120	185	(	(	PUNCT
eurjchem-718	120	186	d	d	PROPN
eurjchem-718	120	187	,	,	PUNCT
eurjchem-718	120	188	2h	2h	NUM
eurjchem-718	120	189	,	,	PUNCT
eurjchem-718	120	190	j	j	PROPN
eurjchem-718	121	1	=	=	SYM
eurjchem-718	121	2	8.0	8.0	NUM
eurjchem-718	121	3	hz	hz	NOUN
eurjchem-718	121	4	,	,	PUNCT
eurjchem-718	121	5	o‐ph	o‐ph	PROPN
eurjchem-718	121	6	)	)	PUNCT
eurjchem-718	121	7	,	,	PUNCT
eurjchem-718	121	8	12.76	12.76	NUM
eurjchem-718	121	9	(	(	PUNCT
eurjchem-718	121	10	s	s	PROPN
eurjchem-718	121	11	,	,	PUNCT
eurjchem-718	121	12	1h	1h	NUM
eurjchem-718	121	13	,	,	PUNCT
eurjchem-718	121	14	nh	nh	PROPN
eurjchem-718	121	15	)	)	PUNCT
eurjchem-718	121	16	.	.	PUNCT
eurjchem-718	122	1	13c	13c	NOUN
eurjchem-718	122	2	nmr	nmr	NOUN
eurjchem-718	122	3	(	(	PUNCT
eurjchem-718	122	4	75.5	75.5	NUM
eurjchem-718	122	5	mhz	mhz	NOUN
eurjchem-718	122	6	,	,	PUNCT
eurjchem-718	122	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-718	122	8	,	,	PUNCT
eurjchem-718	122	9	δ	δ	PROPN
eurjchem-718	122	10	,	,	PUNCT
eurjchem-718	122	11	ppm	ppm	NOUN
eurjchem-718	122	12	):	):	PUNCT
eurjchem-718	122	13	37.1	37.1	NUM
eurjchem-718	122	14	,	,	PUNCT
eurjchem-718	122	15	37.3	37.3	NUM
eurjchem-718	122	16	,	,	PUNCT
eurjchem-718	122	17	52.3	52.3	NUM
eurjchem-718	122	18	,	,	PUNCT
eurjchem-718	122	19	119.4	119.4	NUM
eurjchem-718	122	20	,	,	PUNCT
eurjchem-718	122	21	123.8	123.8	NUM
eurjchem-718	122	22	,	,	PUNCT
eurjchem-718	122	23	126.6	126.6	NUM
eurjchem-718	122	24	,	,	PUNCT
eurjchem-718	122	25	126.7	126.7	NUM
eurjchem-718	122	26	,	,	PUNCT
eurjchem-718	122	27	127.9	127.9	NUM
eurjchem-718	122	28	,	,	PUNCT
eurjchem-718	122	29	128.3	128.3	NUM
eurjchem-718	122	30	,	,	PUNCT
eurjchem-718	122	31	128.5	128.5	NUM
eurjchem-718	122	32	,	,	PUNCT
eurjchem-718	122	33	128.8	128.8	NUM
eurjchem-718	122	34	,	,	PUNCT
eurjchem-718	122	35	139.0	139.0	NUM
eurjchem-718	122	36	,	,	PUNCT
eurjchem-718	122	37	139.2	139.2	NUM
eurjchem-718	122	38	,	,	PUNCT
eurjchem-718	122	39	172.1	172.1	NUM
eurjchem-718	122	40	.	.	PUNCT
eurjchem-718	123	1	anal	anal	ADJ
eurjchem-718	123	2	.	.	PUNCT
eurjchem-718	123	3	calcd	calcd	NOUN
eurjchem-718	123	4	.	.	PUNCT
eurjchem-718	124	1	for	for	ADP
eurjchem-718	124	2	c26h21n3o2·⅓h2o	c26h21n3o2·⅓h2o	NOUN
eurjchem-718	124	3	:	:	PUNCT
eurjchem-718	124	4	c	c	X
eurjchem-718	124	5	,	,	PUNCT
eurjchem-718	124	6	75.53	75.53	NUM
eurjchem-718	124	7	;	;	PUNCT
eurjchem-718	124	8	h	h	NOUN
eurjchem-718	124	9	,	,	PUNCT
eurjchem-718	124	10	5.28	5.28	NUM
eurjchem-718	124	11	;	;	PUNCT
eurjchem-718	124	12	n	n	CCONJ
eurjchem-718	124	13	,	,	PUNCT
eurjchem-718	124	14	10.16	10.16	NUM
eurjchem-718	124	15	.	.	PUNCT
eurjchem-718	124	16	found	find	VERB
eurjchem-718	124	17	:	:	PUNCT
eurjchem-718	125	1	c	c	X
eurjchem-718	125	2	,	,	PUNCT
eurjchem-718	125	3	75.82	75.82	NUM
eurjchem-718	125	4	;	;	PUNCT
eurjchem-718	125	5	h	h	NOUN
eurjchem-718	125	6	,	,	PUNCT
eurjchem-718	125	7	5.23	5.23	NUM
eurjchem-718	125	8	;	;	PUNCT
eurjchem-718	125	9	n	n	CCONJ
eurjchem-718	125	10	,	,	PUNCT
eurjchem-718	125	11	10.16	10.16	NUM
eurjchem-718	125	12	%	%	NOUN
eurjchem-718	125	13	.	.	PUNCT
eurjchem-718	126	1	6‐(5‐oxo‐1‐phenylpyrrolidin‐3‐yl)‐2‐(4‐((pyrrolidin‐1‐yl	6‐(5‐oxo‐1‐phenylpyrrolidin‐3‐yl)‐2‐(4‐((pyrrolidin‐1‐yl	X
eurjchem-718	126	2	)	)	PUNCT
eurjchem-718	126	3	methyl)phenyl)pyrimidin‐4(3h)‐one	methyl)phenyl)pyrimidin‐4(3h)‐one	NOUN
eurjchem-718	126	4	(	(	PUNCT
eurjchem-718	126	5	6e	6e	NOUN
eurjchem-718	126	6	):	):	PUNCT
eurjchem-718	126	7	prepared	prepare	VERB
eurjchem-718	126	8	from	from	ADP
eurjchem-718	126	9	10a	10a	PROPN
eurjchem-718	126	10	(	(	PUNCT
eurjchem-718	126	11	261	261	NUM
eurjchem-718	126	12	mg	mg	NOUN
eurjchem-718	126	13	,	,	PUNCT
eurjchem-718	126	14	1	1	NUM
eurjchem-718	126	15	mmol	mmol	NOUN
eurjchem-718	126	16	)	)	PUNCT
eurjchem-718	126	17	,	,	PUNCT
eurjchem-718	126	18	4‐((pyrrolidin‐1‐yl)methyl)benzamidine	4‐((pyrrolidin‐1‐yl)methyl)benzamidine	PROPN
eurjchem-718	126	19	dihydrochloride	dihydrochloride	NOUN
eurjchem-718	126	20	(	(	PUNCT
eurjchem-718	126	21	11e)(232	11e)(232	NUM
eurjchem-718	126	22	mg	mg	NUM
eurjchem-718	126	23	,	,	PUNCT
eurjchem-718	126	24	1	1	NUM
eurjchem-718	126	25	mmol	mmol	NOUN
eurjchem-718	126	26	)	)	PUNCT
eurjchem-718	126	27	,	,	PUNCT
eurjchem-718	126	28	and	and	CCONJ
eurjchem-718	126	29	kobu‐t	kobu‐t	PROPN
eurjchem-718	126	30	(	(	PUNCT
eurjchem-718	126	31	224	224	NUM
eurjchem-718	126	32	mg	mg	NOUN
eurjchem-718	126	33	,	,	PUNCT
eurjchem-718	126	34	2	2	NUM
eurjchem-718	126	35	mmol	mmol	NOUN
eurjchem-718	126	36	)	)	PUNCT
eurjchem-718	126	37	;	;	PUNCT
eurjchem-718	126	38	flash	flash	VERB
eurjchem-718	126	39	chromatography	chromatography	NOUN
eurjchem-718	126	40	(	(	PUNCT
eurjchem-718	126	41	fc	fc	INTJ
eurjchem-718	126	42	)	)	PUNCT
eurjchem-718	126	43	first	first	ADV
eurjchem-718	126	44	etoac	etoac	ADJ
eurjchem-718	126	45	:	:	PUNCT
eurjchem-718	126	46	etoh	etoh	NOUN
eurjchem-718	126	47	=	=	PUNCT
eurjchem-718	127	1	10:1	10:1	NUM
eurjchem-718	127	2	to	to	PART
eurjchem-718	127	3	elute	elute	VERB
eurjchem-718	127	4	less	less	ADV
eurjchem-718	127	5	polar	polar	ADJ
eurjchem-718	127	6	impurities	impurity	NOUN
eurjchem-718	127	7	,	,	PUNCT
eurjchem-718	127	8	then	then	ADV
eurjchem-718	127	9	etoac	etoac	ADJ
eurjchem-718	127	10	:	:	PUNCT
eurjchem-718	127	11	etoh	etoh	NOUN
eurjchem-718	127	12	=	=	SYM
eurjchem-718	127	13	3:1	3:1	NUM
eurjchem-718	127	14	to	to	PART
eurjchem-718	127	15	elute	elute	VERB
eurjchem-718	127	16	the	the	DET
eurjchem-718	127	17	product	product	NOUN
eurjchem-718	127	18	6e	6e	NOUN
eurjchem-718	127	19	.	.	PUNCT
eurjchem-718	128	1	yield	yield	NOUN
eurjchem-718	128	2	:	:	PUNCT
eurjchem-718	128	3	37	37	NUM
eurjchem-718	128	4	%	%	NOUN
eurjchem-718	128	5	of	of	ADP
eurjchem-718	128	6	yellowish	yellowish	NOUN
eurjchem-718	128	7	solid	solid	ADJ
eurjchem-718	128	8	.	.	PUNCT
eurjchem-718	129	1	m.p	m.p	PROPN
eurjchem-718	129	2	.	.	PROPN
eurjchem-718	129	3	:	:	PUNCT
eurjchem-718	130	1	202‐214	202‐214	NUM
eurjchem-718	130	2	oc	oc	NOUN
eurjchem-718	130	3	(	(	PUNCT
eurjchem-718	130	4	with	with	ADP
eurjchem-718	130	5	slow	slow	ADJ
eurjchem-718	130	6	decomp	decomp	NOUN
eurjchem-718	130	7	.	.	PUNCT
eurjchem-718	131	1	above	above	ADP
eurjchem-718	131	2	200	200	NUM
eurjchem-718	131	3	oc	oc	NOUN
eurjchem-718	131	4	)	)	PUNCT
eurjchem-718	131	5	.	.	PUNCT
eurjchem-718	132	1	ft‐ir	ft‐ir	NOUN
eurjchem-718	132	2	(	(	PUNCT
eurjchem-718	132	3	kbr	kbr	PROPN
eurjchem-718	132	4	,	,	PUNCT
eurjchem-718	132	5	cm‐1	cm‐1	PROPN
eurjchem-718	132	6	):	):	PUNCT
eurjchem-718	132	7	2954	2954	NUM
eurjchem-718	132	8	(br	(br	PROPN
eurjchem-718	132	9	,	,	PUNCT
eurjchem-718	132	10	ch	ch	NOUN
eurjchem-718	132	11	)	)	PUNCT
eurjchem-718	132	12	(	(	PUNCT
eurjchem-718	132	13	alkyl	alkyl	NOUN
eurjchem-718	132	14	)	)	PUNCT
eurjchem-718	132	15	,	,	PUNCT
eurjchem-718	132	16	2772	2772	NUM
eurjchem-718	132	17	(ch	(ch	NOUN
eurjchem-718	132	18	)	)	PUNCT
eurjchem-718	132	19	(	(	PUNCT
eurjchem-718	132	20	alkyl	alkyl	NOUN
eurjchem-718	132	21	)	)	PUNCT
eurjchem-718	132	22	,	,	PUNCT
eurjchem-718	132	23	1690	1690	NUM
eurjchem-718	132	24	(c	(c	PROPN
eurjchem-718	132	25	=	=	SYM
eurjchem-718	132	26	o	o	NOUN
eurjchem-718	132	27	)	)	PUNCT
eurjchem-718	132	28	(	(	PUNCT
eurjchem-718	132	29	amide	amide	NOUN
eurjchem-718	132	30	)	)	PUNCT
eurjchem-718	132	31	,	,	PUNCT
eurjchem-718	132	32	1651	1651	NUM
eurjchem-718	132	33	(c	(c	NOUN
eurjchem-718	132	34	=	=	SYM
eurjchem-718	132	35	o	o	NOUN
eurjchem-718	132	36	)	)	PUNCT
eurjchem-718	132	37	(	(	PUNCT
eurjchem-718	132	38	amide	amide	NOUN
eurjchem-718	132	39	)	)	PUNCT
eurjchem-718	132	40	,	,	PUNCT
eurjchem-718	132	41	1594	1594	NUM
eurjchem-718	132	42	,	,	PUNCT
eurjchem-718	132	43	1541	1541	NUM
eurjchem-718	132	44	,	,	PUNCT
eurjchem-718	132	45	1514	1514	NUM
eurjchem-718	132	46	,	,	PUNCT
eurjchem-718	132	47	1495	1495	NUM
eurjchem-718	132	48	,	,	PUNCT
eurjchem-718	132	49	1476	1476	NUM
eurjchem-718	132	50	,	,	PUNCT
eurjchem-718	132	51	1421	1421	NUM
eurjchem-718	132	52	,	,	PUNCT
eurjchem-718	132	53	1386	1386	NUM
eurjchem-718	132	54	,	,	PUNCT
eurjchem-718	132	55	1358	1358	NUM
eurjchem-718	132	56	,	,	PUNCT
eurjchem-718	132	57	1299	1299	NUM
eurjchem-718	132	58	,	,	PUNCT
eurjchem-718	132	59	1280	1280	NUM
eurjchem-718	132	60	,	,	PUNCT
eurjchem-718	132	61	1219	1219	NUM
eurjchem-718	132	62	,	,	PUNCT
eurjchem-718	132	63	1186	1186	NUM
eurjchem-718	132	64	,	,	PUNCT
eurjchem-718	132	65	1127	1127	NUM
eurjchem-718	132	66	,	,	PUNCT
eurjchem-718	132	67	1042	1042	NUM
eurjchem-718	132	68	,	,	PUNCT
eurjchem-718	132	69	981	981	NUM
eurjchem-718	132	70	,	,	PUNCT
eurjchem-718	132	71	861	861	NUM
eurjchem-718	132	72	,	,	PUNCT
eurjchem-718	132	73	756	756	NUM
eurjchem-718	132	74	,	,	PUNCT
eurjchem-718	132	75	690	690	NUM
eurjchem-718	132	76	,	,	PUNCT
eurjchem-718	132	77	673	673	NUM
eurjchem-718	132	78	,	,	PUNCT
eurjchem-718	132	79	661	661	NUM
eurjchem-718	132	80	.	.	PUNCT
eurjchem-718	133	1	1h	1h	NUM
eurjchem-718	133	2	nmr	nmr	NOUN
eurjchem-718	133	3	(	(	PUNCT
eurjchem-718	133	4	300	300	NUM
eurjchem-718	133	5	mhz	mhz	NOUN
eurjchem-718	133	6	,	,	PUNCT
eurjchem-718	133	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-718	133	8	,	,	PUNCT
eurjchem-718	133	9	δ	δ	PROPN
eurjchem-718	133	10	,	,	PUNCT
eurjchem-718	133	11	ppm):1.64‐1.76	ppm):1.64‐1.76	PROPN
eurjchem-718	133	12	(	(	PUNCT
eurjchem-718	133	13	m	m	PROPN
eurjchem-718	133	14	,	,	PUNCT
eurjchem-718	133	15	4h	4h	NUM
eurjchem-718	133	16	,	,	PUNCT
eurjchem-718	133	17	2×ch2	2×ch2	ADJ
eurjchem-718	133	18	of	of	ADP
eurjchem-718	133	19	pyrrolidine	pyrrolidine	NOUN
eurjchem-718	133	20	)	)	PUNCT
eurjchem-718	133	21	,	,	PUNCT
eurjchem-718	133	22	2.40‐2.52	2.40‐2.52	NUM
eurjchem-718	133	23	(	(	PUNCT
eurjchem-718	133	24	m	m	PROPN
eurjchem-718	133	25	,	,	PUNCT
eurjchem-718	133	26	4h	4h	NUM
eurjchem-718	133	27	,	,	PUNCT
eurjchem-718	133	28	2×ch2	2×ch2	ADJ
eurjchem-718	133	29	of	of	ADP
eurjchem-718	133	30	pyrrolidine	pyrrolidine	NOUN
eurjchem-718	133	31	)	)	PUNCT
eurjchem-718	133	32	,	,	PUNCT
eurjchem-718	133	33	2.82	2.82	NUM
eurjchem-718	133	34	(	(	PUNCT
eurjchem-718	133	35	dd	dd	PROPN
eurjchem-718	133	36	,	,	PUNCT
eurjchem-718	133	37	1h	1h	NUM
eurjchem-718	133	38	,	,	PUNCT
eurjchem-718	133	39	j	j	PROPN
eurjchem-718	133	40	=	=	PROPN
eurjchem-718	133	41	16.7	16.7	NUM
eurjchem-718	133	42	,	,	PUNCT
eurjchem-718	133	43	7.8	7.8	NUM
eurjchem-718	133	44	hz	hz	NOUN
eurjchem-718	133	45	,	,	PUNCT
eurjchem-718	133	46	4'‐ha	4'‐ha	NUM
eurjchem-718	133	47	)	)	PUNCT
eurjchem-718	133	48	,	,	PUNCT
eurjchem-718	133	49	2.90	2.90	NUM
eurjchem-718	133	50	(	(	PUNCT
eurjchem-718	133	51	dd	dd	PROPN
eurjchem-718	133	52	,	,	PUNCT
eurjchem-718	133	53	1h	1h	NUM
eurjchem-718	133	54	,	,	PUNCT
eurjchem-718	133	55	j	j	PROPN
eurjchem-718	133	56	=	=	PROPN
eurjchem-718	133	57	16.7	16.7	NUM
eurjchem-718	133	58	,	,	PUNCT
eurjchem-718	133	59	8.6	8.6	NUM
eurjchem-718	133	60	hz	hz	NOUN
eurjchem-718	133	61	,	,	PUNCT
eurjchem-718	133	62	4'‐hb	4'‐hb	NUM
eurjchem-718	133	63	)	)	PUNCT
eurjchem-718	133	64	,	,	PUNCT
eurjchem-718	133	65	3.65	3.65	NUM
eurjchem-718	133	66	(	(	PUNCT
eurjchem-718	133	67	s	s	PROPN
eurjchem-718	133	68	,	,	PUNCT
eurjchem-718	133	69	2h	2h	NUM
eurjchem-718	133	70	,	,	PUNCT
eurjchem-718	133	71	arch2n	arch2n	PROPN
eurjchem-718	133	72	)	)	PUNCT
eurjchem-718	133	73	,	,	PUNCT
eurjchem-718	133	74	3.66	3.66	NUM
eurjchem-718	133	75	(	(	PUNCT
eurjchem-718	133	76	p	p	X
eurjchem-718	133	77	,	,	PUNCT
eurjchem-718	133	78	1h	1h	NUM
eurjchem-718	133	79	,	,	PUNCT
eurjchem-718	133	80	j	j	PROPN
eurjchem-718	133	81	=	=	SYM
eurjchem-718	133	82	8.1	8.1	NUM
eurjchem-718	133	83	hz	hz	NOUN
eurjchem-718	133	84	,	,	PUNCT
eurjchem-718	133	85	3'‐h	3'‐h	NUM
eurjchem-718	133	86	)	)	PUNCT
eurjchem-718	133	87	,	,	PUNCT
eurjchem-718	133	88	3.97	3.97	NUM
eurjchem-718	133	89	(	(	PUNCT
eurjchem-718	133	90	dd	dd	PROPN
eurjchem-718	133	91	,	,	PUNCT
eurjchem-718	133	92	1h	1h	NUM
eurjchem-718	133	93	,	,	PUNCT
eurjchem-718	133	94	j	j	PROPN
eurjchem-718	133	95	=	=	PUNCT
eurjchem-718	133	96	9.7	9.7	NUM
eurjchem-718	133	97	,	,	PUNCT
eurjchem-718	133	98	6.5	6.5	NUM
eurjchem-718	133	99	hz	hz	NOUN
eurjchem-718	133	100	,	,	PUNCT
eurjchem-718	133	101	2'‐ha	2'‐ha	NUM
eurjchem-718	133	102	)	)	PUNCT
eurjchem-718	133	103	,	,	PUNCT
eurjchem-718	133	104	4.19	4.19	NUM
eurjchem-718	133	105	(	(	PUNCT
eurjchem-718	133	106	dd	dd	PROPN
eurjchem-718	133	107	,	,	PUNCT
eurjchem-718	133	108	1h	1h	NUM
eurjchem-718	133	109	,	,	PUNCT
eurjchem-718	133	110	j	j	PROPN
eurjchem-718	133	111	=	=	SYM
eurjchem-718	133	112	9.8	9.8	NUM
eurjchem-718	133	113	,	,	PUNCT
eurjchem-718	133	114	8.2	8.2	NUM
eurjchem-718	133	115	hz	hz	NOUN
eurjchem-718	133	116	,	,	PUNCT
eurjchem-718	133	117	2'‐hb	2'‐hb	NUM
eurjchem-718	133	118	)	)	PUNCT
eurjchem-718	133	119	,	,	PUNCT
eurjchem-718	133	120	6.33	6.33	NUM
eurjchem-718	133	121	(	(	PUNCT
eurjchem-718	133	122	s	s	PROPN
eurjchem-718	133	123	,	,	PUNCT
eurjchem-718	133	124	1h	1h	NUM
eurjchem-718	133	125	,	,	PUNCT
eurjchem-718	133	126	5‐h	5‐h	NOUN
eurjchem-718	133	127	)	)	PUNCT
eurjchem-718	133	128	,	,	PUNCT
eurjchem-718	133	129	7.13	7.13	NUM
eurjchem-718	133	130	(	(	PUNCT
eurjchem-718	133	131	t	t	PROPN
eurjchem-718	133	132	,	,	PUNCT
eurjchem-718	133	133	1h	1h	NUM
eurjchem-718	133	134	,	,	PUNCT
eurjchem-718	133	135	j	j	PROPN
eurjchem-718	134	1	=	=	SYM
eurjchem-718	134	2	7.4	7.4	NUM
eurjchem-718	134	3	hz	hz	NOUN
eurjchem-718	134	4	,	,	PUNCT
eurjchem-718	134	5	p‐	p‐	NOUN
eurjchem-718	134	6	ph	ph	PROPN
eurjchem-718	134	7	)	)	PUNCT
eurjchem-718	134	8	,	,	PUNCT
eurjchem-718	134	9	7.38	7.38	NUM
eurjchem-718	134	10	(	(	PUNCT
eurjchem-718	134	11	dd	dd	NOUN
eurjchem-718	134	12	,	,	PUNCT
eurjchem-718	134	13	2h	2h	NUM
eurjchem-718	134	14	,	,	PUNCT
eurjchem-718	134	15	j	j	PROPN
eurjchem-718	134	16	=	=	SYM
eurjchem-718	134	17	8.7	8.7	NUM
eurjchem-718	134	18	,	,	PUNCT
eurjchem-718	134	19	7.2	7.2	NUM
eurjchem-718	134	20	hz	hz	NOUN
eurjchem-718	134	21	,	,	PUNCT
eurjchem-718	134	22	m‐ph	m‐ph	PROPN
eurjchem-718	134	23	)	)	PUNCT
eurjchem-718	134	24	,	,	PUNCT
eurjchem-718	134	25	7.43	7.43	NUM
eurjchem-718	134	26	(	(	PUNCT
eurjchem-718	134	27	d	d	PROPN
eurjchem-718	134	28	,	,	PUNCT
eurjchem-718	134	29	2h	2h	NUM
eurjchem-718	134	30	,	,	PUNCT
eurjchem-718	134	31	j	j	PROPN
eurjchem-718	134	32	=	=	PROPN
eurjchem-718	134	33	8.2	8.2	NUM
eurjchem-718	134	34	hz	hz	NOUN
eurjchem-718	134	35	,	,	PUNCT
eurjchem-718	134	36	m‐c6h4	m‐c6h4	NOUN
eurjchem-718	134	37	)	)	PUNCT
eurjchem-718	134	38	,	,	PUNCT
eurjchem-718	134	39	7.70	7.70	NUM
eurjchem-718	134	40	(	(	PUNCT
eurjchem-718	134	41	dd	dd	NOUN
eurjchem-718	134	42	,	,	PUNCT
eurjchem-718	134	43	2h	2h	NUM
eurjchem-718	134	44	,	,	PUNCT
eurjchem-718	134	45	j	j	PROPN
eurjchem-718	134	46	=	=	SYM
eurjchem-718	134	47	8.7	8.7	NUM
eurjchem-718	134	48	,	,	PUNCT
eurjchem-718	134	49	7.2	7.2	NUM
eurjchem-718	134	50	hz	hz	NOUN
eurjchem-718	134	51	,	,	PUNCT
eurjchem-718	134	52	o‐ph	o‐ph	PROPN
eurjchem-718	134	53	)	)	PUNCT
eurjchem-718	134	54	,	,	PUNCT
eurjchem-718	134	55	8.09	8.09	NUM
eurjchem-718	134	56	(	(	PUNCT
eurjchem-718	134	57	d	d	PROPN
eurjchem-718	134	58	,	,	PUNCT
eurjchem-718	134	59	2h	2h	NUM
eurjchem-718	134	60	,	,	PUNCT
eurjchem-718	134	61	j	j	PROPN
eurjchem-718	134	62	=	=	PROPN
eurjchem-718	134	63	8.3	8.3	NUM
eurjchem-718	134	64	hz	hz	NOUN
eurjchem-718	134	65	,	,	PUNCT
eurjchem-718	134	66	o‐c6h4	o‐c6h4	PROPN
eurjchem-718	134	67	)	)	PUNCT
eurjchem-718	134	68	,	,	PUNCT
eurjchem-718	134	69	12.56	12.56	NUM
eurjchem-718	134	70	(	(	PUNCT
eurjchem-718	134	71	s	s	PROPN
eurjchem-718	134	72	,	,	PUNCT
eurjchem-718	134	73	1h	1h	NUM
eurjchem-718	134	74	,	,	PUNCT
eurjchem-718	134	75	nh	nh	PROPN
eurjchem-718	134	76	)	)	PUNCT
eurjchem-718	134	77	.	.	PUNCT
eurjchem-718	135	1	13c	13c	NOUN
eurjchem-718	135	2	nmr	nmr	NOUN
eurjchem-718	135	3	(	(	PUNCT
eurjchem-718	135	4	dmso‐d6	dmso‐d6	PROPN
eurjchem-718	135	5	,	,	PUNCT
eurjchem-718	135	6	75.5	75.5	NUM
eurjchem-718	135	7	mhz	mhz	NOUN
eurjchem-718	135	8	,	,	PUNCT
eurjchem-718	135	9	δ	δ	PROPN
eurjchem-718	135	10	,	,	PUNCT
eurjchem-718	135	11	ppm	ppm	NUM
eurjchem-718	135	12	):	):	PUNCT
eurjchem-718	135	13	23.1	23.1	NUM
eurjchem-718	135	14	,	,	PUNCT
eurjchem-718	135	15	37.1	37.1	NUM
eurjchem-718	135	16	,	,	PUNCT
eurjchem-718	135	17	37.4	37.4	NUM
eurjchem-718	135	18	,	,	PUNCT
eurjchem-718	135	19	52.3	52.3	NUM
eurjchem-718	135	20	,	,	PUNCT
eurjchem-718	135	21	53.5	53.5	NUM
eurjchem-718	135	22	,	,	PUNCT
eurjchem-718	135	23	59.0	59.0	NUM
eurjchem-718	135	24	,	,	PUNCT
eurjchem-718	135	25	109.2	109.2	NUM
eurjchem-718	135	26	,	,	PUNCT
eurjchem-718	135	27	119.5	119.5	NUM
eurjchem-718	135	28	,	,	PUNCT
eurjchem-718	135	29	124.0	124.0	NUM
eurjchem-718	135	30	,	,	PUNCT
eurjchem-718	135	31	127.8	127.8	NUM
eurjchem-718	135	32	,	,	PUNCT
eurjchem-718	135	33	128.6	128.6	NUM
eurjchem-718	135	34	,	,	PUNCT
eurjchem-718	135	35	128.7	128.7	NUM
eurjchem-718	135	36	,	,	PUNCT
eurjchem-718	135	37	131.3	131.3	NUM
eurjchem-718	135	38	,	,	PUNCT
eurjchem-718	135	39	139.4	139.4	NUM
eurjchem-718	135	40	,	,	PUNCT
eurjchem-718	135	41	143.1	143.1	NUM
eurjchem-718	135	42	,	,	PUNCT
eurjchem-718	135	43	157.8	157.8	NUM
eurjchem-718	135	44	,	,	PUNCT
eurjchem-718	135	45	163.9	163.9	NUM
eurjchem-718	135	46	,	,	PUNCT
eurjchem-718	135	47	167.1	167.1	NUM
eurjchem-718	135	48	,	,	PUNCT
eurjchem-718	135	49	172.4	172.4	NUM
eurjchem-718	135	50	.	.	PUNCT
eurjchem-718	136	1	anal	anal	ADJ
eurjchem-718	136	2	.	.	PUNCT
eurjchem-718	136	3	calcd	calcd	NOUN
eurjchem-718	136	4	.	.	PUNCT
eurjchem-718	137	1	for	for	SCONJ
eurjchem-718	137	2	c25h26n4o2·h2o	c25h26n4o2·h2o	NOUN
eurjchem-718	137	3	:	:	PUNCT
eurjchem-718	137	4	c	c	X
eurjchem-718	137	5	,	,	PUNCT
eurjchem-718	137	6	69.42	69.42	NUM
eurjchem-718	137	7	;	;	PUNCT
eurjchem-718	137	8	h	h	NOUN
eurjchem-718	137	9	,	,	PUNCT
eurjchem-718	137	10	6.53	6.53	NUM
eurjchem-718	137	11	;	;	PUNCT
eurjchem-718	137	12	n	n	CCONJ
eurjchem-718	137	13	,	,	PUNCT
eurjchem-718	137	14	12.95	12.95	NUM
eurjchem-718	137	15	.	.	PUNCT
eurjchem-718	137	16	found	find	VERB
eurjchem-718	137	17	:	:	PUNCT
eurjchem-718	138	1	c	c	X
eurjchem-718	138	2	,	,	PUNCT
eurjchem-718	138	3	69.37	69.37	NUM
eurjchem-718	138	4	;	;	PUNCT
eurjchem-718	138	5	h	h	NOUN
eurjchem-718	138	6	,	,	PUNCT
eurjchem-718	138	7	6.31	6.31	NUM
eurjchem-718	138	8	;	;	PUNCT
eurjchem-718	138	9	n	n	CCONJ
eurjchem-718	138	10	,	,	PUNCT
eurjchem-718	138	11	12.97	12.97	NUM
eurjchem-718	138	12	%	%	NOUN
eurjchem-718	138	13	.	.	PUNCT
eurjchem-718	139	1	6‐(1‐(3‐(benzyloxy)propyl)‐5‐oxopyrrolidin‐3‐yl)‐2‐phenyl	6‐(1‐(3‐(benzyloxy)propyl)‐5‐oxopyrrolidin‐3‐yl)‐2‐phenyl	NUM
eurjchem-718	139	2	pyrimidin‐4(3h)‐one	pyrimidin‐4(3h)‐one	NOUN
eurjchem-718	139	3	(	(	PUNCT
eurjchem-718	139	4	6f	6f	NUM
eurjchem-718	139	5	):	):	PUNCT
eurjchem-718	139	6	prepared	prepare	VERB
eurjchem-718	139	7	from	from	ADP
eurjchem-718	139	8	10b	10b	NOUN
eurjchem-718	139	9	(	(	PUNCT
eurjchem-718	139	10	261	261	NUM
eurjchem-718	139	11	mg	mg	NOUN
eurjchem-718	139	12	,	,	PUNCT
eurjchem-718	139	13	1	1	NUM
eurjchem-718	139	14	mmol	mmol	NOUN
eurjchem-718	139	15	)	)	PUNCT
eurjchem-718	139	16	,	,	PUNCT
eurjchem-718	139	17	benzamidine	benzamidine	NOUN
eurjchem-718	139	18	hydrochloride	hydrochloride	NOUN
eurjchem-718	139	19	(	(	PUNCT
eurjchem-718	139	20	11c)(157	11c)(157	NUM
eurjchem-718	139	21	mg	mg	PROPN
eurjchem-718	139	22	,	,	PUNCT
eurjchem-718	139	23	1	1	NUM
eurjchem-718	139	24	mmol	mmol	NOUN
eurjchem-718	139	25	)	)	PUNCT
eurjchem-718	139	26	,	,	PUNCT
eurjchem-718	139	27	and	and	CCONJ
eurjchem-718	139	28	kobu‐t	kobu‐t	PROPN
eurjchem-718	139	29	(	(	PUNCT
eurjchem-718	139	30	112	112	NUM
eurjchem-718	139	31	mg	mg	NOUN
eurjchem-718	139	32	,	,	PUNCT
eurjchem-718	139	33	1	1	NUM
eurjchem-718	139	34	mmol	mmol	NOUN
eurjchem-718	139	35	)	)	PUNCT
eurjchem-718	139	36	;	;	PUNCT
eurjchem-718	139	37	fc	fc	PROPN
eurjchem-718	139	38	first	first	ADV
eurjchem-718	139	39	etoac	etoac	ADJ
eurjchem-718	139	40	to	to	PART
eurjchem-718	139	41	elute	elute	VERB
eurjchem-718	139	42	less	less	ADV
eurjchem-718	139	43	polar	polar	ADJ
eurjchem-718	139	44	impurities	impurity	NOUN
eurjchem-718	139	45	,	,	PUNCT
eurjchem-718	139	46	then	then	ADV
eurjchem-718	139	47	etoac	etoac	ADJ
eurjchem-718	139	48	:	:	PUNCT
eurjchem-718	139	49	meoh	meoh	PROPN
eurjchem-718	139	50	=	=	PUNCT
