Substituted acetylpyridine derivatives and process for the...

C - Chemistry – Metallurgy – 07 – D

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C07D 213/50 (2006.01) C07D 213/30 (2006.01) C07D 213/64 (2006.01) C07D 213/72 (2006.01) C07D 213/74 (2006.01) C07D 213/75 (2006.01) C07D 405/04 (2006.01)

Patent

CA 2362070

An industrially useful process for preparing safely and efficiently intermediates for optically active .beta.3 adrenergic receptor agonist from easily available raw materials, which comprises reducing a substituted acetylpyridine derivative represented by general formula (9) enantio- selectively into an optically active hydroxyethylpyridine derivative represented by general formula (10) (wherein * represents an asymmetric carbon atom), and converting this derivative into an intermediate for optically active .beta.3 adrenergic receptor agonist, e.g., an optically active dihydroxyethylpyridine derivative represented by general formula (14) or an optically active oxirane derivative represented by general formula (16).

Cette invention a trait à un procédé, des plus utile à l'échelle industrielle, de préparation d'un agoniste du récepteur adrénergique .beta.¿3? optiquement actif à partir de matières premières facilement disponibles. Ce procédé consiste à réduire un dérivé d'acétylpyridine substituée, correspondant à la formule générale (9) et ce, de manière énantio-sélective pour le convertir en un dérivé d'hydoxyéthylpyridine optiquement actif, correspondant à la formule générale (10) (dans cette formule, * représente un atome de carbone asymétrique), et à convertir ce dérivé en un intermédiaire pour un agoniste du récepteur adrénergique .beta.¿3?, par exemple, un dérivé de dihydoxyéthylpyridine correspondant à la formule générale (14) ou un dérivé d'oxyrane optiquement actif correspondant à la formule générale (16).

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