Efficient synthesis of novel NK1 receptor antagonists: Selective 1,4-addition of Grignard reagents to 6-chloronicotinic acid derivatives

Journal of Organic Chemistry

Volumn 71, Issue 5, 2006, Pages 2000-2008

  Hoffmann Emery, Fabienne ^a   Hilpert, Hans ^a   Scalone, Michelangelo ^a   Waldmeier, Pius ^a  

^a F HOFFMANN LA ROCHE LTD   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

CHLORONICOTINIC ACID; GRIGNARD REAGENTS; PYRIDINE RING; RECEPTOR ANTAGONISTS;

AMINO ACIDS; CARBOXYLIC ACIDS; NITROGEN COMPOUNDS; ORGANIC ACIDS; OXIDATION;

SYNTHESIS (CHEMICAL);

(6 MORPHOLIN 4 YL 4 O TOLYLPYRIDIN 3 YL)CARBAMIC ACID METHYL ESTER; 2 (3,5 BISTRIFLUOROMETHYLPHENYL) 2 METHYLPROPIONIC ACID; 2 (3,5 BISTRIFLUOROMETHYLPHENYL) 2 METHYLPROPIONYL CHLORIDE; 2 (3,5 BISTRIFLUOROMETHYLPHENYL) N METHYL N (MORPHOLIN 4 YL 4 O TOLYLPYRIDIN 3 YL)ISOBUTYRAMIDE; 2 (3,5 BISTRIFLUOROMETHYLPHENYL) N METHYL N [6 (4 METHYLPIPERAZIN 1 YL) 4 O TOLYLPYRIDIN 3 YL]ISOBUTYRAMIDE; 2 (3,5 BISTRIFLUOROMETHYLPHENYL)PROPAN 2 OL; 2 BENZHYDRYL 3 (2 METHOXYBENZYLAMINO) 1 AZABICYCLO[2.2.2]OCTANE; 6 (4 METHYLPIPERAZIN 1 YL) 4 O TOLYL 4,5 DIHYDROPYRIDINE 3 CARBOXYLIC ACID METHYLAMIDE; 6 (4 METHYLPIPERAZIN 1 YL) 4 O TOLYL NICOTINAMIDE; 6 CHLORO N METHYL 4 O TOLYL NICOTINAMIDE; 6 CHLORONICOTINIC ACID DERIVATIVE; 6 MORPHOLIN 4 YL 4 O TOLYL NICOTINAMIDE; [6 (4 METHYLPIPERAZIN 1 YL) 4 O TOLYLPYRIDIN 3 YL]CARBAMIC ACID METHYL ESTER; ACETONE; BEFETUPITANT; CARBOXYL GROUP; METHYL (6 MORPHOLIN 4 YL 4 O TOLYLPYRIDIN 3 YL)AMINE; METHYL [6 (4 METHYLPIPERAZIN 1 YL) 4 O TOLYLPYRIDIN 3 YL]AMINE; METHYL GROUP; N METHYL 6 (4 METHYLPIPERAZIN 1 YL) 4 O TOLYL NICOTINAMIDE; N TERT BUTYL 6 (4 METHYLPIPERAZIN 1 YL) 4 O TOLYL NICOTINAMIDE; N TERT BUTYL 6 CHLORO 4 O TOLYL NICOTINAMIDE; N TERT BUTYL 6 MORPHOLIN 4 YL 4 O TOLYL NICOTINAMIDE; NETUPITANT; NEUROKININ 1 RECEPTOR ANTAGONIST; NICOTINIC ACID DERIVATIVE; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CARBONYLATION; DRUG SYNTHESIS; GRIGNARD REACTION; OXIDATION; REDUCTION;

ANIMALS; HUMANS; NICOTINIC ACIDS; PROPIONIC ACIDS; PYRIDINES; RECEPTORS, NEUROKININ-1;

EID: 33644644976     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0523666     Document Type: Article

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