eurjchem-718	139	51	10:1	10:1	NUM
eurjchem-718	139	52	to	to	PART
eurjchem-718	139	53	elute	elute	VERB
eurjchem-718	139	54	the	the	DET
eurjchem-718	139	55	product	product	NOUN
eurjchem-718	139	56	6f	6f	NUM
eurjchem-718	139	57	.	.	PUNCT
eurjchem-718	140	1	yield	yield	NOUN
eurjchem-718	140	2	:	:	PUNCT
eurjchem-718	140	3	58	58	NUM
eurjchem-718	140	4	%	%	NOUN
eurjchem-718	140	5	of	of	ADP
eurjchem-718	140	6	yellowish	yellowish	ADJ
eurjchem-718	140	7	oil	oil	NOUN
eurjchem-718	140	8	.	.	PUNCT
eurjchem-718	141	1	ft‐ir	ft‐ir	NOUN
eurjchem-718	141	2	(	(	PUNCT
eurjchem-718	141	3	nacl	nacl	NOUN
eurjchem-718	141	4	,	,	PUNCT
eurjchem-718	141	5	cm‐1	cm‐1	PROPN
eurjchem-718	141	6	):	):	PUNCT
eurjchem-718	141	7	3063	3063	NUM
eurjchem-718	141	8	(ch	(ch	PROPN
eurjchem-718	141	9	)	)	PUNCT
eurjchem-718	141	10	(	(	PUNCT
eurjchem-718	141	11	nh	nh	NOUN
eurjchem-718	141	12	)	)	PUNCT
eurjchem-718	141	13	(	(	PUNCT
eurjchem-718	141	14	alkyl	alkyl	ADJ
eurjchem-718	141	15	,	,	PUNCT
eurjchem-718	141	16	lactam	lactam	NOUN
eurjchem-718	141	17	)	)	PUNCT
eurjchem-718	141	18	,	,	PUNCT
eurjchem-718	141	19	2928	2928	NUM
eurjchem-718	141	20	(ch	(ch	NOUN
eurjchem-718	141	21	)	)	PUNCT
eurjchem-718	141	22	(	(	PUNCT
eurjchem-718	141	23	nh	nh	NOUN
eurjchem-718	141	24	)	)	PUNCT
eurjchem-718	141	25	(	(	PUNCT
eurjchem-718	141	26	alkyl	alkyl	ADJ
eurjchem-718	141	27	,	,	PUNCT
eurjchem-718	141	28	lactam	lactam	NOUN
eurjchem-718	141	29	)	)	PUNCT
eurjchem-718	141	30	,	,	PUNCT
eurjchem-718	141	31	2861	2861	NUM
eurjchem-718	141	32	(ch	(ch	NOUN
eurjchem-718	141	33	)	)	PUNCT
eurjchem-718	141	34	(	(	PUNCT
eurjchem-718	141	35	nh	nh	NOUN
eurjchem-718	141	36	)	)	PUNCT
eurjchem-718	141	37	(	(	PUNCT
eurjchem-718	141	38	alkyl	alkyl	ADJ
eurjchem-718	141	39	,	,	PUNCT
eurjchem-718	141	40	lactam	lactam	NOUN
eurjchem-718	141	41	)	)	PUNCT
eurjchem-718	141	42	,	,	PUNCT
eurjchem-718	141	43	1657(c	1657(c	NUM
eurjchem-718	141	44	=	=	SYM
eurjchem-718	141	45	o	o	NOUN
eurjchem-718	141	46	)	)	PUNCT
eurjchem-718	141	47	(	(	PUNCT
eurjchem-718	141	48	amide	amide	NOUN
eurjchem-718	141	49	)	)	PUNCT
eurjchem-718	141	50	,	,	PUNCT
eurjchem-718	141	51	1603	1603	NUM
eurjchem-718	141	52	,	,	PUNCT
eurjchem-718	141	53	1548	1548	NUM
eurjchem-718	141	54	,	,	PUNCT
eurjchem-718	141	55	1502	1502	NUM
eurjchem-718	141	56	,	,	PUNCT
eurjchem-718	141	57	1444	1444	NUM
eurjchem-718	141	58	,	,	PUNCT
eurjchem-718	141	59	1310	1310	NUM
eurjchem-718	141	60	,	,	PUNCT
eurjchem-718	141	61	1265	1265	NUM
eurjchem-718	141	62	,	,	PUNCT
eurjchem-718	141	63	1102	1102	NUM
eurjchem-718	141	64	,	,	PUNCT
eurjchem-718	141	65	982	982	NUM
eurjchem-718	141	66	,	,	PUNCT
eurjchem-718	141	67	850	850	NUM
eurjchem-718	141	68	,	,	PUNCT
eurjchem-718	141	69	697	697	NUM
eurjchem-718	141	70	.	.	NOUN
eurjchem-718	141	71	1h	1h	NUM
eurjchem-718	141	72	nmr	nmr	NOUN
eurjchem-718	141	73	(	(	PUNCT
eurjchem-718	141	74	300	300	NUM
eurjchem-718	141	75	mhz	mhz	NOUN
eurjchem-718	141	76	,	,	PUNCT
eurjchem-718	141	77	dmso‐d6	dmso‐d6	PROPN
eurjchem-718	141	78	,	,	PUNCT
eurjchem-718	141	79	δ	δ	PROPN
eurjchem-718	141	80	,	,	PUNCT
eurjchem-718	141	81	ppm	ppm	NOUN
eurjchem-718	141	82	):	):	PUNCT
eurjchem-718	141	83	1.89	1.89	NUM
eurjchem-718	141	84	(	(	PUNCT
eurjchem-718	141	85	p	p	X
eurjchem-718	141	86	,	,	PUNCT
eurjchem-718	141	87	2h	2h	NUM
eurjchem-718	141	88	,	,	PUNCT
eurjchem-718	141	89	j	j	PROPN
eurjchem-718	141	90	=	=	SYM
eurjchem-718	141	91	6.5	6.5	NUM
eurjchem-718	141	92	hz	hz	NOUN
eurjchem-718	141	93	,	,	PUNCT
eurjchem-718	141	94	ch2ch2ch2	ch2ch2ch2	NOUN
eurjchem-718	141	95	)	)	PUNCT
eurjchem-718	141	96	,	,	PUNCT
eurjchem-718	141	97	2.71	2.71	NUM
eurjchem-718	141	98	(	(	PUNCT
eurjchem-718	141	99	dd	dd	PROPN
eurjchem-718	141	100	,	,	PUNCT
eurjchem-718	141	101	1h	1h	NUM
eurjchem-718	141	102	,	,	PUNCT
eurjchem-718	141	103	j	j	PROPN
eurjchem-718	141	104	=	=	PROPN
eurjchem-718	141	105	16.7	16.7	NUM
eurjchem-718	141	106	,	,	PUNCT
eurjchem-718	141	107	9.0	9.0	NUM
eurjchem-718	141	108	hz	hz	NOUN
eurjchem-718	141	109	,	,	PUNCT
eurjchem-718	141	110	4'‐ha	4'‐ha	NUM
eurjchem-718	141	111	)	)	PUNCT
eurjchem-718	141	112	,	,	PUNCT
eurjchem-718	141	113	2.81	2.81	NUM
eurjchem-718	141	114	(	(	PUNCT
eurjchem-718	141	115	dd	dd	PROPN
eurjchem-718	141	116	,	,	PUNCT
eurjchem-718	141	117	1h	1h	NUM
eurjchem-718	141	118	,	,	PUNCT
eurjchem-718	141	119	j	j	PROPN
eurjchem-718	141	120	=	=	PROPN
eurjchem-718	141	121	16.8	16.8	NUM
eurjchem-718	141	122	,	,	PUNCT
eurjchem-718	141	123	7.8	7.8	NUM
eurjchem-718	141	124	hz	hz	NOUN
eurjchem-718	141	125	,	,	PUNCT
eurjchem-718	141	126	4'‐hb	4'‐hb	NUM
eurjchem-718	141	127	)	)	PUNCT
eurjchem-718	141	128	,	,	PUNCT
eurjchem-718	141	129	3.41‐3.50	3.41‐3.50	NUM
eurjchem-718	141	130	(	(	PUNCT
eurjchem-718	141	131	m	m	PROPN
eurjchem-718	141	132	,	,	PUNCT
eurjchem-718	141	133	1h	1h	NUM
eurjchem-718	141	134	,	,	PUNCT
eurjchem-718	141	135	3'‐h	3'‐h	NUM
eurjchem-718	141	136	)	)	PUNCT
eurjchem-718	141	137	,	,	PUNCT
eurjchem-718	141	138	3.46	3.46	NUM
eurjchem-718	141	139	(	(	PUNCT
eurjchem-718	141	140	t	t	PROPN
eurjchem-718	141	141	,	,	PUNCT
eurjchem-718	141	142	2h	2h	NUM
eurjchem-718	141	143	,	,	PUNCT
eurjchem-718	141	144	j	j	PROPN
eurjchem-718	141	145	=	=	SYM
eurjchem-718	141	146	7.1	7.1	NUM
eurjchem-718	141	147	hz	hz	NOUN
eurjchem-718	141	148	,	,	PUNCT
eurjchem-718	141	149	ch2ch2ch2n	ch2ch2ch2n	PROPN
eurjchem-718	141	150	)	)	PUNCT
eurjchem-718	141	151	,	,	PUNCT
eurjchem-718	141	152	3.52	3.52	NUM
eurjchem-718	141	153	(	(	PUNCT
eurjchem-718	141	154	t	t	PROPN
eurjchem-718	141	155	,	,	PUNCT
eurjchem-718	141	156	2h	2h	NUM
eurjchem-718	141	157	,	,	PUNCT
eurjchem-718	141	158	j	j	PROPN
eurjchem-718	142	1	=	=	SYM
eurjchem-718	142	2	6.2	6.2	NUM
eurjchem-718	142	3	hz	hz	NOUN
eurjchem-718	142	4	,	,	PUNCT
eurjchem-718	142	5	ch2ch2ch2o	ch2ch2ch2o	NOUN
eurjchem-718	142	6	)	)	PUNCT
eurjchem-718	142	7	,	,	PUNCT
eurjchem-718	142	8	3.59	3.59	NUM
eurjchem-718	142	9	(	(	PUNCT
eurjchem-718	142	10	dd	dd	PROPN
eurjchem-718	142	11	,	,	PUNCT
eurjchem-718	142	12	1h	1h	NUM
eurjchem-718	142	13	,	,	PUNCT
eurjchem-718	142	14	j	j	PROPN
eurjchem-718	142	15	=	=	SYM
eurjchem-718	142	16	9.6	9.6	NUM
eurjchem-718	142	17	,	,	PUNCT
eurjchem-718	142	18	6.5	6.5	NUM
eurjchem-718	142	19	hz	hz	NOUN
eurjchem-718	142	20	,	,	PUNCT
eurjchem-718	142	21	2'‐ha	2'‐ha	NUM
eurjchem-718	142	22	)	)	PUNCT
eurjchem-718	142	23	,	,	PUNCT
eurjchem-718	142	24	3.71	3.71	NUM
eurjchem-718	142	25	(	(	PUNCT
eurjchem-718	142	26	dd	dd	PROPN
eurjchem-718	142	27	,	,	PUNCT
eurjchem-718	142	28	1h	1h	NUM
eurjchem-718	142	29	,	,	PUNCT
eurjchem-718	142	30	j	j	PROPN
eurjchem-718	142	31	=	=	SYM
eurjchem-718	142	32	9.6	9.6	NUM
eurjchem-718	142	33	,	,	PUNCT
eurjchem-718	142	34	8.5	8.5	NUM
eurjchem-718	142	35	hz	hz	VERB
eurjchem-718	142	36	,	,	PUNCT
eurjchem-718	142	37	2'‐hb	2'‐hb	NUM
eurjchem-718	142	38	)	)	PUNCT
eurjchem-718	142	39	,	,	PUNCT
eurjchem-718	142	40	4.46	4.46	NUM
eurjchem-718	142	41	(	(	PUNCT
eurjchem-718	142	42	s	s	PROPN
eurjchem-718	142	43	,	,	PUNCT
eurjchem-718	142	44	2h	2h	NUM
eurjchem-718	142	45	,	,	PUNCT
eurjchem-718	142	46	phch2o	phch2o	NOUN
eurjchem-718	142	47	)	)	PUNCT
eurjchem-718	142	48	,	,	PUNCT
eurjchem-718	142	49	6.29	6.29	NUM
eurjchem-718	142	50	(	(	PUNCT
eurjchem-718	142	51	s	s	PROPN
eurjchem-718	142	52	,	,	PUNCT
eurjchem-718	142	53	1h	1h	NUM
eurjchem-718	142	54	,	,	PUNCT
eurjchem-718	142	55	5‐h	5‐h	NOUN
eurjchem-718	142	56	)	)	PUNCT
eurjchem-718	142	57	,	,	PUNCT
eurjchem-718	142	58	7.20‐7.34	7.20‐7.34	NUM
eurjchem-718	142	59	(	(	PUNCT
eurjchem-718	142	60	m	m	PROPN
eurjchem-718	142	61	,	,	PUNCT
eurjchem-718	142	62	5h	5h	NUM
eurjchem-718	142	63	,	,	PUNCT
eurjchem-718	142	64	ph	ph	NOUN
eurjchem-718	142	65	)	)	PUNCT
eurjchem-718	142	66	,	,	PUNCT
eurjchem-718	142	67	7.49‐7.61	7.49‐7.61	NUM
eurjchem-718	142	68	(	(	PUNCT
eurjchem-718	142	69	m	m	PROPN
eurjchem-718	142	70	,	,	PUNCT
eurjchem-718	142	71	3h	3h	NUM
eurjchem-718	142	72	,	,	PUNCT
eurjchem-718	142	73	m	m	PROPN
eurjchem-718	142	74	,	,	PUNCT
eurjchem-718	142	75	p‐ph	p‐ph	PROPN
eurjchem-718	142	76	)	)	PUNCT
eurjchem-718	142	77	,	,	PUNCT
eurjchem-718	142	78	8.16‐8.22	8.16‐8.22	NUM
eurjchem-718	142	79	(	(	PUNCT
eurjchem-718	142	80	m	m	PROPN
eurjchem-718	142	81	,	,	PUNCT
eurjchem-718	142	82	2h	2h	NUM
eurjchem-718	142	83	,	,	PUNCT
eurjchem-718	142	84	o‐ph	o‐ph	NUM
eurjchem-718	142	85	)	)	PUNCT
eurjchem-718	142	86	,	,	PUNCT
eurjchem-718	142	87	12.73	12.73	NUM
eurjchem-718	142	88	(	(	PUNCT
eurjchem-718	142	89	s	s	PROPN
eurjchem-718	142	90	,	,	PUNCT
eurjchem-718	142	91	1h	1h	NUM
eurjchem-718	142	92	,	,	PUNCT
eurjchem-718	142	93	nh	nh	PROPN
eurjchem-718	142	94	)	)	PUNCT
eurjchem-718	142	95	.	.	PUNCT
eurjchem-718	143	1	13c	13c	NOUN
eurjchem-718	143	2	nmr	nmr	NOUN
eurjchem-718	143	3	(	(	PUNCT
eurjchem-718	143	4	75.5	75.5	NUM
eurjchem-718	143	5	mhz	mhz	NOUN
eurjchem-718	143	6	,	,	PUNCT
eurjchem-718	143	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-718	143	8	,	,	PUNCT
eurjchem-718	143	9	δ	δ	PROPN
eurjchem-718	143	10	,	,	PUNCT
eurjchem-718	143	11	ppm	ppm	NOUN
eurjchem-718	143	12	):	):	PUNCT
eurjchem-718	143	13	27.7	27.7	NUM
eurjchem-718	143	14	,	,	PUNCT
eurjchem-718	143	15	36.4	36.4	NUM
eurjchem-718	143	16	,	,	PUNCT
eurjchem-718	143	17	38.5	38.5	NUM
eurjchem-718	143	18	,	,	PUNCT
eurjchem-718	143	19	40.1	40.1	NUM
eurjchem-718	143	20	,	,	PUNCT
eurjchem-718	143	21	51.8	51.8	NUM
eurjchem-718	143	22	,	,	PUNCT
eurjchem-718	143	23	67.8	67.8	NUM
eurjchem-718	143	24	,	,	PUNCT
eurjchem-718	143	25	73.1	73.1	NUM
eurjchem-718	143	26	,	,	PUNCT
eurjchem-718	143	27	110.1	110.1	NUM
eurjchem-718	143	28	,	,	PUNCT
eurjchem-718	143	29	127.6	127.6	NUM
eurjchem-718	143	30	,	,	PUNCT
eurjchem-718	143	31	127.7	127.7	NUM
eurjchem-718	143	32	,	,	PUNCT
eurjchem-718	143	33	127.9	127.9	NUM
eurjchem-718	143	34	,	,	PUNCT
eurjchem-718	143	35	128.4	128.4	NUM
eurjchem-718	143	36	,	,	PUNCT
eurjchem-718	143	37	129.0	129.0	NUM
eurjchem-718	143	38	,	,	PUNCT
eurjchem-718	143	39	131.8	131.8	NUM
eurjchem-718	143	40	,	,	PUNCT
eurjchem-718	143	41	132.3	132.3	NUM
eurjchem-718	143	42	,	,	PUNCT
eurjchem-718	143	43	138.3	138.3	NUM
eurjchem-718	143	44	,	,	PUNCT
eurjchem-718	143	45	157.4	157.4	NUM
eurjchem-718	143	46	,	,	PUNCT
eurjchem-718	143	47	165.3	165.3	NUM
eurjchem-718	143	48	,	,	PUNCT
eurjchem-718	143	49	168.6	168.6	NUM
eurjchem-718	143	50	,	,	PUNCT
eurjchem-718	143	51	173.4	173.4	NUM
eurjchem-718	143	52	.	.	PUNCT
eurjchem-718	144	1	hrms	hrm	NOUN
eurjchem-718	144	2	(	(	PUNCT
eurjchem-718	144	3	ei	ei	INTJ
eurjchem-718	144	4	):	):	PUNCT
eurjchem-718	144	5	m	m	PROPN
eurjchem-718	144	6	/	/	SYM
eurjchem-718	144	7	z	z	PROPN
eurjchem-718	144	8	found	find	VERB
eurjchem-718	144	9	for	for	ADP
eurjchem-718	144	10	c24h25n3o3	c24h25n3o3	PROPN
eurjchem-718	144	11	:	:	PUNCT
eurjchem-718	144	12	m	m	PROPN
eurjchem-718	144	13	/	/	SYM
eurjchem-718	144	14	z	z	X
eurjchem-718	144	15	=	=	SYM
eurjchem-718	144	16	404.1967	404.1967	PROPN
eurjchem-718	144	17	(	(	PUNCT
eurjchem-718	144	18	mh+	mh+	PROPN
eurjchem-718	144	19	)	)	PUNCT
eurjchem-718	144	20	;	;	PUNCT
eurjchem-718	144	21	calcd	calcd	NOUN
eurjchem-718	144	22	.	.	PUNCT
eurjchem-718	144	23	:	:	PUNCT
eurjchem-718	145	1	m	m	X
eurjchem-718	145	2	/	/	SYM
eurjchem-718	145	3	z	z	NOUN
eurjchem-718	145	4	=	=	SYM
eurjchem-718	145	5	404.1974	404.1974	NUM
eurjchem-718	145	6	(	(	PUNCT
eurjchem-718	145	7	mh+	mh+	NOUN
eurjchem-718	145	8	)	)	PUNCT
eurjchem-718	145	9	.	.	PUNCT
eurjchem-718	146	1	2.2.6	2.2.6	X
eurjchem-718	146	2	.	.	PUNCT
eurjchem-718	146	3	synthesis	synthesis	NOUN
eurjchem-718	146	4	of	of	ADP
eurjchem-718	146	5	6‐(1‐(3‐hydroxypropyl)‐5‐oxopyrrolidin‐3‐	6‐(1‐(3‐hydroxypropyl)‐5‐oxopyrrolidin‐3‐	NUM
eurjchem-718	146	6	yl)‐2‐phenylpyrimidin‐4(3h)‐one	yl)‐2‐phenylpyrimidin‐4(3h)‐one	NOUN
eurjchem-718	146	7	(	(	PUNCT
eurjchem-718	146	8	6	6	NUM
eurjchem-718	146	9	g	g	NOUN
eurjchem-718	146	10	)	)	PUNCT
eurjchem-718	146	11	a	a	DET
eurjchem-718	146	12	mixture	mixture	NOUN
eurjchem-718	146	13	of	of	ADP
eurjchem-718	146	14	6f	6f	NUM
eurjchem-718	146	15	(	(	PUNCT
eurjchem-718	146	16	1	1	NUM
eurjchem-718	146	17	g	g	NOUN
eurjchem-718	146	18	,	,	PUNCT
eurjchem-718	146	19	2.48	2.48	NUM
eurjchem-718	146	20	mmol	mmol	NOUN
eurjchem-718	146	21	)	)	PUNCT
eurjchem-718	146	22	,	,	PUNCT
eurjchem-718	146	23	meoh	meoh	NOUN
eurjchem-718	146	24	(	(	PUNCT
eurjchem-718	146	25	100	100	NUM
eurjchem-718	146	26	ml	ml	NOUN
eurjchem-718	146	27	)	)	PUNCT
eurjchem-718	146	28	,	,	PUNCT
eurjchem-718	146	29	and	and	CCONJ
eurjchem-718	146	30	10	10	NUM
eurjchem-718	146	31	%	%	NOUN
eurjchem-718	146	32	pd‐c	pd‐c	PROPN
eurjchem-718	146	33	(	(	PUNCT
eurjchem-718	146	34	350	350	NUM
eurjchem-718	146	35	mg	mg	NOUN
eurjchem-718	146	36	)	)	PUNCT
eurjchem-718	146	37	was	be	AUX
eurjchem-718	146	38	hydrogenated	hydrogenate	VERB
eurjchem-718	146	39	(	(	PUNCT
eurjchem-718	146	40	p	p	NOUN
eurjchem-718	146	41	=	=	SYM
eurjchem-718	146	42	60	60	NUM
eurjchem-718	146	43	psi	psi	NOUN
eurjchem-718	146	44	of	of	ADP
eurjchem-718	146	45	h2	h2	NOUN
eurjchem-718	146	46	)	)	PUNCT
eurjchem-718	146	47	at	at	ADP
eurjchem-718	146	48	50	50	NUM
eurjchem-718	146	49	°	°	NOUN
eurjchem-718	146	50	c	c	NOUN
eurjchem-718	146	51	for	for	ADP
eurjchem-718	146	52	7	7	NUM
eurjchem-718	146	53	days	day	NOUN
eurjchem-718	146	54	.	.	PUNCT
eurjchem-718	147	1	the	the	DET
eurjchem-718	147	2	reaction	reaction	NOUN
eurjchem-718	147	3	mixture	mixture	NOUN
eurjchem-718	147	4	was	be	AUX
eurjchem-718	147	5	filtered	filter	VERB
eurjchem-718	147	6	through	through	ADP
eurjchem-718	147	7	a	a	DET
eurjchem-718	147	8	plug	plug	NOUN
eurjchem-718	147	9	of	of	ADP
eurjchem-718	147	10	celite	celite	ADJ
eurjchem-718	147	11	®	®	NOUN
eurjchem-718	147	12	and	and	CCONJ
eurjchem-718	147	13	thoroughly	thoroughly	ADV
eurjchem-718	147	14	washed	wash	VERB
eurjchem-718	147	15	with	with	ADP
eurjchem-718	147	16	ch2cl2	ch2cl2	NOUN
eurjchem-718	147	17	.	.	PUNCT
eurjchem-718	148	1	volatile	volatile	ADJ
eurjchem-718	148	2	components	component	NOUN
eurjchem-718	148	3	were	be	AUX
eurjchem-718	148	4	evaporated	evaporate	VERB
eurjchem-718	148	5	in	in	ADP
eurjchem-718	148	6	vacuum	vacuum	NOUN
eurjchem-718	148	7	and	and	CCONJ
eurjchem-718	148	8	the	the	DET
eurjchem-718	148	9	residue	residue	NOUN
eurjchem-718	148	10	was	be	AUX
eurjchem-718	148	11	purified	purify	VERB
eurjchem-718	148	12	by	by	ADP
eurjchem-718	148	13	cc	cc	PROPN
eurjchem-718	148	14	(	(	PUNCT
eurjchem-718	148	15	etoac	etoac	ADJ
eurjchem-718	148	16	:	:	PUNCT
eurjchem-718	148	17	meoh	meoh	PROPN
eurjchem-718	148	18	;	;	PUNCT
eurjchem-718	148	19	10:1	10:1	NUM
eurjchem-718	148	20	)	)	PUNCT
eurjchem-718	148	21	.	.	PUNCT
eurjchem-718	149	1	fractions	fraction	NOUN
eurjchem-718	149	2	containing	contain	VERB
eurjchem-718	149	3	the	the	DET
eurjchem-718	149	4	product	product	NOUN
eurjchem-718	149	5	were	be	AUX
eurjchem-718	149	6	combined	combine	VERB
eurjchem-718	149	7	and	and	CCONJ
eurjchem-718	149	8	volatile	volatile	ADJ
eurjchem-718	149	9	components	component	NOUN
eurjchem-718	149	10	were	be	AUX
eurjchem-718	149	11	evaporated	evaporate	VERB
eurjchem-718	149	12	in	in	ADP
eurjchem-718	149	13	vacuum	vacuum	NOUN
eurjchem-718	149	14	to	to	PART
eurjchem-718	149	15	give	give	VERB
eurjchem-718	149	16	compound	compound	NOUN
eurjchem-718	149	17	6	6	NUM
eurjchem-718	149	18	g.	g.	NOUN
eurjchem-718	149	19	yield	yield	NOUN
eurjchem-718	149	20	:	:	PUNCT
eurjchem-718	149	21	471	471	NUM
eurjchem-718	149	22	mg	mg	PROPN
eurjchem-718	149	23	(	(	PUNCT
eurjchem-718	149	24	60	60	NUM
eurjchem-718	149	25	%	%	NOUN
eurjchem-718	149	26	)	)	PUNCT
eurjchem-718	149	27	of	of	ADP
eurjchem-718	149	28	white	white	PROPN
eurjchem-718	149	29	semi‐solid	semi‐solid	PROPN
eurjchem-718	149	30	.	.	PUNCT
eurjchem-718	150	1	ft‐ir	ft‐ir	NOUN
eurjchem-718	150	2	(	(	PUNCT
eurjchem-718	150	3	kbr	kbr	PROPN
eurjchem-718	150	4	,	,	PUNCT
eurjchem-718	150	5	cm‐1	cm‐1	PROPN
eurjchem-718	150	6	):	):	PUNCT
eurjchem-718	150	7	3425	3425	NUM
eurjchem-718	150	8	(oh	(oh	NOUN
eurjchem-718	150	9	)	)	PUNCT
eurjchem-718	150	10	(	(	PUNCT
eurjchem-718	150	11	alcohol	alcohol	NOUN
eurjchem-718	150	12	)	)	PUNCT
eurjchem-718	150	13	,	,	PUNCT
eurjchem-718	150	14	2934	2934	NUM
eurjchem-718	150	15	(ch	(ch	NOUN
eurjchem-718	150	16	)	)	PUNCT
eurjchem-718	150	17	(	(	PUNCT
eurjchem-718	150	18	nh	nh	NOUN
eurjchem-718	150	19	)	)	PUNCT
eurjchem-718	150	20	(	(	PUNCT
eurjchem-718	150	21	alkyl	alkyl	ADJ
eurjchem-718	150	22	,	,	PUNCT
eurjchem-718	150	23	lactam	lactam	NOUN
eurjchem-718	150	24	)	)	PUNCT
eurjchem-718	150	25	,	,	PUNCT
eurjchem-718	150	26	1652	1652	NUM
eurjchem-718	150	27	(c	(c	PROPN
eurjchem-718	150	28	=	=	SYM
eurjchem-718	150	29	o	o	NOUN
eurjchem-718	150	30	)	)	PUNCT
eurjchem-718	150	31	(	(	PUNCT
eurjchem-718	150	32	amide	amide	NOUN
eurjchem-718	150	33	)	)	PUNCT
eurjchem-718	150	34	,	,	PUNCT
eurjchem-718	150	35	1550	1550	NUM
eurjchem-718	150	36	,	,	PUNCT
eurjchem-718	150	37	1496	1496	NUM
eurjchem-718	150	38	,	,	PUNCT
eurjchem-718	150	39	1444	1444	NUM
eurjchem-718	150	40	,	,	PUNCT
eurjchem-718	150	41	1401	1401	NUM
eurjchem-718	150	42	,	,	PUNCT
eurjchem-718	150	43	1308	1308	NUM
eurjchem-718	150	44	,	,	PUNCT
eurjchem-718	150	45	1269	1269	NUM
eurjchem-718	150	46	,	,	PUNCT
eurjchem-718	150	47	1179	1179	NUM
eurjchem-718	150	48	,	,	PUNCT
eurjchem-718	150	49	1058	1058	NUM
eurjchem-718	150	50	,	,	PUNCT
eurjchem-718	150	51	983	983	NUM
eurjchem-718	150	52	,	,	PUNCT
eurjchem-718	150	53	853	853	NUM
eurjchem-718	150	54	,	,	PUNCT
eurjchem-718	150	55	756	756	NUM
eurjchem-718	150	56	,	,	PUNCT
eurjchem-718	150	57	694	694	NUM
eurjchem-718	150	58	.	.	PUNCT
eurjchem-718	151	1	1h	1h	NUM
eurjchem-718	151	2	nmr	nmr	NOUN
eurjchem-718	151	3	(	(	PUNCT
eurjchem-718	151	4	300	300	NUM
eurjchem-718	151	5	mhz	mhz	NOUN
eurjchem-718	151	6	,	,	PUNCT
eurjchem-718	151	7	cdcl3	cdcl3	PROPN
eurjchem-718	151	8	,	,	PUNCT
eurjchem-718	151	9	δ	δ	PROPN
eurjchem-718	151	10	,	,	PUNCT
eurjchem-718	151	11	ppm	ppm	NUM
eurjchem-718	151	12	):	):	PUNCT
eurjchem-718	151	13	1.74	1.74	NUM
eurjchem-718	151	14	(	(	PUNCT
eurjchem-718	151	15	p	p	X
eurjchem-718	151	16	,	,	PUNCT
eurjchem-718	151	17	2h	2h	NUM
eurjchem-718	151	18	,	,	PUNCT
eurjchem-718	151	19	j	j	PROPN
eurjchem-718	151	20	=	=	SYM
eurjchem-718	151	21	6.0	6.0	NUM
eurjchem-718	151	22	hz	hz	NOUN
eurjchem-718	151	23	,	,	PUNCT
eurjchem-718	151	24	ch2ch2ch2	ch2ch2ch2	NOUN
eurjchem-718	151	25	)	)	PUNCT
eurjchem-718	151	26	,	,	PUNCT
eurjchem-718	151	27	2.80	2.80	NUM
eurjchem-718	151	28	(	(	PUNCT
eurjchem-718	151	29	dd	dd	PROPN
eurjchem-718	151	30	,	,	PUNCT
eurjchem-718	151	31	1h	1h	NUM
eurjchem-718	151	32	,	,	PUNCT
eurjchem-718	151	33	j	j	PROPN
eurjchem-718	151	34	=	=	PROPN
eurjchem-718	151	35	17.0	17.0	NUM
eurjchem-718	151	36	,	,	PUNCT
eurjchem-718	151	37	8.9	8.9	NUM
eurjchem-718	151	38	hz	hz	NOUN
eurjchem-718	151	39	,	,	PUNCT
eurjchem-718	151	40	4'‐ha	4'‐ha	NUM
eurjchem-718	151	41	)	)	PUNCT
eurjchem-718	151	42	,	,	PUNCT
eurjchem-718	151	43	2.88	2.88	NUM
eurjchem-718	151	44	(	(	PUNCT
eurjchem-718	151	45	dd	dd	PROPN
eurjchem-718	151	46	,	,	PUNCT
eurjchem-718	151	47	1h	1h	NUM
eurjchem-718	151	48	,	,	PUNCT
eurjchem-718	151	49	j	j	PROPN
eurjchem-718	151	50	=	=	PROPN
eurjchem-718	151	51	16.9	16.9	NUM
eurjchem-718	151	52	,	,	PUNCT
eurjchem-718	151	53	7.3	7.3	NUM
eurjchem-718	151	54	hz	hz	NOUN
eurjchem-718	151	55	,	,	PUNCT
eurjchem-718	151	56	4'‐hb	4'‐hb	NUM
eurjchem-718	151	57	)	)	PUNCT
eurjchem-718	151	58	,	,	PUNCT
eurjchem-718	151	59	3.32‐3.44	3.32‐3.44	NUM
eurjchem-718	151	60	(	(	PUNCT
eurjchem-718	151	61	m	m	PROPN
eurjchem-718	151	62	,	,	PUNCT
eurjchem-718	151	63	1h	1h	NUM
eurjchem-718	151	64	,	,	PUNCT
eurjchem-718	151	65	3'‐h	3'‐h	NUM
eurjchem-718	151	66	)	)	PUNCT
eurjchem-718	151	67	,	,	PUNCT
eurjchem-718	151	68	3.44	3.44	NUM
eurjchem-718	151	69	(	(	PUNCT
eurjchem-718	151	70	dt	dt	PROPN
eurjchem-718	151	71	,	,	PUNCT
eurjchem-718	151	72	1h	1h	NUM
eurjchem-718	151	73	,	,	PUNCT
eurjchem-718	151	74	j	j	PROPN
eurjchem-718	151	75	=	=	PROPN
eurjchem-718	151	76	14.1	14.1	NUM
eurjchem-718	151	77	,	,	PUNCT
eurjchem-718	151	78	5.9	5.9	NUM
eurjchem-718	151	79	hz	hz	NOUN
eurjchem-718	151	80	,	,	PUNCT
eurjchem-718	151	81	1h	1h	NUM
eurjchem-718	151	82	of	of	ADP
eurjchem-718	151	83	ch2ch2ch2n	ch2ch2ch2n	PROPN
eurjchem-718	151	84	)	)	PUNCT
eurjchem-718	151	85	,	,	PUNCT
