Regioselective synthesis of 2,8-disubstituted 4-aminopyrido[3,2-d] pyrimidine-6-carboxylic acid methyl ester compounds

Journal of Organic Chemistry

Volumn 77, Issue 1, 2012, Pages 243-252

  Bouscary Desforges, Gwenaelle ^a   Bombrun, Agnes ^a   Augustine, John Kallikat ^b   Bernardinelli, Gérald ^c   Quattropani, Anna ^a  

^a MERCK SERONO S A   (Switzerland)

^b SYNGENE INTERNATIONAL LTD   (India)

^c UNIVERSITY OF GENEVA   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

CROSS COUPLING REACTIONS; METAL-CATALYZED CROSS-COUPLING REACTIONS; METHYL ESTERS; ORTHOGONALITY; PYRIMIDINE DERIVATIVES; REACTION CONDITIONS; REGIO-SELECTIVE; REGIOSELECTIVE SYNTHESIS; SUZUKI-MIYAURA REACTION; THIOLATES;

ADDITION REACTIONS; AMINATION; AROMATIC COMPOUNDS; CARBOXYLIC ACIDS; CATALYSIS; CHLORINE COMPOUNDS; SYNTHESIS (CHEMICAL);

REGIOSELECTIVITY;

2 4 TOLYLSULFANYL 4 DIETHYLAMINO 8 CHLOROPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2 BENZYLAMINO 4 DIETHYLAMINO 8 METHYLSULFANYLPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2 BENZYLAMINO 4 DIETHYLAMINOPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2 BENZYLAMINO 4 DIMETHYLAMINO 8 (4 METHOXYPHENYL)PYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2 BENZYLAMINO 4 DIMETHYLAMINO 8 PHENYLPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2 BENZYLAMINO 8 CHLORO 4 DIETHYLAMINOPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2 BENZYLAMINO 8 CHLORO 4 DIMETHYLAMINOPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2 BENZYLSULFANYL 4 DIETHYLAMINO 8 CHLOROPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2 BUTYLAMINO 4 DIETHYLAMINO 8 METHYLSULFANYLPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2 BUTYLAMINO 8 CHLORO 4 DIMETHYLAMINOPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2 CHLORO 4 DIETHYLAMINO 8 4 TOLYLSULFANYLPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2 CHLORO 4 DIETHYLAMINO 8 BENZYLSULFANYLPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2 CHLORO 4 DIETHYLAMINO 8 METHYLSULFANYLPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2 DIETHYLAMINO 8 CHLORO 4 DIMETHYLAMINOPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2 METHYLSULFANYL 4 DIETHYLAMINO 8 CHLOROPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2 PHENYL 4 DIETHYLAMINO 8 METHYLSULFANYLPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2,4 DIETHYLAMINO 8 METHYLSULFANYLPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2,8 DICHLORO 4 (4 METHOXYPHENYLAMINO)PYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2,8 DICHLORO 4 (4 TRIFLUOROMETHYLPHENYLAMINO)PYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2,8 DICHLORO 4 CYCLOHEXYLAMINOPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2,8 DICHLORO 4 DIETHYLAMINOPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2,8 DICHLORO 4 DIMETHYLAMINOPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 2,8 DICHLORO 4 PHENYLAMINOPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 4 (4 METHOXYPHENYLAMINO)PYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 4 DIMETHYLAMINO 2 PHENYLAMINOPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; 8 BENZYLSULFANYL 4 DIETHYLAMINO 2 4 TOLYLSULFANYLPYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLIC ACID METHYL ESTER; CHEMICAL COMPOUND; METHYL 2 ANILINO 8 CHLORO 4 (DIMETHYLAMINO)PYRIDO[3,2 D]PYRIMIDINE 6 CARBOXYLATE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ARTICLE; CHEMICAL REACTION; CROSS COUPLING REACTION; SUZUKI REACTION; SYNTHESIS;

AMINATION; CATALYSIS; CROSS-LINKING REAGENTS; ESTERS; MOLECULAR STRUCTURE; PYRIMIDINES; STEREOISOMERISM;

EID: 84855547626     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo201834d     Document Type: Article

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