e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Synthése de nouvelles amidines bicycliques. 1. Dérivés de l'imidazole, du triazole??1, 3, 4 et du tétrazole

M Langlois, C Guillonneau, T Vovan…

Index: Langlois, Michel; Guillonneau, Claude; Van, Tri Vo; Meingan, Jean-Pierre; Maillard, Jacques Journal of Heterocyclic Chemistry, 1982 , vol. 19, p. 193 - 200

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Citation Number: 4

Abstract

Abstract Les auteurs décrivent la synthèse de pyrrolo [1, 2-a] imidazoles, pyrrolo [1, 2-c] triazoles et pyrrolo [1, 2-a] tétrazole et quelques homologues contenant un cycle pyridine ou azépine à la place du pyrrole. Ces composés sont obtenus à partir d'amidines cycliques, au moyen de réactions décrites pour d'autres hétérocycles.

ethoxy-2 phenyl-4 Δ1-pyrroline Structure

ethoxy-2 phenyl...

DL-Methionine Structure

~35%

2,5,6,7-Tetrahydro-2-(2-(methylthio)ethyl)-6-phenyl-3H-pyrrolo(1,2-a)i midazol-3-one Structure

2,5,6,7-Tetrahy...

4-Phenyl-2-pyrrolidinone Structure

4-Phenyl-2-pyrr...

~%

2,5,6,7-Tetrahydro-2-(2-(methylthio)ethyl)-6-phenyl-3H-pyrrolo(1,2-a)i midazol-3-one Structure

2,5,6,7-Tetrahy...

(3-phenyl-3,4-dihydro-2H-pyrrol-5-yl)valine Structure

(3-phenyl-3,4-d...

~71%

2,5,6,7-Tetrahydro-2-(1-methylethyl)-6-phenyl-3H-pyrrolo(1,2-a)imidazo l-3-one Structure

2,5,6,7-Tetrahy...

4-Phenyl-2-pyrrolidinone Structure

4-Phenyl-2-pyrr...

~%

2,5,6,7-Tetrahydro-2-(1-methylethyl)-6-phenyl-3H-pyrrolo(1,2-a)imidazo l-3-one Structure

2,5,6,7-Tetrahy...

ethoxy-2 phenyl-4 Δ1-pyrroline Structure

ethoxy-2 phenyl...

~%

2,5,6,7-Tetrahydro-2-(1-methylethyl)-6-phenyl-3H-pyrrolo(1,2-a)imidazo l-3-one Structure

2,5,6,7-Tetrahy...

DL-Valine Structure

~%

2,5,6,7-Tetrahydro-2-(1-methylethyl)-6-phenyl-3H-pyrrolo(1,2-a)imidazo l-3-one Structure

2,5,6,7-Tetrahy...

ethyl 2-phenyl-2-((3-phenyl-3,4-dihydro-2H-pyrrol-5-yl)amino)acetate hydrochloride Structure

ethyl 2-phenyl-...

~45%

2,5,6,7-Tetrahydro-2,6-diphenyl-3H-pyrrolo(1,2-a)imidazol-3-one Structure

2,5,6,7-Tetrahy...

4-Phenyl-2-pyrrolidinone Structure

4-Phenyl-2-pyrr...

~%

2,5,6,7-Tetrahydro-2,6-diphenyl-3H-pyrrolo(1,2-a)imidazol-3-one Structure

2,5,6,7-Tetrahy...

D/L-ALPHA-PHENYLGLYCINEETHYLESTER HYDROCHLORIDE Structure

D/L-ALPHA-PHENY...

~%

2,5,6,7-Tetrahydro-2,6-diphenyl-3H-pyrrolo(1,2-a)imidazol-3-one Structure

2,5,6,7-Tetrahy...

ethoxy-2 phenyl-4 Δ1-pyrroline Structure

ethoxy-2 phenyl...

~%

2,5,6,7-Tetrahydro-2,6-diphenyl-3H-pyrrolo(1,2-a)imidazol-3-one Structure

2,5,6,7-Tetrahy...

ethyl (3-phenyl-3,4-dihydro-2H-pyrrol-5-yl)phenylalaninate hydrochloride Structure

ethyl (3-phenyl...