eurjchem-718	151	86	3.52‐3.67	3.52‐3.67	NUM
eurjchem-718	151	87	(	(	PUNCT
eurjchem-718	151	88	m	m	PROPN
eurjchem-718	151	89	,	,	PUNCT
eurjchem-718	151	90	5h	5h	NUM
eurjchem-718	151	91	,	,	PUNCT
eurjchem-718	151	92	1h	1h	NUM
eurjchem-718	151	93	of	of	ADP
eurjchem-718	151	94	ch2ch2ch2n	ch2ch2ch2n	PROPN
eurjchem-718	151	95	,	,	PUNCT
eurjchem-718	151	96	ch2ch2ch2oh	ch2ch2ch2oh	NOUN
eurjchem-718	151	97	,	,	PUNCT
eurjchem-718	151	98	and	and	CCONJ
eurjchem-718	151	99	2'‐ha	2'‐ha	NUM
eurjchem-718	151	100	)	)	PUNCT
eurjchem-718	151	101	,	,	PUNCT
eurjchem-718	151	102	3.74	3.74	NUM
eurjchem-718	151	103	(	(	PUNCT
eurjchem-718	151	104	dd	dd	PROPN
eurjchem-718	151	105	,	,	PUNCT
eurjchem-718	151	106	1h	1h	NUM
eurjchem-718	151	107	,	,	PUNCT
eurjchem-718	151	108	j	j	PROPN
eurjchem-718	151	109	=	=	SYM
eurjchem-718	151	110	9.5	9.5	NUM
eurjchem-718	151	111	,	,	PUNCT
eurjchem-718	151	112	8.5	8.5	NUM
eurjchem-718	151	113	hz	hz	VERB
eurjchem-718	151	114	,	,	PUNCT
eurjchem-718	151	115	2'‐hb	2'‐hb	NUM
eurjchem-718	151	116	)	)	PUNCT
eurjchem-718	152	1	,	,	PUNCT
eurjchem-718	152	2	6.32	6.32	NUM
eurjchem-718	152	3	(	(	PUNCT
eurjchem-718	152	4	s	s	PROPN
eurjchem-718	152	5	,	,	PUNCT
eurjchem-718	152	6	1h	1h	NUM
eurjchem-718	152	7	,	,	PUNCT
eurjchem-718	152	8	5‐h	5‐h	NOUN
eurjchem-718	152	9	)	)	PUNCT
eurjchem-718	152	10	,	,	PUNCT
eurjchem-718	152	11	7.51‐7.63	7.51‐7.63	NUM
eurjchem-718	152	12	(	(	PUNCT
eurjchem-718	152	13	m	m	PROPN
eurjchem-718	152	14	,	,	PUNCT
eurjchem-718	152	15	3h	3h	NUM
eurjchem-718	152	16	,	,	PUNCT
eurjchem-718	152	17	m	m	PROPN
eurjchem-718	152	18	,	,	PUNCT
eurjchem-718	152	19	p‐ph	p‐ph	PROPN
eurjchem-718	152	20	)	)	PUNCT
eurjchem-718	152	21	,	,	PUNCT
eurjchem-718	152	22	8.11‐8.17	8.11‐8.17	NUM
eurjchem-718	152	23	(	(	PUNCT
eurjchem-718	152	24	m	m	PROPN
eurjchem-718	152	25	,	,	PUNCT
eurjchem-718	152	26	2h	2h	NUM
eurjchem-718	152	27	,	,	PUNCT
eurjchem-718	152	28	o‐ph	o‐ph	NUM
eurjchem-718	152	29	)	)	PUNCT
eurjchem-718	152	30	,	,	PUNCT
eurjchem-718	152	31	12.15	12.15	NUM
eurjchem-718	152	32	(	(	PUNCT
eurjchem-718	152	33	br	br	PROPN
eurjchem-718	152	34	s	s	PROPN
eurjchem-718	152	35	,	,	PUNCT
eurjchem-718	152	36	1h	1h	NUM
eurjchem-718	152	37	,	,	PUNCT
eurjchem-718	152	38	nh	nh	PROPN
eurjchem-718	152	39	)	)	PUNCT
eurjchem-718	152	40	.	.	PUNCT
eurjchem-718	153	1	13c	13c	NOUN
eurjchem-718	153	2	nmr	nmr	NOUN
eurjchem-718	153	3	(	(	PUNCT
eurjchem-718	153	4	75.5	75.5	NUM
eurjchem-718	153	5	mhz	mhz	NOUN
eurjchem-718	153	6	,	,	PUNCT
eurjchem-718	153	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-718	153	8	,	,	PUNCT
eurjchem-718	153	9	δ	δ	PROPN
eurjchem-718	153	10	,	,	PUNCT
eurjchem-718	153	11	ppm	ppm	NOUN
eurjchem-718	153	12	):	):	PUNCT
eurjchem-718	153	13	29.6	29.6	NUM
eurjchem-718	153	14	,	,	PUNCT
eurjchem-718	153	15	36.2	36.2	NUM
eurjchem-718	153	16	,	,	PUNCT
eurjchem-718	153	17	38.2	38.2	NUM
eurjchem-718	153	18	,	,	PUNCT
eurjchem-718	153	19	39.1	39.1	NUM
eurjchem-718	153	20	,	,	PUNCT
eurjchem-718	153	21	51.8	51.8	NUM
eurjchem-718	153	22	,	,	PUNCT
eurjchem-718	153	23	58.5	58.5	NUM
eurjchem-718	153	24	,	,	PUNCT
eurjchem-718	153	25	110.0	110.0	NUM
eurjchem-718	153	26	,	,	PUNCT
eurjchem-718	153	27	127.7	127.7	NUM
eurjchem-718	153	28	,	,	PUNCT
eurjchem-718	153	29	128.8	128.8	NUM
eurjchem-718	153	30	,	,	PUNCT
eurjchem-718	153	31	131.6	131.6	NUM
eurjchem-718	153	32	,	,	PUNCT
eurjchem-718	153	33	132.2	132.2	NUM
eurjchem-718	153	34	,	,	PUNCT
eurjchem-718	153	35	157.4	157.4	NUM
eurjchem-718	153	36	,	,	PUNCT
eurjchem-718	153	37	165.0	165.0	NUM
eurjchem-718	153	38	,	,	PUNCT
eurjchem-718	153	39	168.2	168.2	NUM
eurjchem-718	153	40	,	,	PUNCT
eurjchem-718	153	41	174.3	174.3	NUM
eurjchem-718	153	42	.	.	PUNCT
eurjchem-718	154	1	hrms	hrm	NOUN
eurjchem-718	154	2	(	(	PUNCT
eurjchem-718	154	3	ei	ei	INTJ
eurjchem-718	154	4	):	):	PUNCT
eurjchem-718	154	5	m	m	PROPN
eurjchem-718	154	6	/	/	SYM
eurjchem-718	154	7	z	z	PROPN
eurjchem-718	154	8	found	find	VERB
eurjchem-718	154	9	for	for	ADP
eurjchem-718	154	10	c17h19n3o3	c17h19n3o3	PROPN
eurjchem-718	154	11	:	:	PUNCT
eurjchem-718	154	12	m	m	PROPN
eurjchem-718	154	13	/	/	SYM
eurjchem-718	154	14	z	z	NOUN
eurjchem-718	154	15	=	=	SYM
eurjchem-718	154	16	314.1499	314.1499	NUM
eurjchem-718	154	17	(	(	PUNCT
eurjchem-718	154	18	mh+	mh+	PROPN
eurjchem-718	154	19	)	)	PUNCT
eurjchem-718	154	20	;	;	PUNCT
eurjchem-718	154	21	calcd	calcd	NOUN
eurjchem-718	154	22	.	.	PUNCT
eurjchem-718	154	23	:	:	PUNCT
eurjchem-718	155	1	m	m	X
eurjchem-718	155	2	/	/	SYM
eurjchem-718	155	3	z	z	NOUN
eurjchem-718	155	4	=	=	SYM
eurjchem-718	155	5	314.1505	314.1505	NUM
eurjchem-718	155	6	(	(	PUNCT
eurjchem-718	155	7	mh+	mh+	NOUN
eurjchem-718	155	8	)	)	PUNCT
eurjchem-718	155	9	.	.	PUNCT
eurjchem-718	156	1	2.2.7	2.2.7	X
eurjchem-718	156	2	.	.	PUNCT
eurjchem-718	157	1	synthesis	synthesis	NOUN
eurjchem-718	157	2	of	of	ADP
eurjchem-718	157	3	3‐(4‐(6‐((methylsulfonyl)oxy)‐2‐phenyl‐	3‐(4‐(6‐((methylsulfonyl)oxy)‐2‐phenyl‐	PROPN
eurjchem-718	157	4	pyrimidin‐4‐yl)‐2‐oxopyrrolidin‐1‐yl)propyl	pyrimidin‐4‐yl)‐2‐oxopyrrolidin‐1‐yl)propyl	PROPN
eurjchem-718	157	5	methane	methane	NOUN
eurjchem-718	157	6	sulfonate	sulfonate	NOUN
eurjchem-718	157	7	(	(	PUNCT
eurjchem-718	157	8	13	13	NUM
eurjchem-718	157	9	)	)	PUNCT
eurjchem-718	157	10	to	to	ADP
eurjchem-718	157	11	a	a	DET
eurjchem-718	157	12	cooled	cooled	ADJ
eurjchem-718	157	13	(	(	PUNCT
eurjchem-718	157	14	‐5	‐5	NUM
eurjchem-718	157	15	°	°	PROPN
eurjchem-718	157	16	c	c	NOUN
eurjchem-718	157	17	)	)	PUNCT
eurjchem-718	157	18	stirred	stir	VERB
eurjchem-718	157	19	solution	solution	NOUN
eurjchem-718	157	20	of	of	ADP
eurjchem-718	157	21	compound	compound	NOUN
eurjchem-718	157	22	6	6	NUM
eurjchem-718	157	23	g	g	NOUN
eurjchem-718	157	24	(	(	PUNCT
eurjchem-718	157	25	250	250	NUM
eurjchem-718	157	26	mg	mg	NOUN
eurjchem-718	157	27	,	,	PUNCT
eurjchem-718	157	28	0.80	0.80	NUM
eurjchem-718	157	29	mmol	mmol	NOUN
eurjchem-718	157	30	)	)	PUNCT
eurjchem-718	157	31	in	in	ADP
eurjchem-718	157	32	anh	anh	NOUN
eurjchem-718	157	33	.	.	PUNCT
eurjchem-718	158	1	ch2cl2	ch2cl2	PUNCT
eurjchem-718	158	2	(	(	PUNCT
eurjchem-718	158	3	5	5	NUM
eurjchem-718	158	4	ml	ml	NOUN
eurjchem-718	158	5	)	)	PUNCT
eurjchem-718	158	6	was	be	AUX
eurjchem-718	158	7	added	add	VERB
eurjchem-718	158	8	anh	anh	NOUN
eurjchem-718	158	9	.	.	PUNCT
eurjchem-718	159	1	et3n	et3n	PROPN
eurjchem-718	159	2	(	(	PUNCT
eurjchem-718	159	3	280	280	NUM
eurjchem-718	159	4	µl	µl	NOUN
eurjchem-718	159	5	,	,	PUNCT
eurjchem-718	159	6	2	2	NUM
eurjchem-718	159	7	mmol	mmol	NOUN
eurjchem-718	159	8	)	)	PUNCT
eurjchem-718	159	9	followed	follow	VERB
eurjchem-718	159	10	by	by	ADP
eurjchem-718	159	11	addition	addition	NOUN
eurjchem-718	159	12	of	of	ADP
eurjchem-718	159	13	methanesulfonyl	methanesulfonyl	NOUN
eurjchem-718	159	14	chloride	chloride	NOUN
eurjchem-718	159	15	(	(	PUNCT
eurjchem-718	159	16	131	131	NUM
eurjchem-718	159	17	µl	µl	NOUN
eurjchem-718	159	18	,	,	PUNCT
eurjchem-718	159	19	1.7	1.7	NUM
eurjchem-718	159	20	mmol	mmol	NOUN
eurjchem-718	159	21	)	)	PUNCT
eurjchem-718	159	22	and	and	CCONJ
eurjchem-718	159	23	the	the	DET
eurjchem-718	159	24	resulting	result	VERB
eurjchem-718	159	25	mixture	mixture	NOUN
eurjchem-718	159	26	was	be	AUX
eurjchem-718	159	27	stirred	stir	VERB
eurjchem-718	159	28	at	at	ADP
eurjchem-718	159	29	‐5	‐5	PROPN
eurjchem-718	159	30	°	°	ADP
eurjchem-718	159	31	c	c	PROPN
eurjchem-718	159	32	for	for	ADP
eurjchem-718	159	33	20	20	NUM
eurjchem-718	159	34	min	min	NOUN
eurjchem-718	159	35	.	.	PROPN
eurjchem-718	159	36	and	and	CCONJ
eurjchem-718	159	37	at	at	ADP
eurjchem-718	159	38	r.t	r.t	PROPN
eurjchem-718	159	39	.	.	PROPN
eurjchem-718	159	40	for	for	ADP
eurjchem-718	159	41	30	30	NUM
eurjchem-718	159	42	min	min	NOUN
eurjchem-718	159	43	.	.	PUNCT
eurjchem-718	160	1	the	the	DET
eurjchem-718	160	2	reaction	reaction	NOUN
eurjchem-718	160	3	mixture	mixture	NOUN
eurjchem-718	160	4	was	be	AUX
eurjchem-718	160	5	directly	directly	ADV
eurjchem-718	160	6	(	(	PUNCT
eurjchem-718	160	7	without	without	ADP
eurjchem-718	160	8	previous	previous	ADJ
eurjchem-718	160	9	evaporation	evaporation	NOUN
eurjchem-718	160	10	)	)	PUNCT
eurjchem-718	160	11	purified	purify	VERB
eurjchem-718	160	12	by	by	ADP
eurjchem-718	160	13	fc	fc	PROPN
eurjchem-718	160	14	(	(	PUNCT
eurjchem-718	160	15	etoac	etoac	ADJ
eurjchem-718	160	16	)	)	PUNCT
eurjchem-718	160	17	.	.	PUNCT
eurjchem-718	161	1	fractions	fraction	NOUN
eurjchem-718	161	2	containing	contain	VERB
eurjchem-718	161	3	the	the	DET
eurjchem-718	161	4	product	product	NOUN
eurjchem-718	161	5	were	be	AUX
eurjchem-718	161	6	combined	combine	VERB
eurjchem-718	161	7	and	and	CCONJ
eurjchem-718	161	8	volatile	volatile	ADJ
eurjchem-718	161	9	components	component	NOUN
eurjchem-718	161	10	were	be	AUX
eurjchem-718	161	11	evaporated	evaporate	VERB
eurjchem-718	161	12	in	in	ADP
eurjchem-718	161	13	vacuum	vacuum	NOUN
eurjchem-718	161	14	to	to	PART
eurjchem-718	161	15	give	give	VERB
eurjchem-718	161	16	compound	compound	NOUN
eurjchem-718	161	17	13	13	NUM
eurjchem-718	161	18	(	(	PUNCT
eurjchem-718	161	19	scheme	scheme	NOUN
eurjchem-718	161	20	3	3	NUM
eurjchem-718	161	21	)	)	PUNCT
eurjchem-718	161	22	.	.	PUNCT
eurjchem-718	162	1	yield	yield	NOUN
eurjchem-718	162	2	:	:	PUNCT
eurjchem-718	162	3	326	326	NUM
eurjchem-718	162	4	mg	mg	NOUN
eurjchem-718	162	5	(	(	PUNCT
eurjchem-718	162	6	86	86	NUM
eurjchem-718	162	7	%	%	NOUN
eurjchem-718	162	8	)	)	PUNCT
eurjchem-718	162	9	of	of	ADP
eurjchem-718	162	10	white	white	PROPN
eurjchem-718	162	11	semi‐solid	semi‐solid	PROPN
eurjchem-718	162	12	.	.	PUNCT
eurjchem-718	163	1	ft‐ir	ft‐ir	NOUN
eurjchem-718	163	2	(	(	PUNCT
eurjchem-718	163	3	kbr	kbr	PROPN
eurjchem-718	163	4	,	,	PUNCT
eurjchem-718	163	5	cm‐1	cm‐1	PROPN
eurjchem-718	163	6	):	):	PUNCT
eurjchem-718	163	7	2936	2936	NUM
eurjchem-718	163	8	(ch	(ch	NOUN
eurjchem-718	163	9	)	)	PUNCT
eurjchem-718	163	10	(	(	PUNCT
eurjchem-718	163	11	alkyl	alkyl	NOUN
eurjchem-718	163	12	)	)	PUNCT
eurjchem-718	163	13	,	,	PUNCT
eurjchem-718	163	14	1682	1682	NUM
eurjchem-718	163	15	(c	(c	PROPN
eurjchem-718	163	16	=	=	SYM
eurjchem-718	163	17	o	o	NOUN
eurjchem-718	163	18	)	)	PUNCT
eurjchem-718	163	19	(	(	PUNCT
eurjchem-718	163	20	amide	amide	NOUN
eurjchem-718	163	21	)	)	PUNCT
eurjchem-718	163	22	,	,	PUNCT
eurjchem-718	163	23	1592	1592	NUM
eurjchem-718	163	24	,	,	PUNCT
eurjchem-718	163	25	1574	1574	NUM
eurjchem-718	163	26	,	,	PUNCT
eurjchem-718	163	27	1556	1556	NUM
eurjchem-718	163	28	,	,	PUNCT
eurjchem-718	163	29	1496	1496	NUM
eurjchem-718	163	30	,	,	PUNCT
eurjchem-718	163	31	1370	1370	NUM
eurjchem-718	163	32	,	,	PUNCT
eurjchem-718	163	33	1317	1317	NUM
eurjchem-718	163	34	,	,	PUNCT
eurjchem-718	163	35	1190	1190	NUM
eurjchem-718	163	36	,	,	PUNCT
eurjchem-718	163	37	1040	1040	NUM
eurjchem-718	163	38	,	,	PUNCT
eurjchem-718	163	39	929	929	NUM
eurjchem-718	163	40	,	,	PUNCT
eurjchem-718	163	41	802	802	NUM
eurjchem-718	163	42	,	,	PUNCT
eurjchem-718	163	43	776	776	NUM
eurjchem-718	163	44	,	,	PUNCT
eurjchem-718	163	45	701	701	NUM
eurjchem-718	163	46	.	.	NOUN
eurjchem-718	163	47	1h	1h	NUM
eurjchem-718	163	48	nmr	nmr	NOUN
eurjchem-718	163	49	(	(	PUNCT
eurjchem-718	163	50	300	300	NUM
eurjchem-718	163	51	mhz	mhz	NOUN
eurjchem-718	163	52	,	,	PUNCT
eurjchem-718	163	53	cdcl3	cdcl3	PROPN
eurjchem-718	163	54	,	,	PUNCT
eurjchem-718	163	55	δ	δ	PROPN
eurjchem-718	163	56	,	,	PUNCT
eurjchem-718	163	57	ppm	ppm	NOUN
eurjchem-718	163	58	):	):	PUNCT
eurjchem-718	163	59	2.02	2.02	NUM
eurjchem-718	163	60	(	(	PUNCT
eurjchem-718	163	61	p	p	X
eurjchem-718	163	62	,	,	PUNCT
eurjchem-718	163	63	2h	2h	NUM
eurjchem-718	163	64	,	,	PUNCT
eurjchem-718	163	65	j	j	PROPN
eurjchem-718	163	66	=	=	PROPN
eurjchem-718	163	67	6.4	6.4	NUM
eurjchem-718	163	68	hz	hz	VERB
eurjchem-718	163	69	,	,	PUNCT
eurjchem-718	163	70	ch2ch2ch2	ch2ch2ch2	NOUN
eurjchem-718	163	71	)	)	PUNCT
eurjchem-718	163	72	,	,	PUNCT
eurjchem-718	163	73	2.83	2.83	NUM
eurjchem-718	163	74	(	(	PUNCT
eurjchem-718	163	75	d	d	PROPN
eurjchem-718	163	76	,	,	PUNCT
eurjchem-718	163	77	2h	2h	NUM
eurjchem-718	163	78	,	,	PUNCT
eurjchem-718	163	79	j	j	PROPN
eurjchem-718	163	80	=	=	SYM
eurjchem-718	163	81	7.7	7.7	NUM
eurjchem-718	163	82	hz	hz	VERB
eurjchem-718	163	83	,	,	PUNCT
eurjchem-718	163	84	4'‐ch2	4'‐ch2	NUM
eurjchem-718	163	85	)	)	PUNCT
eurjchem-718	163	86	,	,	PUNCT
eurjchem-718	163	87	3.00	3.00	NUM
eurjchem-718	163	88	(	(	PUNCT
eurjchem-718	163	89	s	s	PROPN
eurjchem-718	163	90	,	,	PUNCT
eurjchem-718	163	91	3h	3h	NUM
eurjchem-718	163	92	,	,	PUNCT
eurjchem-718	163	93	nso2me	nso2me	PROPN
eurjchem-718	163	94	)	)	PUNCT
eurjchem-718	163	95	,	,	PUNCT
eurjchem-718	163	96	3.48	3.48	NUM
eurjchem-718	163	97	(	(	PUNCT
eurjchem-718	163	98	t	t	PROPN
eurjchem-718	163	99	,	,	PUNCT
eurjchem-718	163	100	2h	2h	NUM
eurjchem-718	163	101	,	,	PUNCT
eurjchem-718	163	102	j	j	PROPN
eurjchem-718	163	103	=	=	SYM
eurjchem-718	163	104	6.8	6.8	NUM
eurjchem-718	163	105	hz	hz	NOUN
eurjchem-718	163	106	,	,	PUNCT
eurjchem-718	163	107	ch2ch2ch2n	ch2ch2ch2n	PROPN
eurjchem-718	163	108	)	)	PUNCT
eurjchem-718	163	109	,	,	PUNCT
eurjchem-718	163	110	3.65	3.65	NUM
eurjchem-718	163	111	(	(	PUNCT
eurjchem-718	163	112	s	s	PROPN
eurjchem-718	163	113	,	,	PUNCT
eurjchem-718	163	114	3h	3h	NUM
eurjchem-718	163	115	,	,	PUNCT
eurjchem-718	163	116	oso2me	oso2me	PROPN
eurjchem-718	163	117	)	)	PUNCT
eurjchem-718	163	118	,	,	PUNCT
eurjchem-718	163	119	3.68‐3.87	3.68‐3.87	NUM
eurjchem-718	163	120	(	(	PUNCT
eurjchem-718	163	121	m	m	PROPN
eurjchem-718	163	122	,	,	PUNCT
eurjchem-718	163	123	3h	3h	NUM
eurjchem-718	163	124	,	,	PUNCT
eurjchem-718	163	125	3'‐h	3'‐h	NUM
eurjchem-718	163	126	and	and	CCONJ
eurjchem-718	163	127	2'‐ch2	2'‐ch2	NUM
eurjchem-718	163	128	)	)	PUNCT
eurjchem-718	163	129	,	,	PUNCT
eurjchem-718	163	130	4.24	4.24	NUM
eurjchem-718	163	131	(	(	PUNCT
eurjchem-718	163	132	t	t	PROPN
eurjchem-718	163	133	,	,	PUNCT
eurjchem-718	163	134	2h	2h	NUM
eurjchem-718	163	135	,	,	PUNCT
eurjchem-718	163	136	j	j	PROPN
eurjchem-718	163	137	=	=	SYM
eurjchem-718	163	138	6.1	6.1	NUM
eurjchem-718	163	139	hz	hz	NOUN
eurjchem-718	163	140	,	,	PUNCT
eurjchem-718	163	141	ch2ch2ch2o	ch2ch2ch2o	NOUN
eurjchem-718	163	142	)	)	PUNCT
eurjchem-718	163	143	,	,	PUNCT
eurjchem-718	163	144	6.86	6.86	NUM
eurjchem-718	163	145	(	(	PUNCT
eurjchem-718	163	146	s	s	PROPN
eurjchem-718	163	147	,	,	PUNCT
eurjchem-718	163	148	1h	1h	NUM
eurjchem-718	163	149	,	,	PUNCT
eurjchem-718	163	150	5‐h	5‐h	NOUN
eurjchem-718	163	151	)	)	PUNCT
eurjchem-718	163	152	,	,	PUNCT
eurjchem-718	163	153	7.44‐7.55	7.44‐7.55	NUM
eurjchem-718	163	154	(	(	PUNCT
eurjchem-718	163	155	m	m	PROPN
eurjchem-718	163	156	,	,	PUNCT
eurjchem-718	163	157	3h	3h	NUM
eurjchem-718	163	158	,	,	PUNCT
eurjchem-718	163	159	m	m	PROPN
eurjchem-718	163	160	,	,	PUNCT
eurjchem-718	163	161	p‐ph	p‐ph	PROPN
eurjchem-718	163	162	)	)	PUNCT
eurjchem-718	163	163	,	,	PUNCT
eurjchem-718	163	164	8.34‐8.39	8.34‐8.39	NUM
eurjchem-718	163	165	(	(	PUNCT
eurjchem-718	163	166	m	m	PROPN
eurjchem-718	163	167	,	,	PUNCT
eurjchem-718	163	168	2h	2h	NUM
eurjchem-718	163	169	,	,	PUNCT
eurjchem-718	163	170	o‐ph	o‐ph	NUM
eurjchem-718	163	171	)	)	PUNCT
eurjchem-718	163	172	.	.	PUNCT
eurjchem-718	164	1	13c	13c	NOUN
eurjchem-718	164	2	nmr	nmr	NOUN
eurjchem-718	164	3	(	(	PUNCT
eurjchem-718	164	4	75.5	75.5	NUM
eurjchem-718	164	5	mhz	mhz	NOUN
eurjchem-718	164	6	,	,	PUNCT
eurjchem-718	164	7	cdcl3	cdcl3	PROPN
eurjchem-718	164	8	,	,	PUNCT
eurjchem-718	164	9	δ	δ	PROPN
eurjchem-718	164	10	,	,	PUNCT
eurjchem-718	164	11	ppm	ppm	NOUN
eurjchem-718	164	12	):	):	PUNCT
eurjchem-718	164	13	26.9	26.9	NUM
eurjchem-718	164	14	,	,	PUNCT
eurjchem-718	164	15	36.6	36.6	NUM
eurjchem-718	164	16	,	,	PUNCT
eurjchem-718	164	17	37.1	37.1	NUM
eurjchem-718	164	18	,	,	PUNCT
eurjchem-718	164	19	38.5	38.5	NUM
eurjchem-718	164	20	,	,	PUNCT
eurjchem-718	164	21	39.0	39.0	NUM
eurjchem-718	164	22	,	,	PUNCT
eurjchem-718	164	23	41.4	41.4	NUM
eurjchem-718	164	24	,	,	PUNCT
eurjchem-718	164	25	51.7	51.7	NUM
eurjchem-718	164	26	,	,	PUNCT
eurjchem-718	164	27	67.8	67.8	NUM
eurjchem-718	164	28	,	,	PUNCT
eurjchem-718	164	29	106.9	106.9	NUM
eurjchem-718	164	30	,	,	PUNCT
eurjchem-718	164	31	128.4	128.4	NUM
eurjchem-718	164	32	,	,	PUNCT
eurjchem-718	164	33	128.7	128.7	NUM
eurjchem-718	164	34	,	,	PUNCT
eurjchem-718	164	35	131.8	131.8	NUM
eurjchem-718	164	36	,	,	PUNCT
eurjchem-718	164	37	135.8	135.8	NUM
eurjchem-718	164	38	,	,	PUNCT
eurjchem-718	164	39	164.88	164.88	NUM
eurjchem-718	164	40	,	,	PUNCT
eurjchem-718	164	41	164.91	164.91	NUM
eurjchem-718	164	42	,	,	PUNCT
eurjchem-718	164	43	173.1	173.1	NUM
eurjchem-718	164	44	,	,	PUNCT
eurjchem-718	164	45	174.2	174.2	NUM
eurjchem-718	164	46	.	.	PUNCT
eurjchem-718	165	1	2.2.8	2.2.8	NUM
eurjchem-718	165	2	.	.	PUNCT
eurjchem-718	166	1	synthesis	synthesis	NOUN
eurjchem-718	166	2	of	of	ADP
eurjchem-718	166	3	4‐(2‐phenyl‐6‐(pyrrolidin‐1‐yl)pyrimidin‐	4‐(2‐phenyl‐6‐(pyrrolidin‐1‐yl)pyrimidin‐	NUM
eurjchem-718	166	4	4‐yl)‐1‐(3‐(pyrrolidin‐1‐yl)propyl)pyrrolidin‐2‐one	4‐yl)‐1‐(3‐(pyrrolidin‐1‐yl)propyl)pyrrolidin‐2‐one	NUM
eurjchem-718	166	5	(	(	PUNCT
eurjchem-718	166	6	14	14	NUM
eurjchem-718	166	7	)	)	PUNCT
eurjchem-718	166	8	to	to	ADP
eurjchem-718	166	9	a	a	DET
eurjchem-718	166	10	solution	solution	NOUN
eurjchem-718	166	11	of	of	ADP
eurjchem-718	166	12	compound	compound	NOUN
eurjchem-718	166	13	13	13	NUM
eurjchem-718	166	14	(	(	PUNCT
eurjchem-718	166	15	300	300	NUM
eurjchem-718	166	16	mg	mg	PROPN
eurjchem-718	166	17	,	,	PUNCT
eurjchem-718	166	18	0.638	0.638	NUM
eurjchem-718	166	19	mmol	mmol	NOUN
eurjchem-718	166	20	)	)	PUNCT
eurjchem-718	166	21	in	in	ADP
eurjchem-718	166	22	anh	anh	NOUN
eurjchem-718	166	23	.	.	PUNCT
eurjchem-718	167	1	ch2cl2	ch2cl2	PUNCT
eurjchem-718	167	2	(	(	PUNCT
eurjchem-718	167	3	5	5	NUM
eurjchem-718	167	4	ml	ml	NOUN
eurjchem-718	167	5	)	)	PUNCT
eurjchem-718	167	6	under	under	ADP
eurjchem-718	167	7	argon	argon	NOUN
eurjchem-718	167	8	was	be	AUX
eurjchem-718	167	9	added	add	VERB
eurjchem-718	167	10	pyrrolidine	pyrrolidine	ADJ
eurjchem-718	167	11	(	(	PUNCT
eurjchem-718	167	12	700	700	NUM
eurjchem-718	167	13	µl	µl	NOUN
eurjchem-718	167	14	,	,	PUNCT
eurjchem-718	167	15	8.3	8.3	NUM
eurjchem-718	167	16	mmol	mmol	NOUN
eurjchem-718	167	17	)	)	PUNCT
eurjchem-718	167	18	and	and	CCONJ
eurjchem-718	167	19	the	the	DET
eurjchem-718	167	20	mixture	mixture	NOUN
eurjchem-718	167	21	was	be	AUX
eurjchem-718	167	22	stirred	stir	VERB
eurjchem-718	167	23	under	under	ADP
eurjchem-718	167	24	reflux	reflux	NOUN
eurjchem-718	167	25	for	for	ADP
eurjchem-718	167	26	19	19	NUM
eurjchem-718	167	27	h.	h.	PROPN
eurjchem-718	167	28	volatile	volatile	ADJ
eurjchem-718	167	29	components	component	NOUN
eurjchem-718	167	30	were	be	AUX
eurjchem-718	167	31	evaporated	evaporate	VERB
eurjchem-718	167	32	in	in	ADP
eurjchem-718	167	33	vacuum	vacuum	NOUN
eurjchem-718	167	34	and	and	CCONJ
eurjchem-718	167	35	the	the	DET
eurjchem-718	167	36	residue	residue	NOUN
eurjchem-718	167	37	was	be	AUX
eurjchem-718	167	38	purified	purify	VERB
eurjchem-718	167	39	by	by	ADP
eurjchem-718	167	40	fc	fc	PROPN
eurjchem-718	167	41	(	(	PUNCT
eurjchem-718	167	42	etoac	etoac	ADJ
eurjchem-718	167	43	:	:	PUNCT
eurjchem-718	167	44	meoh	meoh	PROPN
eurjchem-718	167	45	:	:	PUNCT
eurjchem-718	167	46	et3n	et3n	PROPN
eurjchem-718	167	47	,	,	PUNCT
eurjchem-718	167	48	10:1:1	10:1:1	NUM
eurjchem-718	167	49	)	)	PUNCT
eurjchem-718	167	50	.	.	PUNCT
eurjchem-718	168	1	fractions	fraction	NOUN
eurjchem-718	168	2	containing	contain	VERB
eurjchem-718	168	3	the	the	DET
eurjchem-718	168	4	product	product	NOUN
eurjchem-718	168	5	were	be	AUX
eurjchem-718	168	6	combined	combine	VERB
eurjchem-718	168	7	and	and	CCONJ
eurjchem-718	168	8	volatile	volatile	ADJ
eurjchem-718	168	9	components	component	NOUN
eurjchem-718	168	10	were	be	AUX
eurjchem-718	168	11	evaporated	evaporate	VERB
eurjchem-718	168	12	in	in	ADP
eurjchem-718	168	13	vacuum	vacuum	NOUN
eurjchem-718	168	14	to	to	PART
eurjchem-718	168	15	give	give	VERB
eurjchem-718	168	16	compound	compound	NOUN
eurjchem-718	168	17	14	14	NUM
eurjchem-718	168	18	(	(	PUNCT
eurjchem-718	168	19	scheme	scheme	NOUN
eurjchem-718	168	20	3	3	NUM
eurjchem-718	168	21	)	)	PUNCT
eurjchem-718	168	22	.	.	PUNCT
