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

Pyrrolo (1', 2': 1, 2) pyrazino (6, 5-c) carbazoles. Synthese et Etude des spectres de resonnance magnetique nucleaire.

JC LANCELOT, JM GAZENGEL, S RAULT…

Index: Lancelot; Gazengel; Rault; Robba Chemical and Pharmaceutical Bulletin, 1982 , vol. 30, # 5 p. 1674 - 1679

Full Text: HTML

Citation Number: 13

Abstract

Synthesis of pyrrolo [1', 2': 1, 2] pyrazino [6, 5-c] carbazole derivatives is described starting from 3-amino-4, 6-dinitro-9-ethylcarbazole (1). The pyrrole ring is obtained by reaction with 2, 5-dimethoxytetrahydrofuran. Cyclization of the pyrazine ring is achieved after reduction of the nitro grouping by intramolecular cyclization of 4, 6-diamino-9-ethyl-3-(1-pyrrolyl) carbazole derivatives. 1 H nuclear magnetic resonance spectra are studied.

9H-Carbazole,9-ethyl-4,6-dinitro-3-(1H-pyrrol-1-yl)- Structure

9H-Carbazole,9-...

~91%

9H-Carbazole-3,5-diamine,9-ethyl-6-(1H-pyrrol-1-yl)- Structure

9H-Carbazole-3,...

9H-Carbazol-3-amine,9-ethyl-4,6-dinitro- Structure

9H-Carbazol-3-a...

~%

9H-Carbazole-3,5-diamine,9-ethyl-6-(1H-pyrrol-1-yl)- Structure

9H-Carbazole-3,...

7-ethyl-7H-pyrrolo[1',2':1,6]pyrazino[2,3-c]carbazol-10-amine hydrochloride Structure

7-ethyl-7H-pyrr...

~60%

7-Ethyl-7H-pyrrolo(2,1:6,1)pyrazino(2,3-c)carbazole Structure

7-Ethyl-7H-pyrr...

ethyl-9-formamido-12-pyrrolo[1',2':1,2]pyrazino[6,5-c]carbazole Structure

ethyl-9-formami...

~%

7-Ethyl-7H-pyrrolo(2,1:6,1)pyrazino(2,3-c)carbazole Structure

7-Ethyl-7H-pyrr...

2,5-Dimethoxytetrahydrofuran Structure

2,5-Dimethoxyte...

9H-Carbazol-3-amine,9-ethyl-4,6-dinitro- Structure

9H-Carbazol-3-a...

~80%

9H-Carbazole,9-ethyl-4,6-dinitro-3-(1H-pyrrol-1-yl)- Structure

9H-Carbazole,9-...

9H-Carbazol-3-amine,9-ethyl-4,6-dinitro- Structure

9H-Carbazol-3-a...

~%

nsc340563 Structure

9H-Carbazole,9-ethyl-4,6-dinitro-3-(1H-pyrrol-1-yl)- Structure

9H-Carbazole,9-...

~%

nsc340563 Structure

9H-Carbazole-3,5-diamine,9-ethyl-6-(1H-pyrrol-1-yl)- Structure

9H-Carbazole-3,...

~%

nsc340563 Structure

dihydro-1,2-ethyl-9-isocyanato-12-oxo-2-pyrrolo<1',2':1,2>pyrazino<6,5-c>carbazole Structure

dihydro-1,2-eth...

Isopropanol Structure

~40%

nsc340563 Structure

9H-Carbazol-3-amine,9-ethyl-4,6-dinitro- Structure

9H-Carbazol-3-a...

~%

Propyl 7-ethyl-13-oxo-12,13-dihydro-7H-pyrrolo[2,1:6,1]pyrazino[2,3-c]carbazol-10-ylcarbamate Structure

Propyl 7-ethyl-...

9H-Carbazole,9-ethyl-4,6-dinitro-3-(1H-pyrrol-1-yl)- Structure

9H-Carbazole,9-...

~%

Propyl 7-ethyl-13-oxo-12,13-dihydro-7H-pyrrolo[2,1:6,1]pyrazino[2,3-c]carbazol-10-ylcarbamate Structure

Propyl 7-ethyl-...

1-Propanol Structure

dihydro-1,2-ethyl-9-isocyanato-12-oxo-2-pyrrolo<1',2':1,2>pyrazino<6,5-c>carbazole Structure

dihydro-1,2-eth...