~34%

2,5,6,7-Tetrahydro-6-phenyl-2-(phenylmethyl)-3H-pyrrolo(1,2-a)imidazol-3-one Structure

2,5,6,7-Tetrahy...

4-Phenyl-2-pyrrolidinone Structure

4-Phenyl-2-pyrr...

~%

2,5,6,7-Tetrahydro-6-phenyl-2-(phenylmethyl)-3H-pyrrolo(1,2-a)imidazol-3-one Structure

2,5,6,7-Tetrahy...

H-Phe-OEt.HCl Structure

~%

2,5,6,7-Tetrahydro-6-phenyl-2-(phenylmethyl)-3H-pyrrolo(1,2-a)imidazol-3-one Structure

2,5,6,7-Tetrahy...

ethoxy-2 phenyl-4 Δ1-pyrroline Structure

ethoxy-2 phenyl...

~%

2,5,6,7-Tetrahydro-6-phenyl-2-(phenylmethyl)-3H-pyrrolo(1,2-a)imidazol-3-one Structure

2,5,6,7-Tetrahy...

ethoxy-2 phenyl-4 Δ1-pyrroline Structure

ethoxy-2 phenyl...

~57%

3-phenyl-3,4-dihydro-2H-pyrrol-5-amine Structure

3-phenyl-3,4-di...

4-Phenyl-2-pyrrolidinone Structure

4-Phenyl-2-pyrr...

~%

3-phenyl-3,4-dihydro-2H-pyrrol-5-amine Structure

3-phenyl-3,4-di...

2-amino-4-ethoxy-4-oxobutanoic acid(SALTDATA: HCl) Structure

2-amino-4-ethox...

ethoxy-2 phenyl-4 Δ1-pyrroline Structure

ethoxy-2 phenyl...

~39%

ethyl 2-(3-oxo-6-phenyl-2,5,6,7-tetrahydropyrrolo[1,2-a]imidazol-2-yl)acetate Structure

ethyl 2-(3-oxo-...

4-Phenyl-2-pyrrolidinone Structure

4-Phenyl-2-pyrr...

~%

ethyl 2-(3-oxo-6-phenyl-2,5,6,7-tetrahydropyrrolo[1,2-a]imidazol-2-yl)acetate Structure

ethyl 2-(3-oxo-...

glutamic acid 5-ethyl ester Structure

glutamic acid 5...

ethoxy-2 phenyl-4 Δ1-pyrroline Structure

ethoxy-2 phenyl...

~28%

ethyl 3-(3-oxo-6-phenyl-2,5,6,7-tetrahydropyrrolo[1,2-a]imidazol-2-yl)propanoate Structure

ethyl 3-(3-oxo-...

4-Phenyl-2-pyrrolidinone Structure

4-Phenyl-2-pyrr...

~%

ethyl 3-(3-oxo-6-phenyl-2,5,6,7-tetrahydropyrrolo[1,2-a]imidazol-2-yl)propanoate Structure

ethyl 3-(3-oxo-...

(3-phenyl-3,4-dihydro-2H-pyrrol-5-yl)alanine Structure

(3-phenyl-3,4-d...

~66%

3H-Pyrrolo(1,2-a)imidazol-3-one, 2,5,6,7-tetrahydro-2-methyl-6-phenyl- Structure

3H-Pyrrolo(1,2-...

ethyl (3-phenyl-3,4-dihydro-2H-pyrrol-5-yl)alaninate hydrochloride Structure

ethyl (3-phenyl...

~65%

3H-Pyrrolo(1,2-a)imidazol-3-one, 2,5,6,7-tetrahydro-2-methyl-6-phenyl- Structure

3H-Pyrrolo(1,2-...

ethoxy-2 phenyl-4 Δ1-pyrroline Structure

ethoxy-2 phenyl...

~%

3H-Pyrrolo(1,2-a)imidazol-3-one, 2,5,6,7-tetrahydro-2-methyl-6-phenyl- Structure

3H-Pyrrolo(1,2-...

4-Phenyl-2-pyrrolidinone Structure

4-Phenyl-2-pyrr...

~%

3H-Pyrrolo(1,2-a)imidazol-3-one, 2,5,6,7-tetrahydro-2-methyl-6-phenyl- Structure

3H-Pyrrolo(1,2-...