eurjchem-718	169	1	yield	yield	NOUN
eurjchem-718	169	2	:	:	PUNCT
eurjchem-718	169	3	60	60	NUM
eurjchem-718	169	4	mg	mg	NOUN
eurjchem-718	169	5	(	(	PUNCT
eurjchem-718	169	6	22	22	NUM
eurjchem-718	169	7	%	%	NOUN
eurjchem-718	169	8	)	)	PUNCT
eurjchem-718	169	9	of	of	ADP
eurjchem-718	169	10	colorless	colorless	ADJ
eurjchem-718	169	11	oil	oil	NOUN
eurjchem-718	169	12	.	.	PUNCT
eurjchem-718	170	1	1h	1h	NUM
eurjchem-718	170	2	nmr	nmr	NOUN
eurjchem-718	170	3	(	(	PUNCT
eurjchem-718	170	4	300	300	NUM
eurjchem-718	170	5	mhz	mhz	NOUN
eurjchem-718	170	6	,	,	PUNCT
eurjchem-718	170	7	cdcl3	cdcl3	PROPN
eurjchem-718	170	8	,	,	PUNCT
eurjchem-718	170	9	δ	δ	PROPN
eurjchem-718	170	10	,	,	PUNCT
eurjchem-718	170	11	ppm	ppm	NUM
eurjchem-718	170	12	):	):	PUNCT
eurjchem-718	170	13	1.73‐1.90	1.73‐1.90	NUM
eurjchem-718	170	14	(	(	PUNCT
eurjchem-718	170	15	m	m	PROPN
eurjchem-718	170	16	,	,	PUNCT
eurjchem-718	170	17	6h	6h	NUM
eurjchem-718	170	18	,	,	PUNCT
eurjchem-718	170	19	ch2ch2ch2	ch2ch2ch2	NOUN
eurjchem-718	170	20	and	and	CCONJ
eurjchem-718	170	21	2×ch2	2×ch2	ADJ
eurjchem-718	170	22	of	of	ADP
eurjchem-718	170	23	pyrrolidine	pyrrolidine	NOUN
eurjchem-718	170	24	)	)	PUNCT
eurjchem-718	170	25	,	,	PUNCT
eurjchem-718	170	26	1.98‐2.12	1.98‐2.12	NUM
eurjchem-718	170	27	(	(	PUNCT
eurjchem-718	170	28	m	m	PROPN
eurjchem-718	170	29	,	,	PUNCT
eurjchem-718	170	30	4h	4h	NUM
eurjchem-718	170	31	,	,	PUNCT
eurjchem-718	170	32	2×ch2	2×ch2	ADJ
eurjchem-718	170	33	of	of	ADP
eurjchem-718	170	34	pyrrolidine	pyrrolidine	NOUN
eurjchem-718	170	35	)	)	PUNCT
eurjchem-718	170	36	,	,	PUNCT
eurjchem-718	170	37	2.49‐	2.49‐	NUM
eurjchem-718	170	38	2.60	2.60	NUM
eurjchem-718	170	39	(	(	PUNCT
eurjchem-718	170	40	m	m	PROPN
eurjchem-718	170	41	,	,	PUNCT
eurjchem-718	170	42	6h	6h	NUM
eurjchem-718	170	43	,	,	PUNCT
eurjchem-718	170	44	3×ch2n	3×ch2n	NUM
eurjchem-718	170	45	of	of	ADP
eurjchem-718	170	46	pyrrolidine	pyrrolidine	NOUN
eurjchem-718	170	47	)	)	PUNCT
eurjchem-718	170	48	,	,	PUNCT
eurjchem-718	170	49	2.73	2.73	NUM
eurjchem-718	170	50	(	(	PUNCT
eurjchem-718	170	51	dd	dd	PROPN
eurjchem-718	170	52	,	,	PUNCT
eurjchem-718	170	53	1h	1h	NUM
eurjchem-718	170	54	,	,	PUNCT
eurjchem-718	170	55	j	j	PROPN
eurjchem-718	170	56	=	=	PROPN
eurjchem-718	170	57	16.7	16.7	NUM
eurjchem-718	170	58	,	,	PUNCT
eurjchem-718	170	59	9.1	9.1	NUM
eurjchem-718	170	60	hz	hz	NOUN
eurjchem-718	170	61	,	,	PUNCT
eurjchem-718	170	62	4'‐ha	4'‐ha	NUM
eurjchem-718	170	63	)	)	PUNCT
eurjchem-718	170	64	,	,	PUNCT
eurjchem-718	170	65	2.90	2.90	NUM
eurjchem-718	170	66	(	(	PUNCT
eurjchem-718	170	67	dd	dd	PROPN
eurjchem-718	170	68	,	,	PUNCT
eurjchem-718	170	69	1h	1h	NUM
eurjchem-718	170	70	,	,	PUNCT
eurjchem-718	170	71	j	j	PROPN
eurjchem-718	171	1	=	=	PROPN
eurjchem-718	171	2	16.7	16.7	NUM
eurjchem-718	171	3	,	,	PUNCT
eurjchem-718	171	4	7.4	7.4	NUM
eurjchem-718	171	5	hz	hz	NOUN
eurjchem-718	171	6	,	,	PUNCT
eurjchem-718	171	7	4'‐hb	4'‐hb	NUM
eurjchem-718	171	8	)	)	PUNCT
eurjchem-718	171	9	,	,	PUNCT
eurjchem-718	171	10	3.19‐3.61	3.19‐3.61	NUM
eurjchem-718	171	11	(	(	PUNCT
eurjchem-718	171	12	m	m	PROPN
eurjchem-718	171	13	,	,	PUNCT
eurjchem-718	171	14	7h	7h	NUM
eurjchem-718	171	15	,	,	PUNCT
eurjchem-718	171	16	3'‐h	3'‐h	NUM
eurjchem-718	171	17	,	,	PUNCT
eurjchem-718	171	18	ch2n	ch2n	PROPN
eurjchem-718	171	19	of	of	ADP
eurjchem-718	171	20	pyrrolidine	pyrrolidine	NOUN
eurjchem-718	171	21	,	,	PUNCT
eurjchem-718	171	22	ch2ch2ch2n	ch2ch2ch2n	PROPN
eurjchem-718	171	23	,	,	PUNCT
eurjchem-718	171	24	and	and	CCONJ
eurjchem-718	171	25	ch2ch2ch2o	ch2ch2ch2o	NOUN
eurjchem-718	171	26	)	)	PUNCT
eurjchem-718	171	27	,	,	PUNCT
eurjchem-718	171	28	3.67	3.67	NUM
eurjchem-718	171	29	(	(	PUNCT
eurjchem-718	171	30	dd	dd	PROPN
eurjchem-718	171	31	,	,	PUNCT
eurjchem-718	171	32	1h	1h	NUM
eurjchem-718	171	33	,	,	PUNCT
eurjchem-718	171	34	j	j	PROPN
eurjchem-718	172	1	=	=	PUNCT
eurjchem-718	172	2	9.7	9.7	NUM
eurjchem-718	172	3	,	,	PUNCT
eurjchem-718	172	4	6.4	6.4	NUM
eurjchem-718	172	5	hz	hz	NOUN
eurjchem-718	172	6	,	,	PUNCT
eurjchem-718	172	7	2'‐ha	2'‐ha	NUM
eurjchem-718	172	8	)	)	PUNCT
eurjchem-718	172	9	,	,	PUNCT
eurjchem-718	172	10	3.74	3.74	NUM
eurjchem-718	172	11	(	(	PUNCT
eurjchem-718	172	12	dd	dd	PROPN
eurjchem-718	172	13	,	,	PUNCT
eurjchem-718	172	14	1h	1h	NUM
eurjchem-718	172	15	,	,	PUNCT
eurjchem-718	172	16	j	j	PROPN
eurjchem-718	172	17	=	=	PUNCT
eurjchem-718	172	18	9.7	9.7	NUM
eurjchem-718	172	19	,	,	PUNCT
eurjchem-718	172	20	8.7	8.7	NUM
eurjchem-718	172	21	hz	hz	NOUN
eurjchem-718	172	22	,	,	PUNCT
eurjchem-718	172	23	2'‐hb	2'‐hb	NUM
eurjchem-718	172	24	)	)	PUNCT
eurjchem-718	172	25	,	,	PUNCT
eurjchem-718	172	26	6.05	6.05	NUM
eurjchem-718	172	27	(	(	PUNCT
eurjchem-718	172	28	s	s	PROPN
eurjchem-718	172	29	,	,	PUNCT
eurjchem-718	172	30	1h	1h	NUM
eurjchem-718	172	31	,	,	PUNCT
eurjchem-718	172	32	5‐h	5‐h	NOUN
eurjchem-718	172	33	)	)	PUNCT
eurjchem-718	172	34	,	,	PUNCT
eurjchem-718	172	35	7.38‐7.46	7.38‐7.46	NUM
eurjchem-718	172	36	(	(	PUNCT
eurjchem-718	172	37	m	m	PROPN
eurjchem-718	172	38	,	,	PUNCT
eurjchem-718	172	39	3h	3h	NUM
eurjchem-718	172	40	,	,	PUNCT
eurjchem-718	172	41	m	m	PROPN
eurjchem-718	172	42	,	,	PUNCT
eurjchem-718	172	43	p‐ph	p‐ph	PROPN
eurjchem-718	172	44	)	)	PUNCT
eurjchem-718	172	45	;	;	PUNCT
eurjchem-718	172	46	8.39‐8.47	8.39‐8.47	NUM
eurjchem-718	172	47	(	(	PUNCT
eurjchem-718	172	48	m	m	PROPN
eurjchem-718	172	49	,	,	PUNCT
eurjchem-718	172	50	2h	2h	NUM
eurjchem-718	172	51	,	,	PUNCT
eurjchem-718	172	52	o‐ph	o‐ph	NUM
eurjchem-718	172	53	)	)	PUNCT
eurjchem-718	172	54	.	.	PUNCT
eurjchem-718	173	1	13c	13c	NOUN
eurjchem-718	173	2	nmr	nmr	NOUN
eurjchem-718	173	3	(	(	PUNCT
eurjchem-718	173	4	75.5	75.5	NUM
eurjchem-718	173	5	mhz	mhz	NOUN
eurjchem-718	173	6	,	,	PUNCT
eurjchem-718	173	7	cdcl3	cdcl3	PROPN
eurjchem-718	173	8	,	,	PUNCT
eurjchem-718	173	9	δ	δ	PROPN
eurjchem-718	173	10	,	,	PUNCT
eurjchem-718	173	11	ppm	ppm	NOUN
eurjchem-718	173	12	):	):	PUNCT
eurjchem-718	173	13	23.5	23.5	NUM
eurjchem-718	173	14	,	,	PUNCT
eurjchem-718	173	15	25.4	25.4	NUM
eurjchem-718	173	16	,	,	PUNCT
eurjchem-718	173	17	26.6	26.6	NUM
eurjchem-718	173	18	,	,	PUNCT
eurjchem-718	173	19	37.1	37.1	NUM
eurjchem-718	173	20	,	,	PUNCT
eurjchem-718	173	21	38.8	38.8	NUM
eurjchem-718	173	22	,	,	PUNCT
eurjchem-718	173	23	40.8	40.8	NUM
eurjchem-718	173	24	,	,	PUNCT
eurjchem-718	173	25	46.5	46.5	NUM
eurjchem-718	173	26	,	,	PUNCT
eurjchem-718	173	27	52.5	52.5	NUM
eurjchem-718	173	28	,	,	PUNCT
eurjchem-718	173	29	53.7	53.7	NUM
eurjchem-718	173	30	,	,	PUNCT
eurjchem-718	173	31	54.2	54.2	NUM
eurjchem-718	173	32	,	,	PUNCT
eurjchem-718	173	33	98.9	98.9	NUM
eurjchem-718	173	34	,	,	PUNCT
eurjchem-718	173	35	128.3	128.3	NUM
eurjchem-718	173	36	,	,	PUNCT
eurjchem-718	173	37	128.3	128.3	NUM
eurjchem-718	173	38	,	,	PUNCT
eurjchem-718	173	39	130.2	130.2	NUM
eurjchem-718	173	40	,	,	PUNCT
eurjchem-718	173	41	138.8	138.8	NUM
eurjchem-718	173	42	,	,	PUNCT
eurjchem-718	173	43	160.8	160.8	NUM
eurjchem-718	173	44	,	,	PUNCT
eurjchem-718	173	45	163.7	163.7	NUM
eurjchem-718	173	46	,	,	PUNCT
eurjchem-718	173	47	167.6	167.6	NUM
eurjchem-718	173	48	,	,	PUNCT
eurjchem-718	173	49	174.2	174.2	NUM
eurjchem-718	173	50	.	.	PUNCT
eurjchem-718	174	1	esi	esi	X
eurjchem-718	174	2	:	:	PUNCT
eurjchem-718	174	3	m	m	PROPN
eurjchem-718	174	4	/	/	SYM
eurjchem-718	174	5	z	z	PROPN
eurjchem-718	174	6	found	find	VERB
eurjchem-718	174	7	for	for	ADP
eurjchem-718	174	8	c25h33n5o	c25h33n5o	NOUN
eurjchem-718	174	9	:	:	PUNCT
eurjchem-718	174	10	m	m	X
eurjchem-718	174	11	/	/	SYM
eurjchem-718	174	12	z	z	NOUN
eurjchem-718	174	13	=	=	SYM
eurjchem-718	174	14	420.2745	420.2745	NUM
eurjchem-718	174	15	(	(	PUNCT
eurjchem-718	174	16	mh+	mh+	NOUN
eurjchem-718	174	17	)	)	PUNCT
eurjchem-718	174	18	;	;	PUNCT
eurjchem-718	174	19	calcd	calcd	NOUN
eurjchem-718	174	20	.	.	PUNCT
eurjchem-718	174	21	:	:	PUNCT
eurjchem-718	175	1	m	m	X
eurjchem-718	175	2	/	/	SYM
eurjchem-718	175	3	z	z	X
eurjchem-718	175	4	=	=	SYM
eurjchem-718	175	5	420.2763	420.2763	NUM
eurjchem-718	175	6	(	(	PUNCT
eurjchem-718	175	7	mh+	mh+	PROPN
eurjchem-718	175	8	)	)	PUNCT
eurjchem-718	175	9	.	.	PUNCT
eurjchem-718	176	1	grošelj	grošelj	NOUN
eurjchem-718	176	2	et	et	PROPN
eurjchem-718	176	3	al	al	PROPN
eurjchem-718	176	4	.	.	PUNCT
eurjchem-718	176	5	/	/	SYM
eurjchem-718	176	6	european	european	PROPN
eurjchem-718	176	7	journal	journal	PROPN
eurjchem-718	176	8	of	of	ADP
eurjchem-718	176	9	chemistry	chemistry	NOUN
eurjchem-718	176	10	4	4	NUM
eurjchem-718	176	11	(	(	PUNCT
eurjchem-718	176	12	1	1	NUM
eurjchem-718	176	13	)	)	PUNCT
eurjchem-718	176	14	(	(	PUNCT
eurjchem-718	176	15	2013	2013	NUM
eurjchem-718	176	16	)	)	PUNCT
eurjchem-718	176	17	1‐6	1‐6	NUM
eurjchem-718	176	18	5	5	NUM
eurjchem-718	176	19	scheme	scheme	NOUN
eurjchem-718	176	20	3	3	NUM
eurjchem-718	176	21	2.2.9	2.2.9	NUM
eurjchem-718	176	22	.	.	PUNCT
eurjchem-718	177	1	synthesis	synthesis	NOUN
eurjchem-718	177	2	of	of	ADP
eurjchem-718	177	3	1‐(3‐hydroxypropyl)‐4‐(2‐phenyl‐6‐	1‐(3‐hydroxypropyl)‐4‐(2‐phenyl‐6‐	PROPN
eurjchem-718	177	4	(	(	PUNCT
eurjchem-718	177	5	pyrrolidin‐1‐yl)pyrimidin‐4‐yl)pyrrolidin‐2‐one	pyrrolidin‐1‐yl)pyrimidin‐4‐yl)pyrrolidin‐2‐one	NUM
eurjchem-718	177	6	(	(	PUNCT
eurjchem-718	177	7	15	15	NUM
eurjchem-718	177	8	)	)	PUNCT
eurjchem-718	177	9	to	to	ADP
eurjchem-718	177	10	a	a	DET
eurjchem-718	177	11	cooled	cooled	ADJ
eurjchem-718	177	12	(	(	PUNCT
eurjchem-718	177	13	‐5	‐5	PROPN
eurjchem-718	177	14	°	°	NUM
eurjchem-718	177	15	c	c	NOUN
eurjchem-718	177	16	)	)	PUNCT
eurjchem-718	177	17	solution	solution	NOUN
eurjchem-718	177	18	of	of	ADP
eurjchem-718	177	19	compound	compound	NOUN
eurjchem-718	177	20	6	6	NUM
eurjchem-718	177	21	g	g	NOUN
eurjchem-718	177	22	(	(	PUNCT
eurjchem-718	177	23	471	471	NUM
eurjchem-718	177	24	mg	mg	PROPN
eurjchem-718	177	25	,	,	PUNCT
eurjchem-718	177	26	1.503	1.503	NUM
eurjchem-718	177	27	mmol	mmol	NOUN
eurjchem-718	177	28	)	)	PUNCT
eurjchem-718	177	29	in	in	ADP
eurjchem-718	177	30	anh	anh	NOUN
eurjchem-718	177	31	.	.	PUNCT
eurjchem-718	178	1	ch2cl2	ch2cl2	PUNCT
eurjchem-718	178	2	(	(	PUNCT
eurjchem-718	178	3	5	5	NUM
eurjchem-718	178	4	ml	ml	NOUN
eurjchem-718	178	5	)	)	PUNCT
eurjchem-718	178	6	was	be	AUX
eurjchem-718	178	7	added	add	VERB
eurjchem-718	178	8	anh	anh	NOUN
eurjchem-718	178	9	.	.	PUNCT
eurjchem-718	179	1	et3n	et3n	PROPN
eurjchem-718	179	2	(	(	PUNCT
eurjchem-718	179	3	252	252	NUM
eurjchem-718	179	4	µl	µl	ADP
eurjchem-718	179	5	,	,	PUNCT
eurjchem-718	179	6	1.804	1.804	NUM
eurjchem-718	179	7	mmol	mmol	NOUN
eurjchem-718	179	8	)	)	PUNCT
eurjchem-718	179	9	followed	follow	VERB
eurjchem-718	179	10	by	by	ADP
eurjchem-718	179	11	addition	addition	NOUN
eurjchem-718	179	12	of	of	ADP
eurjchem-718	179	13	methanesulfonyl	methanesulfonyl	NOUN
eurjchem-718	179	14	chloride	chloride	NOUN
eurjchem-718	179	15	(	(	PUNCT
eurjchem-718	179	16	116	116	NUM
eurjchem-718	179	17	µl	µl	NOUN
eurjchem-718	179	18	,	,	PUNCT
eurjchem-718	179	19	1.503	1.503	NUM
eurjchem-718	179	20	mmol	mmol	NOUN
eurjchem-718	179	21	)	)	PUNCT
eurjchem-718	179	22	and	and	CCONJ
eurjchem-718	179	23	the	the	DET
eurjchem-718	179	24	resulting	result	VERB
eurjchem-718	179	25	mixture	mixture	NOUN
eurjchem-718	179	26	was	be	AUX
eurjchem-718	179	27	stirred	stir	VERB
eurjchem-718	179	28	at	at	ADP
eurjchem-718	179	29	‐	‐	NOUN
eurjchem-718	179	30	5	5	NUM
eurjchem-718	179	31	°	°	ADP
eurjchem-718	179	32	c	c	NOUN
eurjchem-718	179	33	for	for	ADP
eurjchem-718	179	34	20	20	NUM
eurjchem-718	179	35	min	min	NOUN
eurjchem-718	179	36	.	.	PROPN
eurjchem-718	180	1	and	and	CCONJ
eurjchem-718	180	2	then	then	ADV
eurjchem-718	180	3	at	at	ADP
eurjchem-718	180	4	r.t	r.t	PROPN
eurjchem-718	180	5	.	.	PROPN
eurjchem-718	181	1	for	for	ADP
eurjchem-718	181	2	1	1	NUM
eurjchem-718	181	3	h.	h.	NOUN
eurjchem-718	181	4	the	the	DET
eurjchem-718	181	5	reaction	reaction	NOUN
eurjchem-718	181	6	mixture	mixture	NOUN
eurjchem-718	181	7	was	be	AUX
eurjchem-718	181	8	directly	directly	ADV
eurjchem-718	181	9	(	(	PUNCT
eurjchem-718	181	10	without	without	ADP
eurjchem-718	181	11	previous	previous	ADJ
eurjchem-718	181	12	evaporation	evaporation	NOUN
eurjchem-718	181	13	)	)	PUNCT
eurjchem-718	181	14	purified	purify	VERB
eurjchem-718	181	15	by	by	ADP
eurjchem-718	181	16	fc	fc	PROPN
eurjchem-718	181	17	(	(	PUNCT
eurjchem-718	181	18	etoac	etoac	ADJ
eurjchem-718	181	19	)	)	PUNCT
eurjchem-718	181	20	.	.	PUNCT
eurjchem-718	182	1	fractions	fraction	NOUN
eurjchem-718	182	2	containing	contain	VERB
eurjchem-718	182	3	the	the	DET
eurjchem-718	182	4	intermediate	intermediate	ADJ
eurjchem-718	182	5	mono‐mesylate	mono‐mesylate	NOUN
eurjchem-718	182	6	were	be	AUX
eurjchem-718	182	7	combined	combine	VERB
eurjchem-718	182	8	,	,	PUNCT
eurjchem-718	182	9	evaporated	evaporate	VERB
eurjchem-718	182	10	in	in	ADP
eurjchem-718	182	11	vacuum	vacuum	NOUN
eurjchem-718	182	12	,	,	PUNCT
eurjchem-718	182	13	and	and	CCONJ
eurjchem-718	182	14	the	the	DET
eurjchem-718	182	15	residue	residue	NOUN
eurjchem-718	182	16	was	be	AUX
eurjchem-718	182	17	dried	dry	VERB
eurjchem-718	182	18	under	under	ADP
eurjchem-718	182	19	high	high	ADJ
eurjchem-718	182	20	vacuum	vacuum	NOUN
eurjchem-718	182	21	(	(	PUNCT
eurjchem-718	182	22	r.t./0.1	r.t./0.1	PROPN
eurjchem-718	182	23	torr	torr	PROPN
eurjchem-718	182	24	)	)	PUNCT
eurjchem-718	182	25	.	.	PUNCT
eurjchem-718	183	1	the	the	DET
eurjchem-718	183	2	residue	residue	NOUN
eurjchem-718	183	3	was	be	AUX
eurjchem-718	183	4	dissolved	dissolve	VERB
eurjchem-718	183	5	in	in	ADP
eurjchem-718	183	6	anhydrous	anhydrous	ADJ
eurjchem-718	183	7	ch2cl2	ch2cl2	X
eurjchem-718	183	8	(	(	PUNCT
eurjchem-718	183	9	5	5	NUM
eurjchem-718	183	10	ml	ml	NOUN
eurjchem-718	183	11	)	)	PUNCT
eurjchem-718	183	12	under	under	ADP
eurjchem-718	183	13	argon	argon	NOUN
eurjchem-718	183	14	followed	follow	VERB
eurjchem-718	183	15	by	by	ADP
eurjchem-718	183	16	addition	addition	NOUN
eurjchem-718	183	17	of	of	ADP
eurjchem-718	183	18	pyrrolidine	pyrrolidine	NOUN
eurjchem-718	183	19	(	(	PUNCT
eurjchem-718	183	20	253	253	NUM
eurjchem-718	183	21	µl	µl	ADP
eurjchem-718	183	22	,	,	PUNCT
eurjchem-718	183	23	3	3	NUM
eurjchem-718	183	24	mmol	mmol	NOUN
eurjchem-718	183	25	)	)	PUNCT
eurjchem-718	183	26	,	,	PUNCT
eurjchem-718	183	27	the	the	DET
eurjchem-718	183	28	mixture	mixture	NOUN
eurjchem-718	183	29	was	be	AUX
eurjchem-718	183	30	stirred	stir	VERB
eurjchem-718	183	31	at	at	ADP
eurjchem-718	183	32	r.t	r.t	PROPN
eurjchem-718	183	33	.	.	PROPN
eurjchem-718	183	34	for	for	ADP
eurjchem-718	183	35	two	two	NUM
eurjchem-718	183	36	days	day	NOUN
eurjchem-718	183	37	,	,	PUNCT
eurjchem-718	183	38	and	and	CCONJ
eurjchem-718	183	39	evaporated	evaporate	VERB
eurjchem-718	183	40	in	in	ADP
eurjchem-718	183	41	vacuum	vacuum	NOUN
eurjchem-718	183	42	.	.	PUNCT
eurjchem-718	184	1	the	the	DET
eurjchem-718	184	2	residue	residue	NOUN
eurjchem-718	184	3	was	be	AUX
eurjchem-718	184	4	purified	purify	VERB
eurjchem-718	184	5	by	by	ADP
eurjchem-718	184	6	fc	fc	PROPN
eurjchem-718	184	7	(	(	PUNCT
eurjchem-718	184	8	etoac	etoac	ADJ
eurjchem-718	184	9	:	:	PUNCT
eurjchem-718	184	10	meoh	meoh	PROPN
eurjchem-718	184	11	,	,	PUNCT
eurjchem-718	184	12	10:1	10:1	NUM
eurjchem-718	184	13	)	)	PUNCT
eurjchem-718	184	14	.	.	PUNCT
eurjchem-718	185	1	fractions	fraction	NOUN
eurjchem-718	185	2	containing	contain	VERB
eurjchem-718	185	3	the	the	DET
eurjchem-718	185	4	product	product	NOUN
eurjchem-718	185	5	were	be	AUX
eurjchem-718	185	6	combined	combine	VERB
eurjchem-718	185	7	,	,	PUNCT
eurjchem-718	185	8	volatile	volatile	ADJ
eurjchem-718	185	9	components	component	NOUN
eurjchem-718	185	10	were	be	AUX
eurjchem-718	185	11	evaporated	evaporate	VERB
eurjchem-718	185	12	in	in	ADP
eurjchem-718	185	13	vacuo	vacuo	PROPN
eurjchem-718	185	14	,	,	PUNCT
eurjchem-718	185	15	and	and	CCONJ
eurjchem-718	185	16	the	the	DET
eurjchem-718	185	17	residue	residue	NOUN
eurjchem-718	185	18	was	be	AUX
eurjchem-718	185	19	purified	purify	VERB
eurjchem-718	185	20	by	by	ADP
eurjchem-718	185	21	mplc	mplc	NOUN
eurjchem-718	185	22	(	(	PUNCT
eurjchem-718	185	23	etoac	etoac	ADJ
eurjchem-718	185	24	:	:	PUNCT
eurjchem-718	185	25	meoh	meoh	PROPN
eurjchem-718	185	26	,	,	PUNCT
eurjchem-718	185	27	10:1	10:1	NUM
eurjchem-718	185	28	)	)	PUNCT
eurjchem-718	185	29	.	.	PUNCT
eurjchem-718	186	1	fractions	fraction	NOUN
eurjchem-718	186	2	containing	contain	VERB
eurjchem-718	186	3	the	the	DET
eurjchem-718	186	4	product	product	NOUN
eurjchem-718	186	5	were	be	AUX
eurjchem-718	186	6	combined	combine	VERB
eurjchem-718	186	7	and	and	CCONJ
eurjchem-718	186	8	volatile	volatile	ADJ
eurjchem-718	186	9	components	component	NOUN
eurjchem-718	186	10	were	be	AUX
eurjchem-718	186	11	evaporated	evaporate	VERB
eurjchem-718	186	12	in	in	ADP
eurjchem-718	186	13	vacuum	vacuum	NOUN
eurjchem-718	186	14	to	to	PART
eurjchem-718	186	15	give	give	VERB
eurjchem-718	186	16	compound	compound	NOUN
eurjchem-718	186	17	15	15	NUM
eurjchem-718	186	18	(	(	PUNCT
eurjchem-718	186	19	scheme	scheme	NOUN
eurjchem-718	186	20	3	3	NUM
eurjchem-718	186	21	)	)	PUNCT
eurjchem-718	186	22	.	.	PUNCT
eurjchem-718	187	1	yield	yield	NOUN
eurjchem-718	187	2	:	:	PUNCT
eurjchem-718	187	3	174	174	NUM
eurjchem-718	187	4	mg	mg	PROPN
eurjchem-718	187	5	(	(	PUNCT
eurjchem-718	187	6	31	31	NUM
eurjchem-718	187	7	%	%	NOUN
eurjchem-718	187	8	)	)	PUNCT
eurjchem-718	187	9	of	of	ADP
eurjchem-718	187	10	white	white	PROPN
eurjchem-718	187	11	solid	solid	PROPN
eurjchem-718	187	12	.	.	PUNCT
eurjchem-718	188	1	m.p	m.p	PROPN
eurjchem-718	188	2	.	.	PROPN
eurjchem-718	188	3	:	:	PUNCT
eurjchem-718	189	1	101‐105	101‐105	PROPN
eurjchem-718	189	2	°	°	PROPN
eurjchem-718	189	3	c	c	PROPN
eurjchem-718	189	4	(	(	PUNCT
eurjchem-718	189	5	white	white	X
eurjchem-718	189	6	solid	solid	ADJ
eurjchem-718	189	7	)	)	PUNCT
eurjchem-718	189	8	.	.	PUNCT
eurjchem-718	190	1	ft‐ir	ft‐ir	NOUN
eurjchem-718	190	2	(	(	PUNCT
eurjchem-718	190	3	kbr	kbr	PROPN
eurjchem-718	190	4	,	,	PUNCT
eurjchem-718	190	5	cm‐1	cm‐1	PROPN
eurjchem-718	190	6	):	):	PUNCT
eurjchem-718	190	7	3406	3406	NUM
eurjchem-718	190	8	(ch	(ch	NOUN
eurjchem-718	190	9	)	)	PUNCT
eurjchem-718	190	10	(	(	PUNCT
eurjchem-718	190	11	alcohol	alcohol	NOUN
eurjchem-718	190	12	)	)	PUNCT
eurjchem-718	190	13	,	,	PUNCT
eurjchem-718	190	14	2942	2942	NUM
eurjchem-718	190	15	(ch	(ch	NOUN
eurjchem-718	190	16	)	)	PUNCT
eurjchem-718	190	17	(	(	PUNCT
eurjchem-718	190	18	alkyl	alkyl	NOUN
eurjchem-718	190	19	)	)	PUNCT
eurjchem-718	190	20	,	,	PUNCT
eurjchem-718	190	21	2872	2872	NUM
eurjchem-718	190	22	(ch	(ch	NOUN
eurjchem-718	190	23	)	)	PUNCT
eurjchem-718	190	24	(	(	PUNCT
eurjchem-718	190	25	alkyl	alkyl	NOUN
eurjchem-718	190	26	)	)	PUNCT
eurjchem-718	190	27	,	,	PUNCT
eurjchem-718	190	28	1668	1668	NUM
eurjchem-718	190	29	(c	(c	PROPN
eurjchem-718	190	30	=	=	SYM
eurjchem-718	190	31	o	o	NOUN
eurjchem-718	190	32	)	)	PUNCT
eurjchem-718	190	33	(	(	PUNCT
eurjchem-718	190	34	amide	amide	NOUN
eurjchem-718	190	35	)	)	PUNCT
eurjchem-718	190	36	,	,	PUNCT
eurjchem-718	190	37	1596	1596	NUM
eurjchem-718	190	38	,	,	PUNCT
eurjchem-718	190	39	1536	1536	NUM
eurjchem-718	190	40	,	,	PUNCT
eurjchem-718	190	41	1505	1505	NUM
eurjchem-718	190	42	,	,	PUNCT
eurjchem-718	190	43	1455	1455	NUM
eurjchem-718	190	44	,	,	PUNCT
eurjchem-718	190	45	1381	1381	NUM
eurjchem-718	190	46	,	,	PUNCT
eurjchem-718	190	47	1347	1347	NUM
eurjchem-718	190	48	,	,	PUNCT
eurjchem-718	190	49	1168	1168	NUM
eurjchem-718	190	50	,	,	PUNCT
eurjchem-718	190	51	1062	1062	NUM
eurjchem-718	190	52	,	,	PUNCT
eurjchem-718	190	53	1028	1028	NUM
eurjchem-718	190	54	,	,	PUNCT
eurjchem-718	190	55	700	700	NUM
eurjchem-718	190	56	.	.	PUNCT
eurjchem-718	191	1	1h	1h	NUM
eurjchem-718	191	2	nmr	nmr	NOUN
eurjchem-718	191	3	(	(	PUNCT
eurjchem-718	191	4	300	300	NUM
eurjchem-718	191	5	mhz	mhz	NOUN
eurjchem-718	191	6	,	,	PUNCT
eurjchem-718	191	7	dmso‐d6	dmso‐d6	PROPN
eurjchem-718	191	8	,	,	PUNCT
eurjchem-718	191	9	δ	δ	PROPN
eurjchem-718	191	10	,	,	PUNCT
eurjchem-718	191	11	ppm	ppm	NOUN
eurjchem-718	191	12	):	):	PUNCT
eurjchem-718	191	13	1.64	1.64	NUM
eurjchem-718	191	14	(	(	PUNCT
eurjchem-718	191	15	p	p	X
eurjchem-718	191	16	,	,	PUNCT
eurjchem-718	191	17	2h	2h	NUM
eurjchem-718	191	18	,	,	PUNCT
eurjchem-718	191	19	j	j	PROPN
eurjchem-718	191	20	=	=	SYM