~51%

Propyl 7-ethyl-13-oxo-12,13-dihydro-7H-pyrrolo[2,1:6,1]pyrazino[2,3-c]carbazol-10-ylcarbamate Structure

Propyl 7-ethyl-...

9H-Carbazole-3,5-diamine,9-ethyl-6-(1H-pyrrol-1-yl)- Structure

9H-Carbazole-3,...

~%

Propyl 7-ethyl-13-oxo-12,13-dihydro-7H-pyrrolo[2,1:6,1]pyrazino[2,3-c]carbazol-10-ylcarbamate Structure

Propyl 7-ethyl-...

9H-Carbazol-3-amine,9-ethyl-4,6-dinitro- Structure

9H-Carbazol-3-a...

~%

dihydro-1,2-ethyl-9-isocyanato-12-oxo-2-pyrrolo<1',2':1,2>pyrazino<6,5-c>carbazole Structure

dihydro-1,2-eth...

9H-Carbazole,9-ethyl-4,6-dinitro-3-(1H-pyrrol-1-yl)- Structure

9H-Carbazole,9-...

~%

dihydro-1,2-ethyl-9-isocyanato-12-oxo-2-pyrrolo<1',2':1,2>pyrazino<6,5-c>carbazole Structure

dihydro-1,2-eth...

phosgene Structure

9H-Carbazole-3,5-diamine,9-ethyl-6-(1H-pyrrol-1-yl)- Structure

9H-Carbazole-3,...

~69%

dihydro-1,2-ethyl-9-isocyanato-12-oxo-2-pyrrolo<1',2':1,2>pyrazino<6,5-c>carbazole Structure

dihydro-1,2-eth...

ethyl-9-formamido-12-pyrrolo[1',2':1,2]pyrazino[6,5-c]carbazole Structure

ethyl-9-formami...

~69%

amino-12-ethyl-9-pyrrolo<1',2':1,2>pyrazino<6,5-c>carbazole Structure

amino-12-ethyl-...

9H-Carbazol-3-amine,9-ethyl-4,6-dinitro- Structure

9H-Carbazol-3-a...

~%

amino-12-dihydro-1,2-ethyl-9-oxo-2-pyrrolo<1',2':1,2>pyrazino<6,5-c>carbazole Structure

amino-12-dihydr...

9H-Carbazole,9-ethyl-4,6-dinitro-3-(1H-pyrrol-1-yl)- Structure

9H-Carbazole,9-...

~%

amino-12-dihydro-1,2-ethyl-9-oxo-2-pyrrolo<1',2':1,2>pyrazino<6,5-c>carbazole Structure

amino-12-dihydr...

dihydro-1,2-ethyl-9-isocyanato-12-oxo-2-pyrrolo<1',2':1,2>pyrazino<6,5-c>carbazole Structure

dihydro-1,2-eth...

~80%

amino-12-dihydro-1,2-ethyl-9-oxo-2-pyrrolo<1',2':1,2>pyrazino<6,5-c>carbazole Structure

amino-12-dihydr...

dihydro-1,2-ethyl-9-N-piperidylcarbonylamino-12-oxo-2-pyrrolo[1',2':1,2]pyrazino[6,5-c]carbazolyl-12-carbamate d'ethyle Structure

dihydro-1,2-eth...

~48%

amino-12-dihydro-1,2-ethyl-9-oxo-2-pyrrolo<1',2':1,2>pyrazino<6,5-c>carbazole Structure

amino-12-dihydr...

9H-Carbazole-3,5-diamine,9-ethyl-6-(1H-pyrrol-1-yl)- Structure

9H-Carbazole-3,...

~%

amino-12-dihydro-1,2-ethyl-9-oxo-2-pyrrolo<1',2':1,2>pyrazino<6,5-c>carbazole Structure

amino-12-dihydr...

9H-Carbazol-3-amine,9-ethyl-4,6-dinitro- Structure

9H-Carbazol-3-a...

~%

nsc340566 Structure

9H-Carbazole,9-ethyl-4,6-dinitro-3-(1H-pyrrol-1-yl)- Structure

9H-Carbazole,9-...

~%

nsc340566 Structure

9H-Carbazole-3,5-diamine,9-ethyl-6-(1H-pyrrol-1-yl)- Structure

9H-Carbazole-3,...

~%

nsc340566 Structure

dihydro-1,2-ethyl-9-isocyanato-12-oxo-2-pyrrolo<1',2':1,2>pyrazino<6,5-c>carbazole Structure

dihydro-1,2-eth...

Butanol Structure

~39%

nsc340566 Structure