A convenient synthesis of novel 2,8-disubstituted pyrido[3,4-b]pyrazines possessing biological activity

Synthesis

Volumn 44, Issue 1, 2012, Pages 69-82

  Antoine, Maud ^a   Gerlach, Matthias ^b   Günther, Eckhard ^b   Schuster, Tilmann ^b   Czech, Michael ^b   Seipelt, Irene ^b   Marchand, Pascal ^a  

^a UNIVERSITÉ DE NANTES   (France)

^b Æterna Zentaris GmbH   (Germany)

Author keywords

condensation; phenylglyoxals; pyridines; pyrido 3,4 b pyrazines; regioselectivity; thioacetals

Indexed keywords

FUNCTIONALIZATIONS; PHENYLGLYOXALS; PYRAZINES; PYRIDO[3,4- B ]PYRAZINES; REGIO-SELECTIVE; SYNTHETIC ROUTES; THIOACETALS;

ALDEHYDES; AMIDES; CONDENSATION; CONDENSATION REACTIONS; PYRIDINE; SYNTHESIS (CHEMICAL); UREA;

REGIOSELECTIVITY;

2 (3,4 DIMETHOXYPHENYL) N (3 METHOXYPHENYL)PYRIDO[3,4 B]PYRAZIN 8 AMINE; 2 (3,4 DIMETHOXYPHENYL)N [4 (MORPHOLIN YL 1)PHENYL]PYRIDO[3,4 B]PYRAZIN 8 AMINE; 2 (3,4 DIMETHOXYPHENYL)N [4 (PIPERIDIN YL 1)PHENYL]PYRIDO[3,4 B]PYRAZIN 8 AMINE; 2 (4 METHOXYPHENYL) 2 OXOETHYL METHYL SULFOXIDE; 2 (4 METHOXYPHENYL) N [4 (MORPHOLIN 1 YL)PHENYL]PYRIDO[3,4 B]PYRAZIN 8 AMINE; 2 (4 METHOXYPHENYL) N [4 (PIPERIDIN 1 YL)PHENYL]PYRIDO[3,4 B]PYRAZIN 8 AMINE; 2 ARYL 8 BROMOPYRIDO[3,4 B]PYRAZINE DERIVATIVE; 2 HYDROXY 1 (4METHOXYPHENYL) 2 (METHYLSULFANYL)ETHANONE; 2 HYDROXY 2 (METHYLSULFANYL) 1 PHENYLETHANONE; 2 PHENYL 2 OXOETHYL METHYL SULFOXIDE; 2 PHENYL N [4 (PIPERIDIN 1 YL)PHENYL]PYRIDO[3,4 B]PYRAZIN 8 AMINE; 2 PHENYLPYRIDO[3,4 B]PYRAZINE; 2,2 DIHYDROXY 1 (3,4 DIMETHOXYPHENYL)ETHANONE; 2,2 DIHYDROXY 1 (4 HYDROXYPHENYL)ETHANONE; 2,2 DIHYDROXY 1 (4 METHOXYPHENYL)ETHANONE; 2,2 DIHYDROXY 1 [4 (PIPERIDIN 1 YL)PHENYL]ETHANONE; 2,2 DIHYDROXY 1 PHENYLETHANONE; 4 METHOXY N (2 PHENYLPRIDO[3,4 BETA]PYRAZIN 8 YL)BENZAMIDE; 8 AMINO 2 (3,4 DIMETHOXYPHENYL)PYRIDO[3,4 B]PYRAZINE; 8 AMINO 2 (4 HYDROXYPHENYL)PYRIDO[3,4 B]PYRAZINE; 8 AMINO 2 (4 METHOXYPHENYL)PYRIDO[3,4 B]PYRAZINE; 8 AMINO 2 [4 (PIPERIDIN 1 YL)PHENYL]PYRIDO[3,4 B]PYRAZINE; 8 AMINO 2 PHENYLPYRIDO[3,4 B]PYRAZINE; 8 AMINO 2ARYLPYRIDO[3,4 B]PYRAZINE DERIVATIVE; 8 BROMO 2 (3,4 DIMETHOXYPHENYL)PYRIDO[3,4 B]PYRAZINE; 8 BROMO 2 (4 HYDROXYPHENYL)PYRIDO[3,4 B]PYRAZINE; 8 BROMO 2 (4 METHOXYPHENYL)PYRIDO[3,4 B]PYRAZINE; 8 BROMO 2 [4 (PIPERIDIN 1 YL)PHENYL]PYRIDO[3,4 B]PYRAZINE; 8 BROMO 2 PHENYLPYRIDO[3,4 B]PYRAZINE; 8 BROMO 3 [4 (PIPERIDIN 1 YL)PHENYL]PYRIDO[3,4 B]PYRAZINE; N (2 METHOXYPHENYL) 2 PHENYLPRIDO[3,4 BETA]PYRAZIN 8 AMINE; N (2 PHENYLPRIDO[3,4 BETA]PYRAZIN 8 YL)BENZAMIDE; N (2 PHENYLPYRIDO[3,4 B]PYRAZIN 8 YL)ACETAMIDE; N (2 PHENYLPYRIDO[3,4 B]PYRAZIN 8 YL)BENZOPHENONE IMINE; N (2,5 DIMETHOXYPHENYL) 2 (4 METHOXYPHENYL)PYRIDO[3,4 B]PYRAZIN 8 AMINE; N (3 BROMOPHENYL) 2 (4 METHOXYPHENYL)PYRIDO[3,4 B]PYRAZIN 8 AMINE; N (3 BROMOPHENYL) 2 PHENYLPRIDO[3,4 BETA]PYRAZIN 8 AMINE; N (3 CHLOROPHENYL) N (2 PHENYLPYRIDO[3,4 B]PYRAZIN 8 YL)UREA; N (3 ETHYNYLPHENYL) 2 PHENYLPYRIDO[3,4 B]PYRAZIN 8 AMINE; N (3 METHOXYPHENYL) 2 PHENYLPRIDO[3,4 BETA]PYRAZIN 8 AMINE; N (3 METHOXYPHENYL) N (2 PHENYLPYRIDO[3,4 B]PYRAZIN 8 YL)UREA; N (3 METHOXYPHENYL) N [2 (METHOXYPHENYL)PYRIDO[3,4 B]PYRAZIN 8 YL]UREA; N (3,5 DIMETHOXYPHENYL) N (2 PHENYLPYRIDO[3,4 B]PYRAZIN 8 YL)UREA; N (4 HYDROXYPHENYL) 2 PHENYLPYRIDO[3,4 B]PYRAZIN 8 AMINE; N (4 METHOXYPHENYL) 2 PHENYLPYRIDO[3,4 B]PYRAZIN 8 AMINE; N (4 METHOXYPHENYL) N (2 PHENYLPYRIDO[3,4 B]PYRAZIN 8 YL)UREA; N (4 METHOXYPHENYL) N [2 (METHOXYPHENYL)PYRIDO[3,4 B]PYRAZIN 8 YL]UREA; N [ [4 (PIPERIDIN 1 YL)PHENYL]PYRIDO[3,4 B]PYRAZIN 8 YL]BENZOPHENONE IMINE; N [2 (3,4 DIMETHOXYPHENYL)PYRIDO[3,4 B]PYRAZIN 8 YL]BENZOPHENONE IMINE; N [2 (4 METHOXYPHENYL)PYRIDO[3,4 B]PYRAZIN 8 YL] N PHENYL UREA; N [2 (4 METHOXYPHENYL)PYRIDO[3,4 B]PYRAZIN 8 YL]BENZOPHENONE IMINE; N [4 (MORPHOLIN 4 YL)PHENYL] 2 PHENYLPYRIDO[3,4 B]PYRAZIN 8 AMINE; N ALLYL N (2 PHENYLPYRIDO[3,4 B]PYRAZIN 8 YL)UREA; N ETHYL N (2 PHENYLPYRIDO[3,4 B]PYRAZIN 8 YL)UREA; N PHENYL 2 [4 (PIPERIDIN 1 YL)PHENYL]PYRIDO[3,4 B]PYRAZIN 8 AMINE; N PHENYL N (2 PHENYLPYRIDO[3,4 B]PYRAZIN 8 YL)UREA; N(3 METHOXYPHENYL) 2 [4 (PIPERIDIN 1 YL)PHENYL]PYRIDO[3,4 B]PYRAZIN 8 AMINE; PYRAZINE DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ARTICLE; BIOLOGICAL ACTIVITY; DEMETHYLATION; DRUG STRUCTURE; DRUG SYNTHESIS; OXIDATION; POLYMERIZATION; PUMMERER REACTION; STEREOCHEMISTRY; SUBSTITUTION REACTION;

EID: 84655169539     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0031-1289613     Document Type: Article

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