eurjchem-718	191	21	6.8	6.8	NUM
eurjchem-718	191	22	hz	hz	VERB
eurjchem-718	191	23	,	,	PUNCT
eurjchem-718	191	24	ch2ch2ch2	ch2ch2ch2	NOUN
eurjchem-718	191	25	)	)	PUNCT
eurjchem-718	191	26	,	,	PUNCT
eurjchem-718	191	27	1.97	1.97	NUM
eurjchem-718	191	28	(	(	PUNCT
eurjchem-718	191	29	br	br	PROPN
eurjchem-718	191	30	s	s	PROPN
eurjchem-718	191	31	,	,	PUNCT
eurjchem-718	191	32	4h	4h	NUM
eurjchem-718	191	33	,	,	PUNCT
eurjchem-718	191	34	2×ch2	2×ch2	ADJ
eurjchem-718	191	35	of	of	ADP
eurjchem-718	191	36	pyrrolidine	pyrrolidine	NOUN
eurjchem-718	191	37	)	)	PUNCT
eurjchem-718	191	38	,	,	PUNCT
eurjchem-718	191	39	2.63	2.63	NUM
eurjchem-718	191	40	(	(	PUNCT
eurjchem-718	191	41	d	d	NOUN
eurjchem-718	191	42	,	,	PUNCT
eurjchem-718	191	43	2h	2h	NUM
eurjchem-718	191	44	,	,	PUNCT
eurjchem-718	191	45	j	j	PROPN
eurjchem-718	191	46	=	=	SYM
eurjchem-718	191	47	8.1	8.1	NUM
eurjchem-718	191	48	hz	hz	VERB
eurjchem-718	191	49	,	,	PUNCT
eurjchem-718	191	50	4'‐ch2	4'‐ch2	NUM
eurjchem-718	191	51	)	)	PUNCT
eurjchem-718	191	52	,	,	PUNCT
eurjchem-718	191	53	3.21‐3.36	3.21‐3.36	NUM
eurjchem-718	191	54	(	(	PUNCT
eurjchem-718	191	55	m	m	PROPN
eurjchem-718	191	56	,	,	PUNCT
eurjchem-718	191	57	2h	2h	NUM
eurjchem-718	191	58	,	,	PUNCT
eurjchem-718	191	59	ch2ch2ch2n	ch2ch2ch2n	PROPN
eurjchem-718	191	60	)	)	PUNCT
eurjchem-718	191	61	,	,	PUNCT
eurjchem-718	191	62	3.36‐3.46	3.36‐3.46	NUM
eurjchem-718	191	63	(	(	PUNCT
eurjchem-718	191	64	m	m	PROPN
eurjchem-718	191	65	,	,	PUNCT
eurjchem-718	191	66	5h	5h	NUM
eurjchem-718	191	67	,	,	PUNCT
eurjchem-718	191	68	2×ch2n	2×ch2n	NUM
eurjchem-718	191	69	of	of	ADP
eurjchem-718	191	70	pyrrolidine	pyrrolidine	NOUN
eurjchem-718	191	71	and	and	CCONJ
eurjchem-718	191	72	3'‐	3'‐	NUM
eurjchem-718	191	73	h	h	NOUN
eurjchem-718	191	74	)	)	PUNCT
eurjchem-718	191	75	,	,	PUNCT
eurjchem-718	191	76	3.50‐3.66	3.50‐3.66	NUM
eurjchem-718	191	77	(	(	PUNCT
eurjchem-718	191	78	m	m	PROPN
eurjchem-718	191	79	,	,	PUNCT
eurjchem-718	191	80	3h	3h	NUM
eurjchem-718	191	81	,	,	PUNCT
eurjchem-718	191	82	ch2ch2ch2o	ch2ch2ch2o	NOUN
eurjchem-718	191	83	and	and	CCONJ
eurjchem-718	191	84	2'‐ha	2'‐ha	NUM
eurjchem-718	191	85	)	)	PUNCT
eurjchem-718	191	86	,	,	PUNCT
eurjchem-718	191	87	3.73	3.73	NUM
eurjchem-718	191	88	(	(	PUNCT
eurjchem-718	191	89	t	t	PROPN
eurjchem-718	191	90	,	,	PUNCT
eurjchem-718	191	91	1h	1h	NUM
eurjchem-718	191	92	,	,	PUNCT
eurjchem-718	191	93	j	j	PROPN
eurjchem-718	191	94	=	=	SYM
eurjchem-718	191	95	7.5	7.5	NUM
eurjchem-718	191	96	hz	hz	NOUN
eurjchem-718	191	97	,	,	PUNCT
eurjchem-718	191	98	2'‐hb	2'‐hb	NUM
eurjchem-718	191	99	)	)	PUNCT
eurjchem-718	191	100	,	,	PUNCT
eurjchem-718	191	101	4.43	4.43	NUM
eurjchem-718	191	102	(	(	PUNCT
eurjchem-718	191	103	br	br	PROPN
eurjchem-718	191	104	s	s	PROPN
eurjchem-718	191	105	,	,	PUNCT
eurjchem-718	191	106	1h	1h	NUM
eurjchem-718	191	107	,	,	PUNCT
eurjchem-718	191	108	oh	oh	INTJ
eurjchem-718	191	109	)	)	PUNCT
eurjchem-718	191	110	,	,	PUNCT
eurjchem-718	191	111	6.35	6.35	NUM
eurjchem-718	191	112	(	(	PUNCT
eurjchem-718	191	113	s	s	PROPN
eurjchem-718	191	114	,	,	PUNCT
eurjchem-718	191	115	1h	1h	NUM
eurjchem-718	191	116	,	,	PUNCT
eurjchem-718	191	117	5‐h	5‐h	NOUN
eurjchem-718	191	118	)	)	PUNCT
eurjchem-718	191	119	,	,	PUNCT
eurjchem-718	191	120	7.43‐7.48	7.43‐7.48	NUM
eurjchem-718	191	121	(	(	PUNCT
eurjchem-718	191	122	m	m	PROPN
eurjchem-718	191	123	,	,	PUNCT
eurjchem-718	191	124	3h	3h	NUM
eurjchem-718	191	125	,	,	PUNCT
eurjchem-718	191	126	m	m	PROPN
eurjchem-718	191	127	,	,	PUNCT
eurjchem-718	191	128	p‐ph	p‐ph	PROPN
eurjchem-718	191	129	)	)	PUNCT
eurjchem-718	191	130	,	,	PUNCT
eurjchem-718	191	131	8.29‐8.42	8.29‐8.42	NUM
eurjchem-718	191	132	(	(	PUNCT
eurjchem-718	191	133	m	m	PROPN
eurjchem-718	191	134	,	,	PUNCT
eurjchem-718	191	135	2h	2h	NUM
eurjchem-718	191	136	,	,	PUNCT
eurjchem-718	191	137	o‐ph	o‐ph	NUM
eurjchem-718	191	138	)	)	PUNCT
eurjchem-718	191	139	.	.	PUNCT
eurjchem-718	192	1	13c	13c	NOUN
eurjchem-718	192	2	nmr	nmr	NOUN
eurjchem-718	192	3	(	(	PUNCT
eurjchem-718	192	4	75.5	75.5	NUM
eurjchem-718	192	5	mhz	mhz	NOUN
eurjchem-718	192	6	,	,	PUNCT
eurjchem-718	192	7	cdcl3	cdcl3	PROPN
eurjchem-718	192	8	,	,	PUNCT
eurjchem-718	192	9	δ	δ	PROPN
eurjchem-718	192	10	,	,	PUNCT
eurjchem-718	192	11	ppm	ppm	NUM
eurjchem-718	192	12	):	):	PUNCT
eurjchem-718	192	13	25.2	25.2	NUM
eurjchem-718	192	14	,	,	PUNCT
eurjchem-718	192	15	29.6	29.6	NUM
eurjchem-718	192	16	,	,	PUNCT
eurjchem-718	192	17	36.9	36.9	NUM
eurjchem-718	192	18	,	,	PUNCT
eurjchem-718	192	19	38.7	38.7	NUM
eurjchem-718	192	20	,	,	PUNCT
eurjchem-718	192	21	39.0	39.0	NUM
eurjchem-718	192	22	,	,	PUNCT
eurjchem-718	192	23	46.3	46.3	NUM
eurjchem-718	192	24	,	,	PUNCT
eurjchem-718	192	25	52.7	52.7	NUM
eurjchem-718	192	26	,	,	PUNCT
eurjchem-718	192	27	58.5	58.5	NUM
eurjchem-718	192	28	,	,	PUNCT
eurjchem-718	192	29	98.8	98.8	NUM
eurjchem-718	192	30	,	,	PUNCT
eurjchem-718	192	31	128.1	128.1	NUM
eurjchem-718	192	32	,	,	PUNCT
eurjchem-718	192	33	128.2	128.2	NUM
eurjchem-718	192	34	,	,	PUNCT
eurjchem-718	192	35	130.1	130.1	NUM
eurjchem-718	192	36	,	,	PUNCT
eurjchem-718	192	37	138.6	138.6	NUM
eurjchem-718	192	38	,	,	PUNCT
eurjchem-718	192	39	160.7	160.7	NUM
eurjchem-718	192	40	,	,	PUNCT
eurjchem-718	192	41	163.6	163.6	NUM
eurjchem-718	192	42	,	,	PUNCT
eurjchem-718	192	43	167.3	167.3	NUM
eurjchem-718	192	44	,	,	PUNCT
eurjchem-718	192	45	175.0	175.0	NUM
eurjchem-718	192	46	.	.	PUNCT
eurjchem-718	193	1	hrms	hrm	NOUN
eurjchem-718	193	2	(	(	PUNCT
eurjchem-718	193	3	ei	ei	INTJ
eurjchem-718	193	4	):	):	PUNCT
eurjchem-718	193	5	m	m	PROPN
eurjchem-718	193	6	/	/	SYM
eurjchem-718	193	7	z	z	PROPN
eurjchem-718	193	8	found	find	VERB
eurjchem-718	193	9	for	for	ADP
eurjchem-718	193	10	c21h26n4o2	c21h26n4o2	PROPN
eurjchem-718	193	11	:	:	PUNCT
eurjchem-718	193	12	m	m	NOUN
eurjchem-718	193	13	/	/	SYM
eurjchem-718	193	14	z	z	NOUN
eurjchem-718	193	15	=	=	SYM
eurjchem-718	193	16	367.2122	367.2122	NUM
eurjchem-718	193	17	(	(	PUNCT
eurjchem-718	193	18	mh+	mh+	PROPN
eurjchem-718	193	19	)	)	PUNCT
eurjchem-718	193	20	;	;	PUNCT
eurjchem-718	193	21	calcd	calcd	NOUN
eurjchem-718	193	22	.	.	PUNCT
eurjchem-718	193	23	:	:	PUNCT
eurjchem-718	194	1	m	m	X
eurjchem-718	194	2	/	/	SYM
eurjchem-718	194	3	z	z	X
eurjchem-718	194	4	=	=	SYM
eurjchem-718	194	5	367.2134	367.2134	NUM
eurjchem-718	194	6	(	(	PUNCT
eurjchem-718	194	7	mh+	mh+	PROPN
eurjchem-718	194	8	)	)	PUNCT
eurjchem-718	194	9	.	.	PUNCT
eurjchem-718	195	1	2.2.10	2.2.10	NUM
eurjchem-718	195	2	.	.	PUNCT
eurjchem-718	196	1	synthesis	synthesis	NOUN
eurjchem-718	196	2	of	of	ADP
eurjchem-718	196	3	tert‐butyl	tert‐butyl	ADP
eurjchem-718	196	4	4‐(1‐(3‐(benzyloxy)propyl)‐5‐	4‐(1‐(3‐(benzyloxy)propyl)‐5‐	ADJ
eurjchem-718	196	5	oxopyrrolidin‐3‐yl)‐6‐oxo‐2‐phenylpyrimidine‐1(6h)‐	oxopyrrolidin‐3‐yl)‐6‐oxo‐2‐phenylpyrimidine‐1(6h)‐	PROPN
eurjchem-718	196	6	carboxylate	carboxylate	NOUN
eurjchem-718	196	7	(	(	PUNCT
eurjchem-718	196	8	16	16	NUM
eurjchem-718	196	9	)	)	PUNCT
eurjchem-718	196	10	to	to	ADP
eurjchem-718	196	11	a	a	DET
eurjchem-718	196	12	solution	solution	NOUN
eurjchem-718	196	13	of	of	ADP
eurjchem-718	196	14	compound	compound	NOUN
eurjchem-718	196	15	6f	6f	NOUN
eurjchem-718	196	16	(	(	PUNCT
eurjchem-718	196	17	360	360	NUM
eurjchem-718	196	18	mmol	mmol	NOUN
eurjchem-718	196	19	0.89	0.89	NUM
eurjchem-718	196	20	mmol	mmol	NOUN
eurjchem-718	196	21	)	)	PUNCT
eurjchem-718	196	22	in	in	ADP
eurjchem-718	196	23	anh	anh	NOUN
eurjchem-718	196	24	.	.	PUNCT
eurjchem-718	197	1	thf	thf	NOUN
eurjchem-718	197	2	(	(	PUNCT
eurjchem-718	197	3	5	5	NUM
eurjchem-718	197	4	ml	ml	NOUN
eurjchem-718	197	5	)	)	PUNCT
eurjchem-718	197	6	was	be	AUX
eurjchem-718	197	7	added	add	VERB
eurjchem-718	197	8	et3n	et3n	PROPN
eurjchem-718	197	9	(	(	PUNCT
eurjchem-718	197	10	63	63	NUM
eurjchem-718	197	11	ml	ml	NOUN
eurjchem-718	197	12	,	,	PUNCT
eurjchem-718	197	13	0.45	0.45	NUM
eurjchem-718	197	14	mmol	mmol	NOUN
eurjchem-718	197	15	)	)	PUNCT
eurjchem-718	197	16	and	and	CCONJ
eurjchem-718	197	17	dmap	dmap	NOUN
eurjchem-718	197	18	(	(	PUNCT
eurjchem-718	197	19	56	56	NUM
eurjchem-718	197	20	mg	mg	NOUN
eurjchem-718	197	21	,	,	PUNCT
eurjchem-718	197	22	0.45	0.45	NUM
eurjchem-718	197	23	mmol	mmol	NOUN
eurjchem-718	197	24	)	)	PUNCT
eurjchem-718	197	25	followed	follow	VERB
eurjchem-718	197	26	by	by	ADP
eurjchem-718	197	27	addition	addition	NOUN
eurjchem-718	197	28	of	of	ADP
eurjchem-718	197	29	(	(	PUNCT
eurjchem-718	197	30	boc)2o	boc)2o	X
eurjchem-718	197	31	(	(	PUNCT
eurjchem-718	197	32	397	397	NUM
eurjchem-718	197	33	mg	mg	NOUN
eurjchem-718	197	34	,	,	PUNCT
eurjchem-718	197	35	1.78	1.78	NUM
eurjchem-718	197	36	mmol	mmol	NOUN
eurjchem-718	197	37	)	)	PUNCT
eurjchem-718	197	38	and	and	CCONJ
eurjchem-718	197	39	the	the	DET
eurjchem-718	197	40	mixture	mixture	NOUN
eurjchem-718	197	41	was	be	AUX
eurjchem-718	197	42	stirred	stir	VERB
eurjchem-718	197	43	at	at	ADP
eurjchem-718	197	44	r.t	r.t	PROPN
eurjchem-718	197	45	.	.	PROPN
eurjchem-718	198	1	for	for	ADP
eurjchem-718	198	2	3	3	NUM
eurjchem-718	198	3	h.	h.	NOUN
eurjchem-718	198	4	the	the	DET
eurjchem-718	198	5	reaction	reaction	NOUN
eurjchem-718	198	6	mixture	mixture	NOUN
eurjchem-718	198	7	was	be	AUX
eurjchem-718	198	8	diluted	dilute	VERB
eurjchem-718	198	9	with	with	ADP
eurjchem-718	198	10	etoac	etoac	ADJ
eurjchem-718	198	11	(	(	PUNCT
eurjchem-718	198	12	200	200	NUM
eurjchem-718	198	13	ml	ml	NOUN
eurjchem-718	198	14	)	)	PUNCT
eurjchem-718	198	15	and	and	CCONJ
eurjchem-718	198	16	washed	wash	VERB
eurjchem-718	198	17	with	with	ADP
eurjchem-718	198	18	water	water	NOUN
eurjchem-718	198	19	(	(	PUNCT
eurjchem-718	198	20	2×50	2×50	NUM
eurjchem-718	198	21	ml	ml	NOUN
eurjchem-718	198	22	)	)	PUNCT
eurjchem-718	198	23	.	.	PUNCT
eurjchem-718	199	1	the	the	DET
eurjchem-718	199	2	organic	organic	ADJ
eurjchem-718	199	3	phase	phase	NOUN
eurjchem-718	199	4	was	be	AUX
eurjchem-718	199	5	dried	dry	VERB
eurjchem-718	199	6	over	over	ADP
eurjchem-718	199	7	anhydrous	anhydrous	ADJ
eurjchem-718	199	8	na2so4	na2so4	NOUN
eurjchem-718	199	9	,	,	PUNCT
eurjchem-718	199	10	filtered	filter	VERB
eurjchem-718	199	11	,	,	PUNCT
eurjchem-718	199	12	and	and	CCONJ
eurjchem-718	199	13	volatile	volatile	ADJ
eurjchem-718	199	14	components	component	NOUN
eurjchem-718	199	15	were	be	AUX
eurjchem-718	199	16	evaporated	evaporate	VERB
eurjchem-718	199	17	in	in	ADP
eurjchem-718	199	18	vacuum	vacuum	NOUN
eurjchem-718	199	19	.	.	PUNCT
eurjchem-718	200	1	the	the	DET
eurjchem-718	200	2	residue	residue	NOUN
eurjchem-718	200	3	was	be	AUX
eurjchem-718	200	4	purified	purify	VERB
eurjchem-718	200	5	by	by	ADP
eurjchem-718	200	6	cc	cc	PROPN
eurjchem-718	200	7	(	(	PUNCT
eurjchem-718	200	8	etoac	etoac	ADJ
eurjchem-718	200	9	)	)	PUNCT
eurjchem-718	200	10	.	.	PUNCT
eurjchem-718	201	1	fractions	fraction	NOUN
eurjchem-718	201	2	containing	contain	VERB
eurjchem-718	201	3	the	the	DET
eurjchem-718	201	4	product	product	NOUN
eurjchem-718	201	5	were	be	AUX
eurjchem-718	201	6	combined	combine	VERB
eurjchem-718	201	7	and	and	CCONJ
eurjchem-718	201	8	volatile	volatile	ADJ
eurjchem-718	201	9	components	component	NOUN
eurjchem-718	201	10	were	be	AUX
eurjchem-718	201	11	evaporated	evaporate	VERB
eurjchem-718	201	12	in	in	ADP
eurjchem-718	201	13	vacuum	vacuum	NOUN
eurjchem-718	201	14	to	to	PART
eurjchem-718	201	15	give	give	VERB
eurjchem-718	201	16	compound	compound	NOUN
eurjchem-718	201	17	16	16	NUM
eurjchem-718	201	18	(	(	PUNCT
eurjchem-718	201	19	scheme	scheme	NOUN
eurjchem-718	201	20	3	3	NUM
eurjchem-718	201	21	)	)	PUNCT
eurjchem-718	201	22	.	.	PUNCT
eurjchem-718	202	1	yield	yield	NOUN
eurjchem-718	202	2	:	:	PUNCT
eurjchem-718	202	3	365	365	NUM
eurjchem-718	202	4	mg	mg	PROPN
eurjchem-718	202	5	(	(	PUNCT
eurjchem-718	202	6	81	81	NUM
eurjchem-718	202	7	%	%	NOUN
eurjchem-718	202	8	)	)	PUNCT
eurjchem-718	202	9	of	of	ADP
eurjchem-718	202	10	light	light	ADJ
eurjchem-718	202	11	yellowish	yellowish	NOUN
eurjchem-718	202	12	oil	oil	NOUN
eurjchem-718	202	13	.	.	PUNCT
eurjchem-718	203	1	ft‐ir	ft‐ir	NOUN
eurjchem-718	203	2	(	(	PUNCT
eurjchem-718	203	3	nacl	nacl	NOUN
eurjchem-718	203	4	,	,	PUNCT
eurjchem-718	203	5	cm‐1	cm‐1	PROPN
eurjchem-718	203	6	):	):	PUNCT
eurjchem-718	203	7	2930	2930	NUM
eurjchem-718	203	8	(ch	(ch	NOUN
eurjchem-718	203	9	)	)	PUNCT
eurjchem-718	203	10	(	(	PUNCT
eurjchem-718	203	11	alkyl	alkyl	NOUN
eurjchem-718	203	12	)	)	PUNCT
eurjchem-718	203	13	,	,	PUNCT
eurjchem-718	203	14	1767	1767	NUM
eurjchem-718	203	15	(c	(c	PROPN
eurjchem-718	203	16	=	=	SYM
eurjchem-718	203	17	o	o	NOUN
eurjchem-718	203	18	)	)	PUNCT
eurjchem-718	203	19	(	(	PUNCT
eurjchem-718	203	20	ester	ester	NOUN
eurjchem-718	203	21	)	)	PUNCT
eurjchem-718	203	22	,	,	PUNCT
eurjchem-718	203	23	1693	1693	NUM
eurjchem-718	203	24	(c	(c	PROPN
eurjchem-718	203	25	=	=	SYM
eurjchem-718	203	26	o	o	NOUN
eurjchem-718	203	27	)	)	PUNCT
eurjchem-718	203	28	(	(	PUNCT
eurjchem-718	203	29	amide	amide	NOUN
eurjchem-718	203	30	)	)	PUNCT
eurjchem-718	203	31	,	,	PUNCT
eurjchem-718	203	32	1590	1590	NUM
eurjchem-718	203	33	,	,	PUNCT
eurjchem-718	203	34	1573	1573	NUM
eurjchem-718	203	35	,	,	PUNCT
eurjchem-718	203	36	1558	1558	NUM
eurjchem-718	203	37	,	,	PUNCT
eurjchem-718	203	38	1494	1494	NUM
eurjchem-718	203	39	,	,	PUNCT
eurjchem-718	203	40	1455	1455	NUM
eurjchem-718	203	41	,	,	PUNCT
eurjchem-718	203	42	1386	1386	NUM
eurjchem-718	203	43	,	,	PUNCT
eurjchem-718	203	44	1246	1246	NUM
eurjchem-718	203	45	,	,	PUNCT
eurjchem-718	203	46	1132	1132	NUM
eurjchem-718	203	47	,	,	PUNCT
eurjchem-718	203	48	1057	1057	NUM
eurjchem-718	203	49	,	,	PUNCT
eurjchem-718	203	50	852	852	NUM
eurjchem-718	203	51	,	,	PUNCT
eurjchem-718	203	52	698	698	NUM
eurjchem-718	203	53	.	.	PUNCT
eurjchem-718	204	1	1h	1h	NUM
eurjchem-718	204	2	nmr	nmr	NOUN
eurjchem-718	204	3	(	(	PUNCT
eurjchem-718	204	4	300	300	NUM
eurjchem-718	204	5	mhz	mhz	NOUN
eurjchem-718	204	6	,	,	PUNCT
eurjchem-718	204	7	cdcl3	cdcl3	PROPN
eurjchem-718	204	8	,	,	PUNCT
eurjchem-718	204	9	δ	δ	PROPN
eurjchem-718	204	10	,	,	PUNCT
eurjchem-718	204	11	ppm	ppm	NOUN
eurjchem-718	204	12	):	):	PUNCT
eurjchem-718	204	13	1.60	1.60	NUM
eurjchem-718	204	14	(	(	PUNCT
eurjchem-718	204	15	s	s	PROPN
eurjchem-718	204	16	,	,	PUNCT
eurjchem-718	204	17	9h	9h	NUM
eurjchem-718	204	18	,	,	PUNCT
eurjchem-718	204	19	t‐bu	t‐bu	NOUN
eurjchem-718	204	20	)	)	PUNCT
eurjchem-718	204	21	,	,	PUNCT
eurjchem-718	204	22	1.90	1.90	NUM
eurjchem-718	204	23	(	(	PUNCT
eurjchem-718	204	24	dq	dq	PROPN
eurjchem-718	204	25	,	,	PUNCT
eurjchem-718	204	26	2h	2h	NUM
eurjchem-718	204	27	,	,	PUNCT
eurjchem-718	204	28	j	j	PROPN
eurjchem-718	204	29	=	=	SYM
eurjchem-718	204	30	7.5	7.5	NUM
eurjchem-718	204	31	,	,	PUNCT
eurjchem-718	204	32	6.2	6.2	NUM
eurjchem-718	204	33	hz	hz	NOUN
eurjchem-718	204	34	,	,	PUNCT
eurjchem-718	204	35	ch2ch2ch2	ch2ch2ch2	NOUN
eurjchem-718	204	36	)	)	PUNCT
eurjchem-718	204	37	,	,	PUNCT
eurjchem-718	204	38	2.73‐2.94	2.73‐2.94	NUM
eurjchem-718	204	39	(	(	PUNCT
eurjchem-718	204	40	m	m	PROPN
eurjchem-718	204	41	,	,	PUNCT
eurjchem-718	204	42	2h	2h	NUM
eurjchem-718	204	43	,	,	PUNCT
eurjchem-718	204	44	4'‐ch2	4'‐ch2	NUM
eurjchem-718	204	45	)	)	PUNCT
eurjchem-718	204	46	,	,	PUNCT
eurjchem-718	204	47	3.48	3.48	NUM
eurjchem-718	204	48	(	(	PUNCT
eurjchem-718	204	49	t	t	PROPN
eurjchem-718	204	50	,	,	PUNCT
eurjchem-718	204	51	2h	2h	NUM
eurjchem-718	204	52	,	,	PUNCT
eurjchem-718	204	53	j	j	PROPN
eurjchem-718	204	54	=	=	SYM
eurjchem-718	204	55	7.1	7.1	NUM
eurjchem-718	204	56	hz	hz	NOUN
eurjchem-718	204	57	,	,	PUNCT
eurjchem-718	204	58	ch2ch2ch2n	ch2ch2ch2n	PROPN
eurjchem-718	204	59	)	)	PUNCT
eurjchem-718	204	60	,	,	PUNCT
eurjchem-718	204	61	3.53	3.53	NUM
eurjchem-718	204	62	(	(	PUNCT
eurjchem-718	204	63	t	t	PROPN
eurjchem-718	204	64	,	,	PUNCT
eurjchem-718	204	65	2h	2h	NUM
eurjchem-718	204	66	,	,	PUNCT
eurjchem-718	204	67	j	j	PROPN
eurjchem-718	204	68	=	=	SYM
eurjchem-718	204	69	6.1	6.1	NUM
eurjchem-718	204	70	hz	hz	NOUN
eurjchem-718	204	71	,	,	PUNCT
eurjchem-718	204	72	ch2ch2ch2o	ch2ch2ch2o	NOUN
eurjchem-718	204	73	)	)	PUNCT
eurjchem-718	204	74	,	,	PUNCT
eurjchem-718	204	75	3.61‐3.84	3.61‐3.84	NUM
eurjchem-718	204	76	(	(	PUNCT
eurjchem-718	204	77	m	m	PROPN
eurjchem-718	204	78	,	,	PUNCT
eurjchem-718	204	79	3h	3h	NUM
eurjchem-718	204	80	,	,	PUNCT
eurjchem-718	204	81	3'‐h	3'‐h	NUM
eurjchem-718	204	82	and	and	CCONJ
eurjchem-718	204	83	2'‐ch2	2'‐ch2	NUM
eurjchem-718	204	84	)	)	PUNCT
eurjchem-718	204	85	,	,	PUNCT
eurjchem-718	204	86	4.46	4.46	NUM
eurjchem-718	204	87	(	(	PUNCT
eurjchem-718	204	88	s	s	PROPN
eurjchem-718	204	89	,	,	PUNCT
eurjchem-718	204	90	2h	2h	NUM
eurjchem-718	204	91	,	,	PUNCT
eurjchem-718	204	92	phch2o	phch2o	NOUN
eurjchem-718	204	93	)	)	PUNCT
eurjchem-718	204	94	,	,	PUNCT
eurjchem-718	204	95	6.93	6.93	NUM
eurjchem-718	204	96	(	(	PUNCT
eurjchem-718	204	97	s	s	PROPN
eurjchem-718	204	98	,	,	PUNCT
eurjchem-718	204	99	1h	1h	NUM
eurjchem-718	204	100	,	,	PUNCT
eurjchem-718	204	101	5‐h	5‐h	NOUN
eurjchem-718	204	102	)	)	PUNCT
eurjchem-718	204	103	,	,	PUNCT
eurjchem-718	204	104	7.21‐7.36	7.21‐7.36	NUM
eurjchem-718	204	105	(	(	PUNCT
eurjchem-718	204	106	m	m	PROPN
eurjchem-718	204	107	,	,	PUNCT
eurjchem-718	204	108	5h	5h	NUM
eurjchem-718	204	109	,	,	PUNCT
eurjchem-718	204	110	ph	ph	NOUN
eurjchem-718	204	111	)	)	PUNCT
eurjchem-718	204	112	,	,	PUNCT
eurjchem-718	204	113	7.42‐7.54	7.42‐7.54	NUM
eurjchem-718	204	114	(	(	PUNCT
eurjchem-718	204	115	m	m	PROPN
eurjchem-718	204	116	,	,	PUNCT
eurjchem-718	204	117	3h	3h	NUM
eurjchem-718	204	118	,	,	PUNCT
eurjchem-718	204	119	m	m	PROPN
eurjchem-718	204	120	,	,	PUNCT
eurjchem-718	204	121	p‐ph	p‐ph	PROPN
eurjchem-718	204	122	)	)	PUNCT
eurjchem-718	204	123	,	,	PUNCT
eurjchem-718	204	124	8.39‐8.46	8.39‐8.46	NUM
eurjchem-718	204	125	(	(	PUNCT
eurjchem-718	204	126	m	m	PROPN
eurjchem-718	204	127	,	,	PUNCT
eurjchem-718	204	128	2h	2h	NUM
eurjchem-718	204	129	,	,	PUNCT
eurjchem-718	204	130	o‐ph	o‐ph	NUM
eurjchem-718	204	131	)	)	PUNCT
eurjchem-718	204	132	.	.	PUNCT
eurjchem-718	205	1	13c	13c	NOUN
eurjchem-718	205	2	nmr	nmr	NOUN
eurjchem-718	205	3	(	(	PUNCT
eurjchem-718	205	4	cdcl3	cdcl3	NOUN
eurjchem-718	205	5	,	,	PUNCT
eurjchem-718	205	6	75.5	75.5	NUM
eurjchem-718	205	7	mhz	mhz	NOUN
eurjchem-718	205	8	):	):	PUNCT
eurjchem-718	205	9	δ	δ	PROPN
eurjchem-718	205	10	27.8	27.8	NUM
eurjchem-718	205	11	,	,	PUNCT
eurjchem-718	205	12	27.9	27.9	NUM
eurjchem-718	205	13	,	,	PUNCT
eurjchem-718	205	14	37.1	37.1	NUM
eurjchem-718	205	15	,	,	PUNCT
eurjchem-718	205	16	39.1	39.1	NUM
eurjchem-718	205	17	,	,	PUNCT
eurjchem-718	205	18	40.4	40.4	NUM
eurjchem-718	205	19	,	,	PUNCT
eurjchem-718	205	20	52.4	52.4	NUM
eurjchem-718	205	21	,	,	PUNCT
eurjchem-718	205	22	68.0	68.0	NUM
eurjchem-718	205	23	,	,	PUNCT
eurjchem-718	205	24	73.3	73.3	NUM
eurjchem-718	205	25	,	,	PUNCT
eurjchem-718	205	26	85.3	85.3	NUM
eurjchem-718	205	27	,	,	PUNCT
eurjchem-718	205	28	107.6	107.6	NUM
eurjchem-718	205	29	,	,	PUNCT
eurjchem-718	205	30	127.8	127.8	NUM
eurjchem-718	205	31	,	,	PUNCT
eurjchem-718	205	32	128.0	128.0	NUM
eurjchem-718	205	33	,	,	PUNCT
eurjchem-718	205	34	128.6	128.6	NUM
eurjchem-718	205	35	,	,	PUNCT
eurjchem-718	205	36	128.7	128.7	NUM
eurjchem-718	205	37	,	,	PUNCT
eurjchem-718	205	38	131.6	131.6	NUM
eurjchem-718	205	39	,	,	PUNCT
eurjchem-718	205	40	136.6	136.6	NUM
eurjchem-718	205	41	,	,	PUNCT
eurjchem-718	205	42	138.5	138.5	NUM
eurjchem-718	205	43	,	,	PUNCT
eurjchem-718	205	44	149.6	149.6	NUM
eurjchem-718	205	45	,	,	PUNCT
eurjchem-718	205	46	165.6	165.6	NUM
eurjchem-718	205	47	,	,	PUNCT
eurjchem-718	205	48	165.8	165.8	NUM
eurjchem-718	205	49	,	,	PUNCT
eurjchem-718	205	50	173.3	173.3	NUM
eurjchem-718	205	51	.	.	PUNCT
eurjchem-718	206	1	hrms	hrm	NOUN
eurjchem-718	206	2	(	(	PUNCT
eurjchem-718	206	3	ei	ei	INTJ
eurjchem-718	206	4	):	):	PUNCT
eurjchem-718	206	5	m	m	PROPN
eurjchem-718	206	6	/	/	SYM
eurjchem-718	206	7	z	z	PROPN
eurjchem-718	206	8	found	find	VERB
eurjchem-718	206	9	for	for	ADP
eurjchem-718	206	10	c29h33n3o5	c29h33n3o5	PROPN
eurjchem-718	206	11	:	:	PUNCT
eurjchem-718	206	12	m	m	PROPN
eurjchem-718	206	13	/	/	SYM
eurjchem-718	206	14	z	z	NOUN
eurjchem-718	206	15	=	=	SYM
eurjchem-718	206	16	504.2478	504.2478	NUM
eurjchem-718	206	17	(	(	PUNCT
eurjchem-718	206	18	mh+	mh+	PROPN
eurjchem-718	206	19	)	)	PUNCT
eurjchem-718	206	20	;	;	PUNCT
eurjchem-718	206	21	calcd	calcd	NOUN
eurjchem-718	206	22	.	.	PUNCT
eurjchem-718	206	23	:	:	PUNCT
eurjchem-718	207	1	m	m	X
eurjchem-718	207	2	/	/	SYM
eurjchem-718	207	3	z	z	X
eurjchem-718	207	4	=	=	SYM
eurjchem-718	208	1	504.2498	504.2498	NUM
eurjchem-718	208	2	(	(	PUNCT
eurjchem-718	208	3	mh+	mh+	NOUN
eurjchem-718	208	4	)	)	PUNCT
eurjchem-718	208	5	.	.	PUNCT
eurjchem-718	209	1	3	3	X
eurjchem-718	209	2	.	.	NOUN
eurjchem-718	209	3	results	result	NOUN
eurjchem-718	209	4	and	and	CCONJ
eurjchem-718	209	5	discussion	discussion	NOUN
eurjchem-718	209	6	first	first	ADV
eurjchem-718	209	7	,	,	PUNCT
eurjchem-718	209	8	methyl	methyl	NOUN
eurjchem-718	209	9	3‐oxo‐3‐(5‐oxo‐1‐phenylpyrrolidin‐3‐yl	3‐oxo‐3‐(5‐oxo‐1‐phenylpyrrolidin‐3‐yl	NUM
eurjchem-718	209	10	)	)	PUNCT
eurjchem-718	209	11	propanoate	propanoate	NOUN
eurjchem-718	209	12	(	(	PUNCT
eurjchem-718	209	13	10a	10a	NOUN
eurjchem-718	209	14	)	)	PUNCT
eurjchem-718	209	15	was	be	AUX
eurjchem-718	209	16	prepared	prepare	VERB
eurjchem-718	209	17	in	in	ADP
eurjchem-718	209	18	two	two	NUM
eurjchem-718	209	19	steps	step	NOUN
eurjchem-718	209	20	form	form	VERB
eurjchem-718	209	21	itaconic	itaconic	ADJ
eurjchem-718	209	22	acid	acid	NOUN
eurjchem-718	209	23	(	(	PUNCT
eurjchem-718	209	24	7a	7a	NUM
eurjchem-718	209	25	)	)	PUNCT
eurjchem-718	209	26	following	follow	VERB
eurjchem-718	209	27	the	the	DET
eurjchem-718	209	28	literature	literature	NOUN
eurjchem-718	209	29	procedure	procedure	NOUN
eurjchem-718	210	1	[	[	X
eurjchem-718	210	2	16	16	NUM
eurjchem-718	210	3	]	]	PUNCT
eurjchem-718	210	4	.	.	PUNCT
eurjchem-718	211	1	treatment	treatment	NOUN
eurjchem-718	211	2	of	of	ADP
eurjchem-718	211	3	the	the	DET
eurjchem-718	211	4	β‐keto	β‐keto	PUNCT
eurjchem-718	211	5	ester	ester	NOUN
eurjchem-718	211	6	10a	10a	NOUN
eurjchem-718	211	7	with	with	ADP
eurjchem-718	211	8	formamidine	formamidine	ADJ
eurjchem-718	211	9	acetate	acetate	NOUN
eurjchem-718	211	10	(	(	PUNCT
eurjchem-718	211	11	11a	11a	NUM
eurjchem-718	211	12	)	)	PUNCT
eurjchem-718	211	13	,	,	PUNCT
eurjchem-718	211	14	acetamidine	acetamidine	NOUN
eurjchem-718	211	15	hydrochloride	hydrochloride	NOUN
eurjchem-718	211	16	(	(	PUNCT
eurjchem-718	211	17	11b	11b	NOUN
eurjchem-718	211	18	)	)	PUNCT
eurjchem-718	211	19	,	,	PUNCT
eurjchem-718	211	20	benzamidine	benzamidine	NOUN
eurjchem-718	211	21	hydrochloride	hydrochloride	NOUN
eurjchem-718	211	22	(	(	PUNCT
eurjchem-718	211	23	11c	11c	NUM
eurjchem-718	211	24	)	)	PUNCT
eurjchem-718	211	25	,	,	PUNCT
eurjchem-718	212	1	[	[	X
eurjchem-718	212	2	1,1'‐	1,1'‐	NOUN
eurjchem-718	212	3	biphenyl]‐4‐carboxamidine	biphenyl]‐4‐carboxamidine	NOUN
eurjchem-718	212	4	hydrochloride	hydrochloride	NOUN
eurjchem-718	212	5	(	(	PUNCT
eurjchem-718	212	6	11d	11d	NUM
eurjchem-718	212	7	)	)	PUNCT
eurjchem-718	212	8	,	,	PUNCT
eurjchem-718	212	9	and	and	CCONJ
eurjchem-718	212	10	4‐	4‐	NUM
eurjchem-718	212	11	(	(	PUNCT
eurjchem-718	212	12	(	(	PUNCT
eurjchem-718	212	13	pyrrolidin‐1‐yl)methyl)benzamidine	pyrrolidin‐1‐yl)methyl)benzamidine	VERB
eurjchem-718	212	14	dihydrochloride	dihydrochloride	NOUN
eurjchem-718	212	15	(	(	PUNCT
eurjchem-718	212	16	11e	11e	NUM
eurjchem-718	212	17	)	)	PUNCT
eurjchem-718	212	18	in	in	ADP
eurjchem-718	212	19	methanol	methanol	NOUN
eurjchem-718	212	20	in	in	ADP
eurjchem-718	212	21	the	the	DET
eurjchem-718	212	22	presence	presence	NOUN
eurjchem-718	212	23	of	of	ADP
eurjchem-718	212	24	potassium	potassium	NOUN
eurjchem-718	212	25	tert‐butoxide	tert‐butoxide	NOUN
eurjchem-718	212	26	at	at	ADP
eurjchem-718	212	27	room	room	NOUN
eurjchem-718	212	28	temperature	temperature	NOUN
eurjchem-718	212	29	afforded	afford	VERB
eurjchem-718	212	30	the	the	DET
eurjchem-718	212	31	corresponding	corresponding	ADJ
eurjchem-718	212	32	2‐substituted	2‐substitute	VERB
eurjchem-718	212	33	6‐(5‐	6‐(5‐	NUM
eurjchem-718	212	34	oxo‐1‐phenylpyrrolidin‐3‐yl)pyrimidin‐4(3h)‐ones	oxo‐1‐phenylpyrrolidin‐3‐yl)pyrimidin‐4(3h)‐one	NOUN
eurjchem-718	212	35	6a‐e	6a‐e	ADJ
eurjchem-718	212	36	in	in	ADP
eurjchem-718	212	37	33‐	33‐	NUM
eurjchem-718	212	38	72	72	NUM
eurjchem-718	212	39	%	%	NOUN
eurjchem-718	212	40	yields	yield	NOUN
eurjchem-718	212	41	(	(	PUNCT
eurjchem-718	212	42	scheme	scheme	NOUN
eurjchem-718	212	43	2	2	NUM
eurjchem-718	212	44	)	)	PUNCT
eurjchem-718	212	45	.	.	PUNCT
eurjchem-718	213	1	next	next	ADV
eurjchem-718	213	2	,	,	PUNCT
eurjchem-718	213	3	we	we	PRON
eurjchem-718	213	4	tried	try	VERB
eurjchem-718	213	5	to	to	PART
eurjchem-718	213	6	prepare	prepare	VERB
eurjchem-718	213	7	the	the	DET
eurjchem-718	213	8	analogues	analogue	NOUN
eurjchem-718	213	9	of	of	ADP
eurjchem-718	213	10	6a‐e	6a‐e	ADJ
eurjchem-718	213	11	bearing	bear	VERB
eurjchem-718	213	12	polar	polar	ADJ
eurjchem-718	213	13	substituents	substituent	NOUN
eurjchem-718	213	14	at	at	ADP
eurjchem-718	213	15	the	the	DET
eurjchem-718	213	16	pyrrolidine	pyrrolidine	ADJ
eurjchem-718	213	17	nitrogen	nitrogen	NOUN
eurjchem-718	213	18	6	6	NUM
eurjchem-718	213	19	grošelj	grošelj	NOUN
eurjchem-718	213	20	et	et	PROPN
eurjchem-718	213	21	al	al	PROPN
eurjchem-718	213	22	.	.	PUNCT
eurjchem-718	213	23	/	/	SYM
eurjchem-718	213	24	european	european	PROPN
eurjchem-718	213	25	journal	journal	PROPN
eurjchem-718	213	26	of	of	ADP
eurjchem-718	213	27	chemistry	chemistry	NOUN
eurjchem-718	213	28	4	4	NUM
eurjchem-718	213	29	(	(	PUNCT
eurjchem-718	213	30	1	1	NUM
eurjchem-718	213	31	)	)	PUNCT
eurjchem-718	213	32	(	(	PUNCT
eurjchem-718	213	33	2013	2013	NUM
eurjchem-718	213	34	)	)	PUNCT
eurjchem-718	213	35	1‐6	1‐6	NUM
eurjchem-718	213	36	atom	atom	NOUN
eurjchem-718	213	37	following	follow	VERB
eurjchem-718	213	38	the	the	DET
eurjchem-718	213	39	above	above	ADJ
eurjchem-718	213	40	synthetic	synthetic	ADJ
eurjchem-718	213	41	route	route	NOUN
eurjchem-718	213	42	.	.	PUNCT
eurjchem-718	214	1	though	though	SCONJ
eurjchem-718	214	2	treatment	treatment	NOUN
eurjchem-718	214	3	of	of	ADP
eurjchem-718	214	4	itaconic	itaconic	ADJ
eurjchem-718	214	5	acid	acid	NOUN
eurjchem-718	214	6	(	(	PUNCT
eurjchem-718	214	7	7a	7a	NUM
eurjchem-718	214	8	)	)	PUNCT
eurjchem-718	214	9	with	with	ADP
eurjchem-718	214	10	3‐amino‐1‐propanol	3‐amino‐1‐propanol	NUM
eurjchem-718	214	11	(	(	PUNCT
eurjchem-718	214	12	8c	8c	NUM
eurjchem-718	214	13	)	)	PUNCT
eurjchem-718	214	14	and	and	CCONJ
eurjchem-718	214	15	3‐	3‐	NUM
eurjchem-718	214	16	(	(	PUNCT
eurjchem-718	214	17	dimethylamino)propanamine	dimethylamino)propanamine	X
eurjchem-718	214	18	(	(	PUNCT
eurjchem-718	214	19	8d	8d	NUM
eurjchem-718	214	20	)	)	PUNCT
eurjchem-718	214	21	in	in	ADP
eurjchem-718	214	22	water	water	NOUN
eurjchem-718	214	23	under	under	ADP
eurjchem-718	214	24	reflux	reflux	NOUN
eurjchem-718	214	25	[	[	X
eurjchem-718	214	26	18	18	NUM
eurjchem-718	214	27	]	]	PUNCT
eurjchem-718	214	28	did	do	AUX
eurjchem-718	214	29	afford	afford	VERB
eurjchem-718	214	30	the	the	DET
eurjchem-718	214	31	corresponding	correspond	VERB
eurjchem-718	214	32	5‐oxopyrrolidin‐3‐carboxylic	5‐oxopyrrolidin‐3‐carboxylic	ADJ
eurjchem-718	214	33	acids	acid	NOUN
eurjchem-718	214	34	9c	9c	NOUN
eurjchem-718	214	35	and	and	CCONJ
eurjchem-718	214	36	9d	9d	NOUN
eurjchem-718	214	37	,	,	PUNCT
eurjchem-718	214	38	further	further	ADJ
eurjchem-718	214	39	carboxymethylation	carboxymethylation	NOUN
eurjchem-718	214	40	under	under	ADP
eurjchem-718	214	41	masamune‐	masamune‐	PROPN
eurjchem-718	214	42	claisen	claisen	NOUN
eurjchem-718	214	43	conditions	condition	NOUN
eurjchem-718	214	44	did	do	AUX
eurjchem-718	214	45	not	not	PART
eurjchem-718	214	46	give	give	VERB
eurjchem-718	214	47	the	the	DET
eurjchem-718	214	48	desired	desire	VERB
eurjchem-718	214	49	β‐keto	β‐keto	PUNCT
eurjchem-718	214	50	esters	ester	NOUN
eurjchem-718	214	51	.	.	PUNCT
eurjchem-718	215	1	this	this	PRON
eurjchem-718	215	2	was	be	AUX
eurjchem-718	215	3	not	not	PART
eurjchem-718	215	4	really	really	ADV
eurjchem-718	215	5	surprising	surprising	ADJ
eurjchem-718	215	6	,	,	PUNCT
eurjchem-718	215	7	since	since	SCONJ
eurjchem-718	215	8	carboxylic	carboxylic	ADJ
eurjchem-718	215	9	acids	acid	NOUN
eurjchem-718	215	10	bearing	bear	VERB
eurjchem-718	215	11	highly	highly	ADV
eurjchem-718	215	12	polar	polar	ADJ
eurjchem-718	215	13	and/or	and/or	CCONJ
eurjchem-718	215	14	basic	basic	ADJ
eurjchem-718	215	15	substituents	substituent	NOUN
eurjchem-718	215	16	are	be	AUX
eurjchem-718	215	17	usually	usually	ADV
eurjchem-718	215	18	difficult	difficult	ADJ
eurjchem-718	215	19	substrates	substrate	NOUN
eurjchem-718	215	20	for	for	ADP
eurjchem-718	215	21	masamune‐claisen	masamune‐claisen	NOUN
eurjchem-718	215	22	condensations	condensation	NOUN
eurjchem-718	216	1	[	[	X
eurjchem-718	216	2	13	13	NUM
eurjchem-718	216	3	]	]	PUNCT
eurjchem-718	216	4	.	.	PUNCT
eurjchem-718	217	1	on	on	ADP
eurjchem-718	217	2	the	the	DET
eurjchem-718	217	3	other	other	ADJ
eurjchem-718	217	4	hand	hand	NOUN
eurjchem-718	217	5	,	,	PUNCT
eurjchem-718	217	6	condensation	condensation	NOUN
eurjchem-718	217	7	of	of	ADP
eurjchem-718	217	8	dimethyl	dimethyl	PROPN
eurjchem-718	217	9	itaconate	itaconate	PROPN
eurjchem-718	217	10	(	(	PUNCT
eurjchem-718	217	11	7b	7b	PROPN
eurjchem-718	217	12	)	)	PUNCT
eurjchem-718	217	13	with	with	ADP
eurjchem-718	217	14	3‐(benzyloxy	3‐(benzyloxy	ADJ
eurjchem-718	217	15	)	)	PUNCT
eurjchem-718	217	16	propylamine	propylamine	NOUN
eurjchem-718	217	17	(	(	PUNCT
eurjchem-718	217	18	8b	8b	NUM
eurjchem-718	217	19	)	)	PUNCT
eurjchem-718	218	1	[	[	X
eurjchem-718	218	2	19	19	NUM
eurjchem-718	218	3	]	]	X
eurjchem-718	218	4	in	in	ADP
eurjchem-718	218	5	methanol	methanol	NOUN
eurjchem-718	218	6	at	at	ADP
eurjchem-718	218	7	room	room	NOUN
eurjchem-718	218	8	temperature	temperature	NOUN
eurjchem-718	218	9	proceeded	proceed	VERB
eurjchem-718	218	10	smoothly	smoothly	ADV
eurjchem-718	218	11	to	to	PART
eurjchem-718	218	12	afford	afford	VERB
eurjchem-718	218	13	methyl	methyl	NOUN
eurjchem-718	218	14	1‐(3‐(benzyloxy)propyl)‐	1‐(3‐(benzyloxy)propyl)‐	NUM
eurjchem-718	218	15	5‐oxopyrrolidine‐3‐carboxylate	5‐oxopyrrolidine‐3‐carboxylate	PROPN
eurjchem-718	218	16	(	(	PUNCT
eurjchem-718	218	17	12	12	NUM
eurjchem-718	218	18	)	)	PUNCT
eurjchem-718	218	19	in	in	ADP
eurjchem-718	218	20	quantitative	quantitative	ADJ
eurjchem-718	218	21	yield	yield	NOUN
eurjchem-718	218	22	.	.	PUNCT
eurjchem-718	219	1	hydrolysis	hydrolysis	NOUN
eurjchem-718	219	2	of	of	ADP
eurjchem-718	219	3	the	the	DET
eurjchem-718	219	4	ester	ester	NOUN
eurjchem-718	219	5	12	12	NUM
eurjchem-718	219	6	then	then	ADV
eurjchem-718	219	7	gave	give	VERB
eurjchem-718	219	8	the	the	DET
eurjchem-718	219	9	carboxylic	carboxylic	ADJ
eurjchem-718	219	10	acid	acid	NOUN
eurjchem-718	219	11	9b	9b	NOUN
eurjchem-718	219	12	in	in	ADP
eurjchem-718	219	13	87	87	NUM
eurjchem-718	219	14	%	%	NOUN
eurjchem-718	219	15	yield	yield	NOUN
eurjchem-718	219	16	.	.	PUNCT
eurjchem-718	220	1	quite	quite	ADV
eurjchem-718	220	2	expectedly	expectedly	ADV
eurjchem-718	220	3	,	,	PUNCT
eurjchem-718	220	4	masamune‐claisen	masamune‐claisen	NOUN
eurjchem-718	220	5	homologation	homologation	NOUN
eurjchem-718	220	6	of	of	ADP
eurjchem-718	220	7	the	the	DET
eurjchem-718	220	8	carboxylic	carboxylic	ADJ
eurjchem-718	220	9	acid	acid	NOUN
eurjchem-718	220	10	9b	9b	NOUN
eurjchem-718	220	11	with	with	ADP
eurjchem-718	220	12	protected	protect	VERB
eurjchem-718	220	13	oh	oh	NUM
eurjchem-718	220	14	functionality	functionality	NOUN
eurjchem-718	220	15	at	at	ADP
eurjchem-718	220	16	the	the	DET
eurjchem-718	220	17	side	side	NOUN
eurjchem-718	220	18	chain	chain	NOUN
eurjchem-718	220	19	led	lead	VERB
eurjchem-718	220	20	to	to	ADP
eurjchem-718	220	21	the	the	DET
eurjchem-718	220	22	corresponding	corresponding	ADJ
eurjchem-718	220	23	β‐keto	β‐keto	PUNCT
eurjchem-718	220	24	ester	ester	NOUN
eurjchem-718	220	25	10b	10b	NOUN
eurjchem-718	220	26	,	,	PUNCT
eurjchem-718	220	27	which	which	PRON
eurjchem-718	220	28	was	be	AUX
eurjchem-718	220	29	cyclized	cyclize	VERB
eurjchem-718	220	30	with	with	ADP
eurjchem-718	220	31	benzamidine	benzamidine	NOUN
eurjchem-718	220	32	(	(	PUNCT
eurjchem-718	220	33	11c	11c	NOUN
eurjchem-718	220	34	)	)	PUNCT
eurjchem-718	220	35	to	to	PART
eurjchem-718	220	36	furnish	furnish	VERB
eurjchem-718	220	37	6‐(1‐(3‐	6‐(1‐(3‐	NUM
eurjchem-718	220	38	(	(	PUNCT
eurjchem-718	220	39	benzyloxy)propyl)‐5‐oxopyrrolidin‐3‐yl)‐2‐phenylpyrimidin‐	benzyloxy)propyl)‐5‐oxopyrrolidin‐3‐yl)‐2‐phenylpyrimidin‐	PROPN
eurjchem-718	220	40	4(3h)‐one	4(3h)‐one	NUM
eurjchem-718	220	41	(	(	PUNCT
eurjchem-718	220	42	6f	6f	NUM
eurjchem-718	220	43	)	)	PUNCT
eurjchem-718	220	44	in	in	ADP
eurjchem-718	220	45	46	46	NUM
eurjchem-718	220	46	%	%	NOUN
eurjchem-718	220	47	yield	yield	NOUN
eurjchem-718	220	48	over	over	ADP
eurjchem-718	220	49	two	two	NUM
eurjchem-718	220	50	steps	step	NOUN
eurjchem-718	220	51	(	(	PUNCT
eurjchem-718	220	52	scheme	scheme	NOUN
eurjchem-718	220	53	2	2	NUM
eurjchem-718	220	54	)	)	PUNCT
eurjchem-718	220	55	.	.	PUNCT
eurjchem-718	221	1	finally	finally	ADV
eurjchem-718	221	2	,	,	PUNCT
eurjchem-718	221	3	some	some	DET
eurjchem-718	221	4	transformations	transformation	NOUN
eurjchem-718	221	5	and	and	CCONJ
eurjchem-718	221	6	derivatizations	derivatization	NOUN
eurjchem-718	221	7	using	use	VERB
eurjchem-718	221	8	functionalized	functionalized	ADJ
eurjchem-718	221	9	pyrimidinone	pyrimidinone	ADJ
eurjchem-718	221	10	6f	6f	NOUN
eurjchem-718	221	11	as	as	ADP
eurjchem-718	221	12	a	a	DET
eurjchem-718	221	13	starting	starting	NOUN
eurjchem-718	221	14	material	material	NOUN
eurjchem-718	221	15	were	be	AUX
eurjchem-718	221	16	carried	carry	VERB
eurjchem-718	221	17	out	out	ADP
eurjchem-718	221	18	.	.	PUNCT
eurjchem-718	222	1	catalytic	catalytic	ADJ
eurjchem-718	222	2	hydrogenation	hydrogenation	NOUN
eurjchem-718	222	3	under	under	ADP
eurjchem-718	222	4	3	3	NUM
eurjchem-718	222	5	bar	bar	NOUN
eurjchem-718	222	6	of	of	ADP
eurjchem-718	222	7	hydrogen	hydrogen	NOUN
eurjchem-718	222	8	in	in	ADP
eurjchem-718	222	9	the	the	DET
eurjchem-718	222	10	presence	presence	NOUN
eurjchem-718	222	11	of	of	ADP
eurjchem-718	222	12	10	10	NUM
eurjchem-718	222	13	%	%	NOUN
eurjchem-718	222	14	pd‐c	pd‐c	PRON
eurjchem-718	222	15	resulted	result	VERB
eurjchem-718	222	16	in	in	ADP
eurjchem-718	222	17	removal	removal	NOUN
eurjchem-718	222	18	of	of	ADP
eurjchem-718	222	19	the	the	DET
eurjchem-718	222	20	o‐benzyl	o‐benzyl	PUNCT
eurjchem-718	222	21	group	group	NOUN
eurjchem-718	222	22	to	to	PART
eurjchem-718	222	23	afford	afford	VERB
eurjchem-718	222	24	the	the	DET
eurjchem-718	222	25	n'‐(3‐hydroxypropyl)‐substituted	n'‐(3‐hydroxypropyl)‐substitute	VERB
eurjchem-718	222	26	analogue	analogue	NOUN
eurjchem-718	222	27	6	6	NUM
eurjchem-718	222	28	g	g	NOUN
eurjchem-718	222	29	in	in	ADP
eurjchem-718	222	30	60	60	NUM
eurjchem-718	222	31	%	%	NOUN
eurjchem-718	222	32	yield	yield	NOUN
eurjchem-718	222	33	.	.	PUNCT
eurjchem-718	223	1	subsequent	subsequent	ADJ
eurjchem-718	223	2	mesylation	mesylation	NOUN
eurjchem-718	223	3	of	of	ADP
eurjchem-718	223	4	6	6	NUM
eurjchem-718	223	5	g	g	NOUN
eurjchem-718	223	6	with	with	ADP
eurjchem-718	223	7	two	two	NUM
eurjchem-718	223	8	equivalents	equivalent	NOUN
eurjchem-718	223	9	of	of	ADP
eurjchem-718	223	10	mesyl	mesyl	ADJ
eurjchem-718	223	11	chloride	chloride	NOUN
eurjchem-718	223	12	at	at	ADP
eurjchem-718	223	13	‐5	‐5	PROPN
eurjchem-718	223	14	°	°	ADP
eurjchem-718	223	15	c	c	NOUN
eurjchem-718	223	16	→	→	SYM
eurjchem-718	223	17	20	20	NUM
eurjchem-718	223	18	°	°	NOUN
eurjchem-718	223	19	c	c	NOUN
eurjchem-718	223	20	produced	produce	VERB
eurjchem-718	223	21	the	the	DET
eurjchem-718	223	22	bis‐	bis‐	PROPN
eurjchem-718	223	23	o‐mesylate	o‐mesylate	X
eurjchem-718	223	24	13	13	NUM
eurjchem-718	223	25	in	in	ADP
eurjchem-718	223	26	86	86	NUM
eurjchem-718	223	27	%	%	NOUN
eurjchem-718	223	28	yield	yield	NOUN
eurjchem-718	223	29	,	,	PUNCT
eurjchem-718	223	30	while	while	SCONJ
eurjchem-718	223	31	further	further	ADJ
eurjchem-718	223	32	treatment	treatment	NOUN
eurjchem-718	223	33	of	of	ADP
eurjchem-718	223	34	13	13	NUM
eurjchem-718	223	35	with	with	ADP
eurjchem-718	223	36	excess	excess	ADJ
eurjchem-718	223	37	pyrrolidine	pyrrolidine	NOUN
eurjchem-718	223	38	in	in	ADP
eurjchem-718	223	39	refluxing	refluxing	NOUN
eurjchem-718	223	40	dichloromethane	dichloromethane	NOUN
eurjchem-718	223	41	for	for	ADP
eurjchem-718	223	42	19	19	NUM
eurjchem-718	223	43	h	h	NOUN
eurjchem-718	223	44	did	do	AUX
eurjchem-718	223	45	not	not	PART
eurjchem-718	223	46	proceed	proceed	VERB
eurjchem-718	223	47	to	to	ADP
eurjchem-718	223	48	completion	completion	NOUN
eurjchem-718	223	49	and	and	CCONJ
eurjchem-718	223	50	furnished	furnish	VERB
eurjchem-718	223	51	4‐(2‐phenyl‐6‐	4‐(2‐phenyl‐6‐	NUM
eurjchem-718	223	52	(	(	PUNCT
eurjchem-718	223	53	pyrrolidin‐1‐yl)pyrimidin‐4‐yl)‐1‐(3‐(pyrrolidin‐1‐yl)propyl	pyrrolidin‐1‐yl)pyrimidin‐4‐yl)‐1‐(3‐(pyrrolidin‐1‐yl)propyl	PROPN
eurjchem-718	223	54	)	)	PUNCT
eurjchem-718	223	55	pyrrolidin‐2‐one	pyrrolidin‐2‐one	NUM
eurjchem-718	224	1	(	(	PUNCT
eurjchem-718	224	2	14	14	NUM
eurjchem-718	224	3	)	)	PUNCT
eurjchem-718	224	4	along	along	ADP
eurjchem-718	224	5	with	with	ADP
eurjchem-718	224	6	several	several	ADJ
eurjchem-718	224	7	by‐products	by‐product	NOUN
eurjchem-718	224	8	.	.	PUNCT
eurjchem-718	225	1	upon	upon	SCONJ
eurjchem-718	225	2	chromatographic	chromatographic	ADJ
eurjchem-718	225	3	workup	workup	NOUN
eurjchem-718	225	4	,	,	PUNCT
eurjchem-718	225	5	the	the	DET
eurjchem-718	225	6	bis‐substitution	bis‐substitution	NOUN
eurjchem-718	225	7	product	product	NOUN
eurjchem-718	225	8	14	14	NUM
eurjchem-718	225	9	was	be	AUX
eurjchem-718	225	10	isolated	isolate	VERB
eurjchem-718	225	11	in	in	ADP
eurjchem-718	225	12	22	22	NUM
eurjchem-718	225	13	%	%	NOUN
eurjchem-718	225	14	yield	yield	NOUN
eurjchem-718	225	15	.	.	PUNCT
eurjchem-718	226	1	to	to	PART
eurjchem-718	226	2	obtain	obtain	VERB
eurjchem-718	226	3	the	the	DET
eurjchem-718	226	4	mono‐aminated	mono‐aminate	VERB
eurjchem-718	226	5	compound	compound	NOUN
eurjchem-718	226	6	as	as	ADV
eurjchem-718	226	7	well	well	ADV
eurjchem-718	226	8	,	,	PUNCT
eurjchem-718	226	9	the	the	DET
eurjchem-718	226	10	pyridone	pyridone	NOUN
eurjchem-718	226	11	6	6	NUM
eurjchem-718	226	12	g	g	NOUN
eurjchem-718	226	13	was	be	AUX
eurjchem-718	226	14	treated	treat	VERB
eurjchem-718	226	15	first	first	ADV
eurjchem-718	226	16	with	with	ADP
eurjchem-718	226	17	one	one	NUM
eurjchem-718	226	18	equivalent	equivalent	NOUN
eurjchem-718	226	19	of	of	ADP
eurjchem-718	226	20	mesyl	mesyl	ADJ
eurjchem-718	226	21	chloride	chloride	NOUN
eurjchem-718	226	22	at	at	ADP
eurjchem-718	226	23	‐5	‐5	PROPN
eurjchem-718	226	24	°	°	ADP
eurjchem-718	226	25	c	c	NOUN
eurjchem-718	226	26	→	→	SYM
eurjchem-718	226	27	20	20	NUM
eurjchem-718	226	28	°	°	NUM
eurjchem-718	226	29	c	c	NOUN
eurjchem-718	226	30	and	and	CCONJ
eurjchem-718	226	31	the	the	DET
eurjchem-718	226	32	intermediate	intermediate	ADJ
eurjchem-718	226	33	mono‐	mono‐	NOUN
eurjchem-718	226	34	mesylate	mesylate	NOUN
eurjchem-718	226	35	was	be	AUX
eurjchem-718	226	36	treated	treat	VERB
eurjchem-718	226	37	further	far	ADV
eurjchem-718	226	38	with	with	ADP
eurjchem-718	226	39	two	two	NUM
eurjchem-718	226	40	equivalents	equivalent	NOUN
eurjchem-718	226	41	of	of	ADP
eurjchem-718	226	42	pyrrolidine	pyrrolidine	NOUN
eurjchem-718	226	43	in	in	ADP
eurjchem-718	226	44	dichloromethane	dichloromethane	NOUN
eurjchem-718	226	45	at	at	ADP
eurjchem-718	226	46	room	room	NOUN
eurjchem-718	226	47	temperature	temperature	NOUN
eurjchem-718	226	48	for	for	ADP
eurjchem-718	226	49	48	48	NUM
eurjchem-718	226	50	h.	h.	PROPN
eurjchem-718	226	51	subsequent	subsequent	ADJ
eurjchem-718	226	52	chromatographic	chromatographic	ADJ
eurjchem-718	226	53	workup	workup	NOUN
eurjchem-718	226	54	afforded	afford	VERB
eurjchem-718	226	55	1‐(3‐	1‐(3‐	PRON
eurjchem-718	226	56	hydroxypropyl)‐4‐(2‐phenyl‐6‐(pyrrolidin‐1‐yl)pyrimidin‐4‐yl	hydroxypropyl)‐4‐(2‐phenyl‐6‐(pyrrolidin‐1‐yl)pyrimidin‐4‐yl	X
eurjchem-718	226	57	)	)	PUNCT
eurjchem-718	226	58	pyrrolidin‐2‐one	pyrrolidin‐2‐one	NUM
eurjchem-718	227	1	(	(	PUNCT
eurjchem-718	227	2	15	15	NUM
eurjchem-718	227	3	)	)	PUNCT
eurjchem-718	227	4	in	in	ADP
eurjchem-718	227	5	31	31	NUM
eurjchem-718	227	6	%	%	NOUN
eurjchem-718	227	7	yield	yield	NOUN
eurjchem-718	227	8	.	.	PUNCT
eurjchem-718	228	1	it	it	PRON
eurjchem-718	228	2	is	be	AUX
eurjchem-718	228	3	noteworthy	noteworthy	ADJ
eurjchem-718	228	4	,	,	PUNCT
eurjchem-718	228	5	that	that	SCONJ
eurjchem-718	228	6	low	low	ADJ
eurjchem-718	228	7	yields	yield	NOUN
eurjchem-718	228	8	of	of	ADP
eurjchem-718	228	9	the	the	DET
eurjchem-718	228	10	amination	amination	NOUN
eurjchem-718	228	11	products	product	NOUN
eurjchem-718	228	12	14	14	NUM
eurjchem-718	228	13	and	and	CCONJ
eurjchem-718	228	14	15	15	NUM
eurjchem-718	228	15	were	be	AUX
eurjchem-718	228	16	due	due	ADJ
eurjchem-718	228	17	to	to	ADP
eurjchem-718	228	18	incomplete	incomplete	ADJ
eurjchem-718	228	19	conversion	conversion	NOUN
eurjchem-718	228	20	and	and	CCONJ
eurjchem-718	228	21	competitive	competitive	ADJ
eurjchem-718	228	22	formation	formation	NOUN
eurjchem-718	228	23	of	of	ADP
eurjchem-718	228	24	by‐	by‐	NOUN
eurjchem-718	228	25	products	product	NOUN
eurjchem-718	228	26	upon	upon	SCONJ
eurjchem-718	228	27	treatment	treatment	NOUN
eurjchem-718	228	28	of	of	ADP
eurjchem-718	228	29	the	the	DET
eurjchem-718	228	30	mesylates	mesylate	NOUN
eurjchem-718	228	31	with	with	ADP
eurjchem-718	228	32	excess	excess	ADJ
eurjchem-718	228	33	pyrrolidine	pyrrolidine	NOUN
eurjchem-718	228	34	.	.	PUNCT
eurjchem-718	229	1	further	far	ADV
eurjchem-718	229	2	,	,	PUNCT
eurjchem-718	229	3	low	low	ADJ
eurjchem-718	229	4	yield	yield	NOUN
eurjchem-718	229	5	of	of	ADP
eurjchem-718	229	6	the	the	DET
eurjchem-718	229	7	mono‐aminated	mono‐aminated	ADJ
eurjchem-718	229	8	product	product	NOUN
eurjchem-718	229	9	15	15	NUM
eurjchem-718	229	10	could	could	AUX
eurjchem-718	229	11	also	also	ADV
eurjchem-718	229	12	be	be	AUX
eurjchem-718	229	13	explained	explain	VERB
eurjchem-718	229	14	by	by	ADP
eurjchem-718	229	15	lack	lack	NOUN
eurjchem-718	229	16	of	of	ADP
eurjchem-718	229	17	chemoselectivity	chemoselectivity	NOUN
eurjchem-718	229	18	in	in	ADP
eurjchem-718	229	19	the	the	DET
eurjchem-718	229	20	mesylation	mesylation	NOUN
eurjchem-718	229	21	step	step	NOUN
eurjchem-718	229	22	,	,	PUNCT
eurjchem-718	229	23	since	since	SCONJ
eurjchem-718	229	24	formation	formation	NOUN
eurjchem-718	229	25	of	of	ADP
eurjchem-718	229	26	the	the	DET
eurjchem-718	229	27	bis‐mesylate	bis‐mesylate	ADJ
eurjchem-718	229	28	13	13	NUM
eurjchem-718	229	29	as	as	SCONJ
eurjchem-718	229	30	the	the	DET
eurjchem-718	229	31	by‐product	by‐product	NOUN
eurjchem-718	229	32	was	be	AUX
eurjchem-718	229	33	detected	detect	VERB
eurjchem-718	229	34	by	by	ADP
eurjchem-718	229	35	tlc	tlc	PROPN
eurjchem-718	229	36	.	.	PUNCT
eurjchem-718	230	1	acylation	acylation	NOUN
eurjchem-718	230	2	of	of	ADP
eurjchem-718	230	3	pyrimidone	pyrimidone	NOUN
eurjchem-718	230	4	6f	6f	NUM
eurjchem-718	230	5	with	with	ADP
eurjchem-718	230	6	boc2o	boc2o	PROPN
eurjchem-718	230	7	in	in	ADP
eurjchem-718	230	8	the	the	DET
eurjchem-718	230	9	presence	presence	NOUN
eurjchem-718	230	10	of	of	ADP
eurjchem-718	230	11	4‐dimethylaminopyridine	4‐dimethylaminopyridine	PROPN
eurjchem-718	230	12	(	(	PUNCT
eurjchem-718	230	13	dmap	dmap	NOUN
eurjchem-718	230	14	)	)	PUNCT
eurjchem-718	230	15	proceeded	proceed	VERB
eurjchem-718	230	16	smoothly	smoothly	ADV
eurjchem-718	230	17	to	to	PART
eurjchem-718	230	18	furnish	furnish	VERB
eurjchem-718	230	19	the	the	DET
eurjchem-718	230	20	n‐acylated	n‐acylate	VERB
eurjchem-718	230	21	pyrimidone	pyrimidone	NOUN
eurjchem-718	230	22	16	16	NUM
eurjchem-718	230	23	in	in	ADP
eurjchem-718	230	24	81	81	NUM
eurjchem-718	230	25	%	%	NOUN
eurjchem-718	230	26	yield	yield	NOUN
eurjchem-718	230	27	(	(	PUNCT
eurjchem-718	230	28	scheme	scheme	NOUN
eurjchem-718	230	29	3	3	NUM
eurjchem-718	230	30	)	)	PUNCT
eurjchem-718	230	31	.	.	PUNCT
eurjchem-718	231	1	the	the	DET
eurjchem-718	231	2	structures	structure	NOUN
eurjchem-718	231	3	of	of	ADP
eurjchem-718	231	4	newcompounds	newcompound	NOUN
eurjchem-718	231	5	9b	9b	NUM
eurjchem-718	231	6	,	,	PUNCT
eurjchem-718	231	7	10b	10b	NOUN
eurjchem-718	231	8	,	,	PUNCT
eurjchem-718	231	9	6a‐g	6a‐g	NOUN
eurjchem-718	231	10	,	,	PUNCT
eurjchem-718	231	11	and	and	CCONJ
eurjchem-718	231	12	12‐16	12‐16	NUM
eurjchem-718	231	13	were	be	AUX
eurjchem-718	231	14	determined	determine	VERB
eurjchem-718	231	15	by	by	ADP
eurjchem-718	231	16	spectroscopic	spectroscopic	ADJ
eurjchem-718	231	17	methods	method	NOUN
eurjchem-718	231	18	(	(	PUNCT
eurjchem-718	231	19	1h	1h	NUM
eurjchem-718	231	20	nmr	nmr	NOUN
eurjchem-718	231	21	,	,	PUNCT
eurjchem-718	231	22	13c	13c	NOUN
eurjchem-718	231	23	nmr	nmr	PROPN
eurjchem-718	231	24	,	,	PUNCT
eurjchem-718	231	25	ir	ir	PROPN
eurjchem-718	231	26	,	,	PUNCT
eurjchem-718	231	27	hrms	hrm	NOUN
eurjchem-718	231	28	)	)	PUNCT
eurjchem-718	231	29	and	and	CCONJ
eurjchem-718	231	30	by	by	ADP
eurjchem-718	231	31	elemental	elemental	ADJ
eurjchem-718	231	32	analyses	analysis	NOUN
eurjchem-718	231	33	for	for	ADP
eurjchem-718	231	34	c	c	PROPN
eurjchem-718	231	35	,	,	PUNCT
eurjchem-718	231	36	h	h	NOUN
eurjchem-718	231	37	,	,	PUNCT
eurjchem-718	231	38	and	and	CCONJ
eurjchem-718	231	39	n.	n.	NOUN
eurjchem-718	231	40	compounds	compound	VERB
eurjchem-718	231	41	9b	9b	NOUN
eurjchem-718	231	42	,	,	PUNCT
eurjchem-718	231	43	10b	10b	NOUN
eurjchem-718	231	44	,	,	PUNCT
eurjchem-718	231	45	6f	6f	NUM
eurjchem-718	231	46	,	,	PUNCT
eurjchem-718	231	47	g	g	NOUN
eurjchem-718	231	48	,	,	PUNCT
eurjchem-718	231	49	and	and	CCONJ
eurjchem-718	231	50	12‐16	12‐16	NUM
eurjchem-718	231	51	were	be	AUX
eurjchem-718	231	52	not	not	PART
eurjchem-718	231	53	obtained	obtain	VERB
eurjchem-718	231	54	in	in	ADP
eurjchem-718	231	55	analytically	analytically	ADV
eurjchem-718	231	56	pure	pure	ADJ
eurjchem-718	231	57	form	form	NOUN
eurjchem-718	231	58	.	.	PUNCT
eurjchem-718	232	1	their	their	PRON
eurjchem-718	232	2	identities	identity	NOUN
eurjchem-718	232	3	were	be	AUX
eurjchem-718	232	4	confirmed	confirm	VERB
eurjchem-718	232	5	by	by	ADP
eurjchem-718	232	6	13c	13c	NOUN
eurjchem-718	232	7	nmr	nmr	NOUN
eurjchem-718	232	8	and	and	CCONJ
eurjchem-718	232	9	hrms	hrm	NOUN
eurjchem-718	232	10	.	.	PUNCT
eurjchem-718	233	1	spectral	spectral	ADJ
eurjchem-718	233	2	data	datum	NOUN
eurjchem-718	233	3	for	for	ADP
eurjchem-718	233	4	compounds	compound	NOUN
eurjchem-718	233	5	novel	novel	ADJ
eurjchem-718	233	6	compounds	compound	VERB
eurjchem-718	233	7	9b	9b	NOUN
eurjchem-718	233	8	,	,	PUNCT
eurjchem-718	233	9	10b	10b	NOUN
eurjchem-718	233	10	,	,	PUNCT
eurjchem-718	233	11	6a‐g	6a‐g	NOUN
eurjchem-718	233	12	,	,	PUNCT
eurjchem-718	233	13	and	and	CCONJ
eurjchem-718	233	14	12‐16	12‐16	NUM
eurjchem-718	233	15	were	be	AUX
eurjchem-718	233	16	in	in	ADP
eurjchem-718	233	17	agreement	agreement	NOUN
eurjchem-718	233	18	with	with	ADP
eurjchem-718	233	19	the	the	DET
eurjchem-718	233	20	data	datum	NOUN
eurjchem-718	233	21	for	for	ADP
eurjchem-718	233	22	closely	closely	ADV
eurjchem-718	233	23	related	relate	VERB
eurjchem-718	233	24	known	know	VERB
eurjchem-718	233	25	compounds	compound	NOUN
eurjchem-718	233	26	[	[	X
eurjchem-718	233	27	16,17	16,17	NUM
eurjchem-718	233	28	]	]	PUNCT
eurjchem-718	233	29	.	.	PUNCT
eurjchem-718	234	1	structural	structural	ADJ
eurjchem-718	234	2	assignment	assignment	NOUN
eurjchem-718	234	3	of	of	ADP
eurjchem-718	234	4	1‐(3‐hydroxypropyl)‐4‐(2‐phenyl‐6‐	1‐(3‐hydroxypropyl)‐4‐(2‐phenyl‐6‐	PROPN
eurjchem-718	234	5	(	(	PUNCT
eurjchem-718	234	6	pyrrolidin‐1‐yl)pyrimidin‐4‐yl)pyrrolidin‐2‐one	pyrrolidin‐1‐yl)pyrimidin‐4‐yl)pyrrolidin‐2‐one	NUM
eurjchem-718	234	7	(	(	PUNCT
eurjchem-718	234	8	15	15	NUM
eurjchem-718	234	9	)	)	PUNCT
eurjchem-718	234	10	was	be	AUX
eurjchem-718	234	11	based	base	VERB
eurjchem-718	234	12	on	on	ADP
eurjchem-718	234	13	1h	1h	NUM
eurjchem-718	234	14	nmr	nmr	NOUN
eurjchem-718	234	15	data	datum	NOUN
eurjchem-718	234	16	.	.	PUNCT
eurjchem-718	235	1	a	a	DET
eurjchem-718	235	2	broad	broad	ADJ
eurjchem-718	235	3	singlet	singlet	NOUN
eurjchem-718	235	4	at	at	ADP
eurjchem-718	235	5	4.43	4.43	NUM
eurjchem-718	235	6	ppm	ppm	NOUN
eurjchem-718	235	7	was	be	AUX
eurjchem-718	235	8	in	in	ADP
eurjchem-718	235	9	agreement	agreement	NOUN
eurjchem-718	235	10	with	with	ADP
eurjchem-718	235	11	the	the	DET
eurjchem-718	235	12	aliphatic	aliphatic	ADJ
eurjchem-718	235	13	oh	oh	NOUN
eurjchem-718	235	14	group	group	NOUN
eurjchem-718	235	15	,	,	PUNCT
eurjchem-718	235	16	whereas	whereas	SCONJ
eurjchem-718	235	17	the	the	DET
eurjchem-718	235	18	regioisomeric	regioisomeric	NOUN
eurjchem-718	235	19	6‐(5‐oxo‐1‐(3‐(pyrrolidin‐1‐yl)propyl)pyrroli‐	6‐(5‐oxo‐1‐(3‐(pyrrolidin‐1‐yl)propyl)pyrroli‐	ADJ
eurjchem-718	235	20	din‐3‐yl)‐2‐phenylpyrimidin‐4(3h)‐one	din‐3‐yl)‐2‐phenylpyrimidin‐4(3h)‐one	NOUN
eurjchem-718	235	21	should	should	AUX
eurjchem-718	235	22	exhibit	exhibit	VERB
eurjchem-718	235	23	a	a	DET
eurjchem-718	235	24	broad	broad	ADJ
eurjchem-718	235	25	signal	signal	NOUN
eurjchem-718	235	26	at	at	ADP
eurjchem-718	235	27	~12	~12	NUM
eurjchem-718	235	28	ppm	ppm	NOUN
eurjchem-718	235	29	corresponding	correspond	VERB
eurjchem-718	235	30	to	to	ADP
eurjchem-718	235	31	the	the	DET
eurjchem-718	235	32	pyridone	pyridone	NOUN
eurjchem-718	235	33	nh	nh	PROPN
eurjchem-718	235	34	group	group	NOUN
eurjchem-718	235	35	.	.	PUNCT
eurjchem-718	236	1	4	4	X
eurjchem-718	236	2	.	.	X
eurjchem-718	236	3	conclusion	conclusion	NOUN
eurjchem-718	236	4	in	in	ADP
eurjchem-718	236	5	conclusion	conclusion	NOUN
eurjchem-718	236	6	,	,	PUNCT
eurjchem-718	236	7	s	s	VERB
eurjchem-718	236	8	simple	simple	ADJ
eurjchem-718	236	9	three	three	NUM
eurjchem-718	236	10	step	step	NOUN
eurjchem-718	236	11	synthesis	synthesis	NOUN
eurjchem-718	236	12	of	of	ADP
eurjchem-718	236	13	6‐(5‐oxo‐1‐	6‐(5‐oxo‐1‐	NUM
eurjchem-718	236	14	phenylpyrrolidin‐3‐yl)pyrimidin‐4(3h)‐ones	phenylpyrrolidin‐3‐yl)pyrimidin‐4(3h)‐one	NOUN
eurjchem-718	236	15	6a‐f	6a‐f	VERB
eurjchem-718	236	16	from	from	ADP
eurjchem-718	236	17	comer‐	comer‐	NOUN
eurjchem-718	236	18	cially	cially	ADV
eurjchem-718	236	19	available	available	ADJ
eurjchem-718	236	20	itaconic	itaconic	ADJ
eurjchem-718	236	21	acid	acid	NOUN
eurjchem-718	236	22	(	(	PUNCT
eurjchem-718	236	23	7a	7a	NUM
eurjchem-718	236	24	)	)	PUNCT
eurjchem-718	236	25	was	be	AUX
eurjchem-718	236	26	developed	develop	VERB
eurjchem-718	236	27	.	.	PUNCT
eurjchem-718	237	1	the	the	DET
eurjchem-718	237	2	synthesis	synthesis	NOUN
eurjchem-718	237	3	comprises	comprise	VERB
eurjchem-718	237	4	cyclisation	cyclisation	NOUN
eurjchem-718	237	5	of	of	ADP
eurjchem-718	237	6	7a	7a	NUM
eurjchem-718	237	7	with	with	ADP
eurjchem-718	237	8	a	a	DET
eurjchem-718	237	9	primary	primary	ADJ
eurjchem-718	237	10	amine	amine	ADJ
eurjchem-718	237	11	8	8	NUM
eurjchem-718	237	12	,	,	PUNCT
eurjchem-718	237	13	masamune‐claisen	masamune‐claisen	NOUN
eurjchem-718	237	14	homologation	homologation	NOUN
eurjchem-718	237	15	of	of	ADP
eurjchem-718	237	16	5‐pyrrolidone‐3‐carboxylic	5‐pyrrolidone‐3‐carboxylic	ADJ
eurjchem-718	237	17	acid	acid	NOUN
eurjchem-718	237	18	9	9	NUM
eurjchem-718	237	19	,	,	PUNCT
eurjchem-718	237	20	and	and	CCONJ
eurjchem-718	237	21	cyclisation	cyclisation	NOUN
eurjchem-718	237	22	of	of	ADP
eurjchem-718	237	23	the	the	DET
eurjchem-718	237	24	so	so	ADV
eurjchem-718	237	25	formed	form	VERB
eurjchem-718	237	26	β‐keto	β‐keto	PUNCT
eurjchem-718	237	27	ester	ester	NOUN
eurjchem-718	237	28	with	with	ADP
eurjchem-718	237	29	an	an	DET
eurjchem-718	237	30	amidine	amidine	ADJ
eurjchem-718	237	31	11	11	NUM
eurjchem-718	237	32	.	.	PUNCT
eurjchem-718	238	1	unfortunately	unfortunately	ADV
eurjchem-718	238	2	,	,	PUNCT
eurjchem-718	238	3	polar	polar	ADJ
eurjchem-718	238	4	n‐substituents	n‐substituent	NOUN
eurjchem-718	238	5	bearing	bear	VERB
eurjchem-718	238	6	basic	basic	ADJ
eurjchem-718	238	7	or	or	CCONJ
eurjchem-718	238	8	acidic	acidic	ADJ
eurjchem-718	238	9	functional	functional	ADJ
eurjchem-718	238	10	groups	group	NOUN
eurjchem-718	238	11	are	be	AUX
eurjchem-718	238	12	not	not	PART
eurjchem-718	238	13	compatible	compatible	ADJ
eurjchem-718	238	14	with	with	ADP
eurjchem-718	238	15	the	the	DET
eurjchem-718	238	16	masamune‐claisen	masamune‐claisen	NOUN
eurjchem-718	238	17	condensation	condensation	NOUN
eurjchem-718	238	18	;	;	PUNCT
eurjchem-718	238	19	however	however	ADV
eurjchem-718	238	20	,	,	PUNCT
eurjchem-718	238	21	this	this	DET
eurjchem-718	238	22	problem	problem	NOUN
eurjchem-718	238	23	can	can	AUX
eurjchem-718	238	24	be	be	AUX
eurjchem-718	238	25	circumvented	circumvent	VERB
eurjchem-718	238	26	by	by	ADP
eurjchem-718	238	27	suitable	suitable	ADJ
eurjchem-718	238	28	protection	protection	NOUN
eurjchem-718	238	29	of	of	ADP
eurjchem-718	238	30	these	these	DET
eurjchem-718	238	31	functional	functional	ADJ
eurjchem-718	238	32	groups	group	NOUN
eurjchem-718	238	33	or	or	CCONJ
eurjchem-718	238	34	by	by	ADP
eurjchem-718	238	35	transformation	transformation	NOUN
eurjchem-718	238	36	of	of	ADP
eurjchem-718	238	37	the	the	DET
eurjchem-718	238	38	n‐substituents	n‐substituent	NOUN
eurjchem-718	238	39	after	after	ADP
eurjchem-718	238	40	the	the	DET
eurjchem-718	238	41	pyrimidine	pyrimidine	NOUN
eurjchem-718	238	42	ring	ring	NOUN
eurjchem-718	238	43	formation	formation	NOUN
eurjchem-718	238	44	.	.	PUNCT
eurjchem-718	239	1	acknowledgements	acknowledgement	NOUN
eurjchem-718	239	2	this	this	DET
eurjchem-718	239	3	work	work	NOUN
eurjchem-718	239	4	was	be	AUX
eurjchem-718	239	5	supported	support	VERB
eurjchem-718	239	6	by	by	ADP
eurjchem-718	239	7	boehringer‐ingelheim	boehringer‐ingelheim	X
eurjchem-718	239	8	pharma	pharma	PROPN
eurjchem-718	239	9	gmbh	gmbh	PROPN
eurjchem-718	239	10	&	&	CCONJ
eurjchem-718	239	11	co.	co.	PROPN
eurjchem-718	240	1	kg	kg	X
eurjchem-718	240	2	(	(	PUNCT
eurjchem-718	240	3	biberach	biberach	PROPN
eurjchem-718	240	4	,	,	PUNCT
eurjchem-718	240	5	germany	germany	PROPN
eurjchem-718	240	6	)	)	PUNCT
eurjchem-718	240	7	and	and	CCONJ
eurjchem-718	240	8	slovenian	slovenian	ADJ
eurjchem-718	240	9	research	research	NOUN
eurjchem-718	240	10	agency	agency	PROPN
eurjchem-718	240	11	(	(	PUNCT
eurjchem-718	240	12	ljubljana	ljubljana	PROPN
eurjchem-718	240	13	,	,	PUNCT
eurjchem-718	240	14	slovenia	slovenia	PROPN
eurjchem-718	240	15	)	)	PUNCT
eurjchem-718	240	16	(	(	PUNCT
eurjchem-718	240	17	grant	grant	VERB
eurjchem-718	240	18	no	no	PRON
eurjchem-718	240	19	:	:	PUNCT
eurjchem-718	240	20	p1‐0179	p1‐0179	PROPN
eurjchem-718	240	21	)	)	PUNCT
eurjchem-718	240	22	.	.	PUNCT
eurjchem-718	241	1	references	reference	NOUN
eurjchem-718	241	2	[	[	X
eurjchem-718	241	3	1	1	NUM
eurjchem-718	241	4	]	]	PUNCT
eurjchem-718	241	5	.	.	PUNCT
eurjchem-718	242	1	patrick	patrick	PROPN
eurjchem-718	242	2	,	,	PUNCT
eurjchem-718	242	3	g.	g.	PROPN
eurjchem-718	242	4	l.	l.	PROPN
eurjchem-718	243	1	an	an	DET
eurjchem-718	243	2	introduction	introduction	NOUN
eurjchem-718	243	3	to	to	ADP
eurjchem-718	243	4	medicinal	medicinal	ADJ
eurjchem-718	243	5	chemistry	chemistry	NOUN
eurjchem-718	243	6	;	;	PUNCT
eurjchem-718	243	7	3rd	3rd	ADJ
eurjchem-718	243	8	edition	edition	NOUN
eurjchem-718	243	9	,	,	PUNCT
eurjchem-718	243	10	oxford	oxford	PROPN
eurjchem-718	243	11	university	university	PROPN
eurjchem-718	243	12	press	press	NOUN
eurjchem-718	243	13	,	,	PUNCT
eurjchem-718	243	14	2005	2005	NUM
eurjchem-718	243	15	.	.	PUNCT
eurjchem-718	244	1	[	[	X
eurjchem-718	244	2	2	2	NUM
eurjchem-718	244	3	]	]	PUNCT
eurjchem-718	244	4	.	.	PUNCT
eurjchem-718	245	1	kazuta	kazuta	PROPN
eurjchem-718	245	2	,	,	PUNCT
eurjchem-718	245	3	y.	y.	PROPN
eurjchem-718	245	4	;	;	PUNCT
eurjchem-718	245	5	hirano	hirano	PROPN
eurjchem-718	245	6	,	,	PUNCT
eurjchem-718	245	7	k.	k.	PROPN
eurjchem-718	245	8	;	;	PUNCT
eurjchem-718	245	9	natsume	natsume	PROPN
eurjchem-718	245	10	,	,	PUNCT
eurjchem-718	245	11	k.	k.	PROPN
eurjchem-718	245	12	;	;	PUNCT
eurjchem-718	245	13	yamada	yamada	PROPN
eurjchem-718	245	14	,	,	PUNCT
eurjchem-718	245	15	s.	s.	PROPN
eurjchem-718	245	16	;	;	PUNCT
eurjchem-718	245	17	kimura	kimura	PROPN
eurjchem-718	245	18	,	,	PUNCT
eurjchem-718	245	19	r.	r.	PROPN
eurjchem-718	245	20	;	;	PUNCT
eurjchem-718	245	21	matsumoto	matsumoto	PROPN
eurjchem-718	245	22	,	,	PUNCT
eurjchem-718	245	23	s.	s.	PROPN
eurjchem-718	245	24	i.	i.	PROPN
eurjchem-718	245	25	;	;	PUNCT
eurjchem-718	245	26	furuichi	furuichi	PROPN
eurjchem-718	245	27	,	,	PUNCT
eurjchem-718	245	28	k.	k.	PROPN
eurjchem-718	245	29	;	;	PUNCT
eurjchem-718	245	30	matsuda	matsuda	PROPN
eurjchem-718	245	31	,	,	PUNCT
eurjchem-718	245	32	a.	a.	NOUN
eurjchem-718	245	33	;	;	PUNCT
eurjchem-718	245	34	shuto	shuto	PROPN
eurjchem-718	245	35	,	,	PUNCT
eurjchem-718	245	36	s.	s.	PROPN
eurjchem-718	245	37	j.	j.	PROPN
eurjchem-718	245	38	med	med	PROPN
eurjchem-718	245	39	.	.	PROPN
eurjchem-718	245	40	chem	chem	PROPN
eurjchem-718	245	41	.	.	PUNCT
eurjchem-718	246	1	2003	2003	NUM
eurjchem-718	246	2	,	,	PUNCT
eurjchem-718	246	3	46	46	NUM
eurjchem-718	246	4	,	,	PUNCT
eurjchem-718	246	5	1980‐	1980‐	NUM
eurjchem-718	246	6	1989	1989	NUM
eurjchem-718	246	7	.	.	PUNCT
eurjchem-718	247	1	[	[	X
eurjchem-718	247	2	3	3	NUM
eurjchem-718	247	3	]	]	PUNCT
eurjchem-718	247	4	.	.	PUNCT
eurjchem-718	248	1	paillet‐loilier	paillet‐loilier	PROPN
eurjchem-718	248	2	,	,	PUNCT
eurjchem-718	248	3	m.	m.	NOUN
eurjchem-718	248	4	;	;	PUNCT
eurjchem-718	248	5	fabis	fabis	PROPN
eurjchem-718	248	6	,	,	PUNCT
eurjchem-718	248	7	f.	f.	PROPN
eurjchem-718	248	8	;	;	PUNCT
eurjchem-718	248	9	lepailleur	lepailleur	PROPN
eurjchem-718	248	10	,	,	PUNCT
eurjchem-718	248	11	a.	a.	NOUN
eurjchem-718	248	12	;	;	PUNCT
eurjchem-718	248	13	bureau	bureau	PROPN
eurjchem-718	248	14	,	,	PUNCT
eurjchem-718	248	15	r.	r.	PROPN
eurjchem-718	248	16	;	;	PUNCT
eurjchem-718	248	17	butt‐gueulle	butt‐gueulle	PROPN
eurjchem-718	248	18	,	,	PUNCT
eurjchem-718	248	19	s.	s.	PROPN
eurjchem-718	248	20	;	;	PUNCT
eurjchem-718	248	21	dauphin	dauphin	PROPN
eurjchem-718	248	22	,	,	PUNCT
eurjchem-718	248	23	f.	f.	PROPN
eurjchem-718	248	24	;	;	PUNCT
eurjchem-718	248	25	lesnard	lesnard	PROPN
eurjchem-718	248	26	,	,	PUNCT
eurjchem-718	248	27	a.	a.	NOUN
eurjchem-718	248	28	;	;	PUNCT
eurjchem-718	248	29	delarue	delarue	PROPN
eurjchem-718	248	30	,	,	PUNCT
eurjchem-718	248	31	c.	c.	PROPN
eurjchem-718	248	32	;	;	PUNCT
eurjchem-718	248	33	vaudryb	vaudryb	PROPN
eurjchem-718	248	34	,	,	PUNCT
eurjchem-718	248	35	h.	h.	NOUN
eurjchem-718	248	36	;	;	PUNCT
eurjchem-718	248	37	rault	rault	NOUN
eurjchem-718	248	38	,	,	PUNCT
eurjchem-718	248	39	s.	s.	PROPN
eurjchem-718	248	40	bioorg	bioorg	PROPN
eurjchem-718	248	41	.	.	PUNCT
eurjchem-718	249	1	med	med	PROPN
eurjchem-718	249	2	.	.	PROPN
eurjchem-718	249	3	chem	chem	PROPN
eurjchem-718	249	4	.	.	PUNCT
eurjchem-718	250	1	lett	lett	PROPN
eurjchem-718	250	2	.	.	PUNCT
eurjchem-718	251	1	2007	2007	NUM
eurjchem-718	251	2	,	,	PUNCT
eurjchem-718	251	3	17	17	NUM
eurjchem-718	251	4	,	,	PUNCT
eurjchem-718	251	5	3018‐3022	3018‐3022	NUM
eurjchem-718	251	6	.	.	PUNCT
eurjchem-718	252	1	[	[	X
eurjchem-718	252	2	4	4	NUM
eurjchem-718	252	3	]	]	PUNCT
eurjchem-718	252	4	.	.	PUNCT
eurjchem-718	252	5	pullagurla	pullagurla	PROPN
eurjchem-718	252	6	,	,	PUNCT
eurjchem-718	252	7	m.	m.	NOUN
eurjchem-718	252	8	;	;	PUNCT
eurjchem-718	252	9	dukat	dukat	NOUN
eurjchem-718	252	10	,	,	PUNCT
eurjchem-718	252	11	m.	m.	NOUN
eurjchem-718	252	12	;	;	PUNCT
eurjchem-718	252	13	roth	roth	PROPN
eurjchem-718	252	14	,	,	PUNCT
eurjchem-718	252	15	b.	b.	PROPN
eurjchem-718	252	16	l.	l.	PROPN
eurjchem-718	252	17	;	;	PUNCT
eurjchem-718	252	18	setola	setola	PROPN
eurjchem-718	252	19	,	,	PUNCT
eurjchem-718	252	20	v.	v.	PROPN
eurjchem-718	252	21	;	;	PUNCT
eurjchem-718	252	22	glennon	glennon	PROPN
eurjchem-718	252	23	,	,	PUNCT
eurjchem-718	252	24	r.	r.	PROPN
eurjchem-718	252	25	a.	a.	PROPN
eurjchem-718	252	26	med	med	PROPN
eurjchem-718	252	27	.	.	PUNCT
eurjchem-718	252	28	chem	chem	PROPN
eurjchem-718	252	29	.	.	PUNCT
eurjchem-718	253	1	res	re	NOUN
eurjchem-718	253	2	.	.	PROPN
eurjchem-718	253	3	2005	2005	NUM
eurjchem-718	253	4	,	,	PUNCT
eurjchem-718	253	5	14	14	NUM
eurjchem-718	253	6	,	,	PUNCT
eurjchem-718	253	7	1‐18	1‐18	NUM
eurjchem-718	253	8	.	.	PUNCT
eurjchem-718	254	1	[	[	X
eurjchem-718	254	2	5	5	NUM
eurjchem-718	254	3	]	]	PUNCT
eurjchem-718	254	4	.	.	PUNCT
eurjchem-718	255	1	dolle	dolle	PROPN
eurjchem-718	255	2	,	,	PUNCT
eurjchem-718	255	3	r.	r.	PROPN
eurjchem-718	255	4	e.	e.	PROPN
eurjchem-718	255	5	solid‐phase	solid‐phase	PROPN
eurjchem-718	255	6	synthesis	synthesis	NOUN
eurjchem-718	255	7	of	of	ADP
eurjchem-718	255	8	heterocyclic	heterocyclic	ADJ
eurjchem-718	255	9	systems	system	NOUN
eurjchem-718	255	10	(	(	PUNCT
eurjchem-718	255	11	heterocycles	heterocycle	NOUN
eurjchem-718	255	12	containing	contain	VERB
eurjchem-718	255	13	one	one	NUM
eurjchem-718	255	14	heteroatom	heteroatom	NOUN
eurjchem-718	255	15	)	)	PUNCT
eurjchem-718	255	16	.	.	PUNCT
eurjchem-718	256	1	in	in	ADP
eurjchem-718	256	2	handbook	handbook	NOUN
eurjchem-718	256	3	of	of	ADP
eurjchem-718	256	4	combinatorial	combinatorial	ADJ
eurjchem-718	256	5	chemistry	chemistry	NOUN
eurjchem-718	256	6	.	.	PUNCT
eurjchem-718	257	1	drugs	drug	NOUN
eurjchem-718	257	2	,	,	PUNCT
eurjchem-718	257	3	catalysts	catalyst	NOUN
eurjchem-718	257	4	,	,	PUNCT
eurjchem-718	257	5	materials	material	NOUN
eurjchem-718	257	6	,	,	PUNCT
eurjchem-718	257	7	vol	vol	NOUN
eurjchem-718	257	8	.	.	PROPN
eurjchem-718	257	9	2	2	NUM
eurjchem-718	257	10	,	,	PUNCT
eurjchem-718	257	11	nicolaou	nicolaou	NOUN
eurjchem-718	257	12	,	,	PUNCT
eurjchem-718	257	13	k.	k.	PROPN
eurjchem-718	257	14	c.	c.	PROPN
eurjchem-718	257	15	,	,	PUNCT
eurjchem-718	257	16	hanko	hanko	PROPN
eurjchem-718	257	17	,	,	PUNCT
eurjchem-718	257	18	r.	r.	PROPN
eurjchem-718	257	19	,	,	PUNCT
eurjchem-718	257	20	hartwig	hartwig	PROPN
eurjchem-718	257	21	,	,	PUNCT
eurjchem-718	257	22	w.	w.	PROPN
eurjchem-718	257	23	,	,	PUNCT
eurjchem-718	257	24	eds	eds	PROPN
eurjchem-718	257	25	.	.	PROPN
eurjchem-718	257	26	,	,	PUNCT
eurjchem-718	257	27	wiley‐vch	wiley‐vch	PROPN
eurjchem-718	257	28	verlag	verlag	PROPN
eurjchem-718	257	29	gmbh	gmbh	PROPN
eurjchem-718	257	30	,	,	PUNCT
eurjchem-718	257	31	2002	2002	NUM
eurjchem-718	257	32	,	,	PUNCT
eurjchem-718	257	33	pp	pp	ADV
eurjchem-718	257	34	.	.	PUNCT
eurjchem-718	258	1	643‐684	643‐684	NOUN
eurjchem-718	258	2	.	.	PUNCT
eurjchem-718	259	1	[	[	X
eurjchem-718	259	2	6	6	NUM
eurjchem-718	259	3	]	]	PUNCT
eurjchem-718	259	4	.	.	PUNCT
eurjchem-718	259	5	pernerstorfer	pernerstorfer	NOUN
eurjchem-718	259	6	,	,	PUNCT
eurjchem-718	259	7	j.	j.	PROPN
eurjchem-718	259	8	molecular	molecular	ADJ
eurjchem-718	259	9	design	design	NOUN
eurjchem-718	259	10	and	and	CCONJ
eurjchem-718	259	11	combinatorial	combinatorial	ADJ
eurjchem-718	259	12	compound	compound	NOUN
eurjchem-718	259	13	libraries	library	NOUN
eurjchem-718	259	14	.	.	PUNCT
eurjchem-718	260	1	in	in	ADP
eurjchem-718	260	2	handbook	handbook	NOUN
eurjchem-718	260	3	of	of	ADP
eurjchem-718	260	4	combinatorial	combinatorial	ADJ
eurjchem-718	260	5	chemistry	chemistry	NOUN
eurjchem-718	260	6	.	.	PUNCT
eurjchem-718	261	1	drugs	drug	NOUN
eurjchem-718	261	2	,	,	PUNCT
eurjchem-718	261	3	catalysts	catalyst	NOUN
eurjchem-718	261	4	,	,	PUNCT
eurjchem-718	261	5	materials	material	NOUN
eurjchem-718	261	6	,	,	PUNCT
eurjchem-718	261	7	vol	vol	NOUN
eurjchem-718	261	8	.	.	PROPN
eurjchem-718	261	9	2	2	NUM
eurjchem-718	261	10	,	,	PUNCT
eurjchem-718	261	11	nicolaou	nicolaou	NOUN
eurjchem-718	261	12	,	,	PUNCT
eurjchem-718	261	13	k.	k.	PROPN
eurjchem-718	261	14	c.	c.	PROPN
eurjchem-718	261	15	;	;	PUNCT
eurjchem-718	261	16	hanko	hanko	PROPN
eurjchem-718	261	17	,	,	PUNCT
eurjchem-718	261	18	r.	r.	PROPN
eurjchem-718	261	19	;	;	PUNCT
eurjchem-718	261	20	hartwig	hartwig	PROPN
eurjchem-718	261	21	,	,	PUNCT
eurjchem-718	261	22	w.	w.	PROPN
eurjchem-718	261	23	eds	eds	PROPN
eurjchem-718	261	24	.	.	PROPN
eurjchem-718	261	25	,	,	PUNCT
eurjchem-718	261	26	wiley‐	wiley‐	ADV
eurjchem-718	261	27	vch	vch	PROPN
eurjchem-718	261	28	verlag	verlag	PROPN
eurjchem-718	261	29	gmbh	gmbh	PROPN
eurjchem-718	261	30	,	,	PUNCT
eurjchem-718	261	31	2002	2002	NUM
eurjchem-718	261	32	,	,	PUNCT
eurjchem-718	261	33	pp	pp	ADV
eurjchem-718	261	34	.	.	PUNCT
eurjchem-718	262	1	725‐742	725‐742	NUM
eurjchem-718	262	2	.	.	PUNCT
eurjchem-718	263	1	[	[	X
eurjchem-718	263	2	7	7	NUM
eurjchem-718	263	3	]	]	PUNCT
eurjchem-718	263	4	.	.	PUNCT
eurjchem-718	264	1	dolle	dolle	PROPN
eurjchem-718	264	2	,	,	PUNCT
eurjchem-718	264	3	r.	r.	PROPN
eurjchem-718	264	4	e.	e.	PROPN
eurjchem-718	264	5	;	;	PUNCT
eurjchem-718	264	6	le	le	X
eurjchem-718	264	7	bourdonnec	bourdonnec	PROPN
eurjchem-718	264	8	,	,	PUNCT
eurjchem-718	264	9	b.	b.	PROPN
eurjchem-718	264	10	;	;	PUNCT
eurjchem-718	264	11	morales	morale	NOUN
eurjchem-718	264	12	,	,	PUNCT
eurjchem-718	264	13	g.	g.	PROPN
eurjchem-718	264	14	a.	a.	PROPN
eurjchem-718	264	15	;	;	PUNCT
eurjchem-718	264	16	moriarty	moriarty	PROPN
eurjchem-718	264	17	,	,	PUNCT
eurjchem-718	264	18	k.	k.	PROPN
eurjchem-718	264	19	j.	j.	PROPN
eurjchem-718	264	20	;	;	PUNCT
eurjchem-718	264	21	salvino	salvino	PROPN
eurjchem-718	264	22	,	,	PUNCT
eurjchem-718	264	23	j.	j.	PROPN
eurjchem-718	264	24	m.	m.	PROPN
eurjchem-718	264	25	j.	j.	PROPN
eurjchem-718	264	26	comb	comb	PROPN
eurjchem-718	264	27	.	.	PUNCT
eurjchem-718	265	1	chem	chem	NOUN
eurjchem-718	265	2	.	.	PUNCT
eurjchem-718	266	1	2008	2008	NUM
eurjchem-718	266	2	,	,	PUNCT
eurjchem-718	266	3	10	10	NUM
eurjchem-718	266	4	,	,	PUNCT
eurjchem-718	266	5	753‐802	753‐802	PROPN
eurjchem-718	266	6	.	.	PUNCT
eurjchem-718	267	1	[	[	X
eurjchem-718	267	2	8	8	NUM
eurjchem-718	267	3	]	]	PUNCT
eurjchem-718	267	4	.	.	PUNCT
eurjchem-718	268	1	dolle	dolle	PROPN
eurjchem-718	268	2	,	,	PUNCT
eurjchem-718	268	3	r.	r.	PROPN
eurjchem-718	268	4	e.	e.	PROPN
eurjchem-718	268	5	;	;	PUNCT
eurjchem-718	268	6	le	le	X
eurjchem-718	268	7	bourdonnec	bourdonnec	PROPN
eurjchem-718	268	8	,	,	PUNCT
eurjchem-718	268	9	b.	b.	PROPN
eurjchem-718	268	10	;	;	PUNCT
eurjchem-718	268	11	goodman	goodman	PROPN
eurjchem-718	268	12	,	,	PUNCT
eurjchem-718	268	13	a.	a.	PROPN
eurjchem-718	268	14	j.	j.	PROPN
eurjchem-718	268	15	;	;	PUNCT
eurjchem-718	268	16	morales	morale	NOUN
eurjchem-718	268	17	,	,	PUNCT
eurjchem-718	268	18	g.	g.	PROPN
eurjchem-718	268	19	a.	a.	PROPN
eurjchem-718	268	20	;	;	PUNCT
eurjchem-718	268	21	thomas	thomas	PROPN
eurjchem-718	268	22	,	,	PUNCT
eurjchem-718	268	23	c.	c.	PROPN
eurjchem-718	268	24	j.	j.	PROPN
eurjchem-718	268	25	;	;	PUNCT
eurjchem-718	268	26	zhang	zhang	PROPN
eurjchem-718	268	27	,	,	PUNCT
eurjchem-718	268	28	w.	w.	PROPN
eurjchem-718	268	29	j.	j.	PROPN
eurjchem-718	268	30	comb	comb	PROPN
eurjchem-718	268	31	.	.	PUNCT
eurjchem-718	269	1	chem	chem	NOUN
eurjchem-718	269	2	.	.	PUNCT
eurjchem-718	270	1	2009	2009	NUM
eurjchem-718	270	2	,	,	PUNCT
eurjchem-718	270	3	11	11	NUM
eurjchem-718	270	4	,	,	PUNCT
eurjchem-718	270	5	739‐790	739‐790	NOUN
eurjchem-718	270	6	.	.	PUNCT
eurjchem-718	271	1	[	[	X
eurjchem-718	271	2	9	9	NUM
eurjchem-718	271	3	]	]	PUNCT
eurjchem-718	271	4	.	.	PUNCT
eurjchem-718	272	1	dolle	dolle	PROPN
eurjchem-718	272	2	,	,	PUNCT
eurjchem-718	272	3	r.	r.	PROPN
eurjchem-718	272	4	e.	e.	PROPN
eurjchem-718	272	5	;	;	PUNCT
eurjchem-718	272	6	le	le	X
eurjchem-718	272	7	bourdonnec	bourdonnec	PROPN
eurjchem-718	272	8	,	,	PUNCT
eurjchem-718	272	9	b.	b.	PROPN
eurjchem-718	272	10	;	;	PUNCT
eurjchem-718	272	11	worm	worm	NOUN
eurjchem-718	272	12	,	,	PUNCT
eurjchem-718	272	13	k.	k.	PROPN
eurjchem-718	272	14	;	;	PUNCT
eurjchem-718	272	15	morales	morale	NOUN
eurjchem-718	272	16	,	,	PUNCT
eurjchem-718	272	17	g.	g.	PROPN
eurjchem-718	272	18	a.	a.	PROPN
eurjchem-718	272	19	;	;	PUNCT
eurjchem-718	272	20	thomas	thomas	PROPN
eurjchem-718	272	21	,	,	PUNCT
eurjchem-718	272	22	c.	c.	PROPN
eurjchem-718	272	23	j.	j.	PROPN
eurjchem-718	272	24	;	;	PUNCT
eurjchem-718	272	25	zhang	zhang	PROPN
eurjchem-718	272	26	,	,	PUNCT
eurjchem-718	272	27	w.	w.	PROPN
eurjchem-718	272	28	j.	j.	PROPN
eurjchem-718	272	29	comb	comb	PROPN
eurjchem-718	272	30	.	.	PUNCT
eurjchem-718	273	1	chem	chem	NOUN
eurjchem-718	273	2	.	.	PUNCT
eurjchem-718	274	1	2010	2010	NUM
eurjchem-718	274	2	,	,	PUNCT
eurjchem-718	274	3	12	12	NUM
eurjchem-718	274	4	,	,	PUNCT
eurjchem-718	274	5	765‐806	765‐806	PROPN
eurjchem-718	274	6	.	.	PUNCT
eurjchem-718	275	1	[	[	X
eurjchem-718	275	2	10	10	NUM
eurjchem-718	275	3	]	]	PUNCT
eurjchem-718	275	4	.	.	PUNCT
eurjchem-718	276	1	kralj	kralj	PROPN
eurjchem-718	276	2	,	,	PUNCT
eurjchem-718	276	3	d.	d.	PROPN
eurjchem-718	276	4	;	;	PUNCT
eurjchem-718	276	5	grošelj	grošelj	PROPN
eurjchem-718	276	6	,	,	PUNCT
eurjchem-718	276	7	u.	u.	PROPN
eurjchem-718	276	8	;	;	PUNCT
eurjchem-718	276	9	meden	meden	ADJ
eurjchem-718	276	10	,	,	PUNCT
eurjchem-718	276	11	a.	a.	NOUN
eurjchem-718	276	12	;	;	PUNCT
eurjchem-718	276	13	dahmann	dahmann	PROPN
eurjchem-718	276	14	,	,	PUNCT
eurjchem-718	276	15	g.	g.	PROPN
eurjchem-718	276	16	;	;	PUNCT
eurjchem-718	276	17	stanovnik	stanovnik	X
eurjchem-718	276	18	,	,	PUNCT
eurjchem-718	276	19	b.	b.	PROPN
eurjchem-718	276	20	;	;	PUNCT
eurjchem-718	276	21	svete	svete	PROPN
eurjchem-718	276	22	,	,	PUNCT
eurjchem-718	276	23	j.	j.	PROPN
eurjchem-718	276	24	tetrahedron	tetrahedron	PROPN
eurjchem-718	276	25	2007	2007	NUM
eurjchem-718	276	26	,	,	PUNCT
eurjchem-718	276	27	63	63	NUM
eurjchem-718	276	28	,	,	PUNCT
eurjchem-718	276	29	11213‐11222	11213‐11222	NUM
eurjchem-718	276	30	.	.	PUNCT
eurjchem-718	277	1	[	[	X
eurjchem-718	277	2	11	11	NUM
eurjchem-718	277	3	]	]	PUNCT
eurjchem-718	277	4	.	.	PUNCT
eurjchem-718	278	1	kralj	kralj	PROPN
eurjchem-718	278	2	,	,	PUNCT
eurjchem-718	278	3	d.	d.	PROPN
eurjchem-718	278	4	;	;	PUNCT
eurjchem-718	278	5	novak	novak	PROPN
eurjchem-718	278	6	,	,	PUNCT
eurjchem-718	278	7	a.	a.	NOUN
eurjchem-718	278	8	;	;	PUNCT
eurjchem-718	278	9	dahmann	dahmann	PROPN
eurjchem-718	278	10	,	,	PUNCT
eurjchem-718	278	11	g.	g.	PROPN
eurjchem-718	278	12	;	;	PUNCT
eurjchem-718	278	13	grošelj	grošelj	PROPN
eurjchem-718	278	14	,	,	PUNCT
eurjchem-718	278	15	u.	u.	PROPN
eurjchem-718	278	16	;	;	PUNCT
eurjchem-718	278	17	meden	meden	ADJ
eurjchem-718	278	18	,	,	PUNCT
eurjchem-718	278	19	a.	a.	NOUN
eurjchem-718	278	20	;	;	PUNCT
eurjchem-718	278	21	svete	svete	PROPN
eurjchem-718	278	22	,	,	PUNCT
eurjchem-718	278	23	j.	j.	PROPN
eurjchem-718	278	24	j.	j.	PROPN
eurjchem-718	278	25	comb	comb	PROPN
eurjchem-718	278	26	.	.	PUNCT
eurjchem-718	279	1	chem	chem	NOUN
eurjchem-718	279	2	.	.	PUNCT
eurjchem-718	280	1	2008	2008	NUM
eurjchem-718	280	2	,	,	PUNCT
eurjchem-718	280	3	10	10	NUM
eurjchem-718	280	4	,	,	PUNCT
eurjchem-718	280	5	664‐670	664‐670	NUM
eurjchem-718	280	6	.	.	PUNCT
eurjchem-718	281	1	[	[	X
eurjchem-718	281	2	12	12	NUM
eurjchem-718	281	3	]	]	PUNCT
eurjchem-718	281	4	.	.	PUNCT
eurjchem-718	282	1	kralj	kralj	PROPN
eurjchem-718	282	2	,	,	PUNCT
eurjchem-718	282	3	d.	d.	PROPN
eurjchem-718	282	4	;	;	PUNCT
eurjchem-718	282	5	friedrich	friedrich	PROPN
eurjchem-718	282	6	,	,	PUNCT
eurjchem-718	282	7	m.	m.	NOUN
eurjchem-718	282	8	;	;	PUNCT
eurjchem-718	282	9	grošelj	grošelj	NOUN
eurjchem-718	282	10	,	,	PUNCT
eurjchem-718	282	11	u.	u.	PROPN
eurjchem-718	282	12	;	;	PUNCT
eurjchem-718	282	13	kiraly‐potpara	kiraly‐potpara	PROPN
eurjchem-718	282	14	,	,	PUNCT
eurjchem-718	282	15	s.	s.	PROPN
eurjchem-718	282	16	;	;	PUNCT
eurjchem-718	282	17	meden	meden	ADJ
eurjchem-718	282	18	,	,	PUNCT
eurjchem-718	282	19	a.	a.	NOUN
eurjchem-718	282	20	;	;	PUNCT
eurjchem-718	282	21	wagger	wagger	NOUN
eurjchem-718	282	22	,	,	PUNCT
eurjchem-718	282	23	j.	j.	PROPN
eurjchem-718	282	24	;	;	PUNCT
eurjchem-718	282	25	dahmann	dahmann	PROPN
eurjchem-718	282	26	,	,	PUNCT
eurjchem-718	282	27	g.	g.	PROPN
eurjchem-718	282	28	;	;	PUNCT
eurjchem-718	282	29	stanovnik	stanovnik	X
eurjchem-718	282	30	,	,	PUNCT
eurjchem-718	282	31	b.	b.	PROPN
eurjchem-718	282	32	;	;	PUNCT
eurjchem-718	282	33	svete	svete	PROPN
eurjchem-718	282	34	,	,	PUNCT
eurjchem-718	282	35	j.	j.	PROPN
eurjchem-718	282	36	tetrahedron	tetrahedron	PROPN
eurjchem-718	282	37	2009	2009	NUM
eurjchem-718	282	38	,	,	PUNCT
eurjchem-718	282	39	65	65	NUM
eurjchem-718	282	40	,	,	PUNCT
eurjchem-718	282	41	7151‐7162	7151‐7162	NUM
eurjchem-718	282	42	.	.	PUNCT
eurjchem-718	283	1	[	[	X
eurjchem-718	283	2	13	13	NUM
eurjchem-718	283	3	]	]	PUNCT
eurjchem-718	283	4	.	.	PUNCT
eurjchem-718	284	1	grošelj	grošelj	PROPN
eurjchem-718	284	2	,	,	PUNCT
eurjchem-718	284	3	u.	u.	PROPN
eurjchem-718	284	4	;	;	PUNCT
eurjchem-718	284	5	kralj	kralj	PROPN
eurjchem-718	284	6	,	,	PUNCT
eurjchem-718	284	7	d.	d.	PROPN
eurjchem-718	284	8	;	;	PUNCT
eurjchem-718	284	9	wagger	wagger	NOUN
eurjchem-718	284	10	,	,	PUNCT
eurjchem-718	284	11	j.	j.	PROPN
eurjchem-718	284	12	;	;	PUNCT
eurjchem-718	284	13	dahmann	dahmann	PROPN
eurjchem-718	284	14	,	,	PUNCT
eurjchem-718	284	15	g.	g.	PROPN
eurjchem-718	284	16	;	;	PUNCT
eurjchem-718	284	17	stanovnik	stanovnik	X
eurjchem-718	284	18	,	,	PUNCT
eurjchem-718	284	19	b.	b.	PROPN
eurjchem-718	284	20	;	;	PUNCT
eurjchem-718	284	21	svete	svete	PROPN
eurjchem-718	284	22	,	,	PUNCT
eurjchem-718	284	23	j.	j.	PROPN
eurjchem-718	284	24	arkivoc	arkivoc	PROPN
eurjchem-718	284	25	2012	2012	NUM
eurjchem-718	284	26	,	,	PUNCT
eurjchem-718	284	27	3	3	NUM
eurjchem-718	284	28	,	,	PUNCT
eurjchem-718	284	29	49‐65	49‐65	NUM
eurjchem-718	284	30	.	.	PUNCT
eurjchem-718	285	1	[	[	X
eurjchem-718	285	2	14	14	NUM
eurjchem-718	285	3	]	]	PUNCT
eurjchem-718	285	4	.	.	PUNCT
eurjchem-718	285	5	žerovnik	žerovnik	PROPN
eurjchem-718	285	6	,	,	PUNCT
eurjchem-718	285	7	d.	d.	PROPN
eurjchem-718	285	8	;	;	PUNCT
eurjchem-718	285	9	grošelj	grošelj	PROPN
eurjchem-718	285	10	,	,	PUNCT
eurjchem-718	285	11	u.	u.	PROPN
eurjchem-718	285	12	;	;	PUNCT
eurjchem-718	285	13	kralj	kralj	PROPN
eurjchem-718	285	14	,	,	PUNCT
eurjchem-718	285	15	d.	d.	PROPN
eurjchem-718	285	16	;	;	PUNCT
eurjchem-718	285	17	malavašič	malavašič	NOUN
eurjchem-718	285	18	,	,	PUNCT
eurjchem-718	285	19	č	č	PROPN
eurjchem-718	285	20	.	.	PROPN
eurjchem-718	285	21	;	;	PUNCT
eurjchem-718	285	22	bezenšek	bezenšek	NOUN
eurjchem-718	285	23	,	,	PUNCT
eurjchem-718	285	24	j.	j.	PROPN
eurjchem-718	285	25	;	;	PUNCT
eurjchem-718	285	26	dahmann	dahmann	PROPN
eurjchem-718	285	27	,	,	PUNCT
eurjchem-718	285	28	g.	g.	PROPN
eurjchem-718	285	29	;	;	PUNCT
eurjchem-718	285	30	stare	stare	PROPN
eurjchem-718	285	31	,	,	PUNCT
eurjchem-718	285	32	k.	k.	PROPN
eurjchem-718	285	33	;	;	PUNCT
eurjchem-718	285	34	meden	meden	PROPN
eurjchem-718	285	35	,	,	PUNCT
eurjchem-718	285	36	a.	a.	NOUN
eurjchem-718	285	37	;	;	PUNCT
eurjchem-718	285	38	stanovnik	stanovnik	X
eurjchem-718	285	39	,	,	PUNCT
eurjchem-718	285	40	b.	b.	PROPN
eurjchem-718	285	41	;	;	PUNCT
eurjchem-718	285	42	svete	svete	PROPN
eurjchem-718	285	43	,	,	PUNCT
eurjchem-718	285	44	j.	j.	PROPN
eurjchem-718	285	45	synthesis	synthesis	PROPN
eurjchem-718	285	46	2010	2010	NUM
eurjchem-718	285	47	,	,	PUNCT
eurjchem-718	285	48	3363‐	3363‐	NUM
eurjchem-718	285	49	3373	3373	NUM
eurjchem-718	285	50	.	.	PUNCT
eurjchem-718	286	1	[	[	X
eurjchem-718	286	2	15	15	NUM
eurjchem-718	286	3	]	]	PUNCT
eurjchem-718	286	4	.	.	PUNCT
eurjchem-718	287	1	janjić	janjić	PROPN
eurjchem-718	287	2	,	,	PUNCT
eurjchem-718	287	3	m.	m.	NOUN
eurjchem-718	287	4	;	;	PUNCT
eurjchem-718	287	5	prebil	prebil	VERB
eurjchem-718	287	6	,	,	PUNCT
eurjchem-718	287	7	r.	r.	PROPN
eurjchem-718	287	8	;	;	PUNCT
eurjchem-718	287	9	grošelj	grošelj	PROPN
eurjchem-718	287	10	,	,	PUNCT
eurjchem-718	287	11	u.	u.	PROPN
eurjchem-718	287	12	;	;	PUNCT
eurjchem-718	287	13	kralj	kralj	PROPN
eurjchem-718	287	14	,	,	PUNCT
eurjchem-718	287	15	d.	d.	PROPN
eurjchem-718	287	16	;	;	PUNCT
eurjchem-718	287	17	malavašič	malavašič	NOUN
eurjchem-718	287	18	,	,	PUNCT
eurjchem-718	287	19	č	č	PROPN
eurjchem-718	287	20	.	.	PUNCT
eurjchem-718	287	21	;	;	PUNCT
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eurjchem-718	287	23	,	,	PUNCT
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eurjchem-718	287	25	;	;	PUNCT
eurjchem-718	287	26	stare	stare	PROPN
eurjchem-718	287	27	,	,	PUNCT
eurjchem-718	287	28	k.	k.	PROPN
eurjchem-718	287	29	;	;	PUNCT
eurjchem-718	287	30	dahmann	dahmann	PROPN
eurjchem-718	287	31	,	,	PUNCT
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eurjchem-718	287	35	,	,	PUNCT
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eurjchem-718	287	38	svete	svete	PROPN
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eurjchem-718	287	40	j.	j.	PROPN
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eurjchem-718	287	42	.	.	PUNCT
eurjchem-718	288	1	chim	chim	PROPN
eurjchem-718	288	2	.	.	PUNCT
eurjchem-718	289	1	acta	acta	PROPN
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eurjchem-718	289	7	.	.	PUNCT
eurjchem-718	290	1	[	[	X
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eurjchem-718	290	4	.	.	PUNCT
eurjchem-718	291	1	perdih	perdih	PROPN
eurjchem-718	291	2	,	,	PUNCT
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eurjchem-718	291	4	;	;	PUNCT
eurjchem-718	291	5	baškovč	baškovč	NOUN
eurjchem-718	291	6	,	,	PUNCT
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eurjchem-718	291	8	;	;	PUNCT
eurjchem-718	291	9	dahmann	dahmann	PROPN
eurjchem-718	291	10	,	,	PUNCT
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eurjchem-718	291	12	;	;	PUNCT
eurjchem-718	291	13	grošelj	grošelj	PROPN
eurjchem-718	291	14	,	,	PUNCT
eurjchem-718	291	15	u.	u.	PROPN
eurjchem-718	291	16	;	;	PUNCT
eurjchem-718	291	17	kočar	kočar	PROPN
eurjchem-718	291	18	,	,	PUNCT
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eurjchem-718	291	20	;	;	PUNCT
eurjchem-718	291	21	novak	novak	PROPN
eurjchem-718	291	22	,	,	PUNCT
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eurjchem-718	291	24	;	;	PUNCT
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eurjchem-718	291	26	,	,	PUNCT
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eurjchem-718	291	34	,	,	PUNCT
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eurjchem-718	292	3	]	]	SYM
eurjchem-718	292	4	.	.	PUNCT
eurjchem-718	293	1	črček	črček	PROPN
eurjchem-718	293	2	,	,	PUNCT
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eurjchem-718	293	6	,	,	PUNCT
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eurjchem-718	293	8	;	;	PUNCT
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eurjchem-718	293	10	,	,	PUNCT
eurjchem-718	293	11	u.	u.	PROPN
eurjchem-718	293	12	;	;	PUNCT
eurjchem-718	293	13	kočar	kočar	PROPN
eurjchem-718	293	14	,	,	PUNCT
eurjchem-718	293	15	d.	d.	PROPN
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eurjchem-718	293	17	dahmann	dahmann	PROPN
eurjchem-718	293	18	,	,	PUNCT
eurjchem-718	293	19	g.	g.	PROPN
eurjchem-718	293	20	;	;	PUNCT
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eurjchem-718	293	22	,	,	PUNCT
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eurjchem-718	293	24	;	;	PUNCT
eurjchem-718	293	25	svete	svete	PROPN
eurjchem-718	293	26	,	,	PUNCT
eurjchem-718	293	27	j.	j.	PROPN
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eurjchem-718	293	30	,	,	PUNCT
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eurjchem-718	294	4	.	.	PUNCT
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eurjchem-718	295	5	;	;	PUNCT
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eurjchem-718	295	7	,	,	PUNCT
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eurjchem-718	295	9	;	;	PUNCT
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eurjchem-718	295	12	j.	j.	PROPN
eurjchem-718	295	13	c.	c.	PROPN
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eurjchem-718	295	16	.	.	PUNCT
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eurjchem-718	297	2	.	.	PUNCT
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eurjchem-718	298	2	,	,	PUNCT
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eurjchem-718	298	7	.	.	PUNCT
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eurjchem-718	299	4	.	.	PUNCT
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eurjchem-718	300	2	,	,	PUNCT
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eurjchem-718	301	2	,	,	PUNCT
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eurjchem-718	301	4	,	,	PUNCT
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eurjchem-718	302	4	.	.	PUNCT
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eurjchem-718	303	4	;	;	PUNCT
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eurjchem-718	303	16	;	;	PUNCT
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eurjchem-718	303	29	,	,	PUNCT
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eurjchem-718	303	31	,	,	PUNCT
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