An improved process for the synthesis of...

Details An improved process for the synthesis of... An improved process for the synthesis of...

C - Chemistry, Metallurgy

07

C

C07C 237/08 (2006.01) C07C 231/02 (2006.01) C07C 231/12 (2006.01)

Patent

CA 2459175

This invention relates to an improved process for synthesizing (.plusmn.) 2- Amino-N-[2,(S,5-dimethoxyphenyl)-2-hydroxyethyl] acetamide monohydrochloride in good yield and in a cost effective manner from 1-(2,5dimethoxyphenyl)-2- bromoethanone by reacting the same with hexamine in the presence of novel solvent system comprising Tetrahydrofuran and water. The resulting aminoethanone is acylated with haloacetylchloride and sodium acetate in acetone-water solvent system. This product is reduced selectively first with sodium borohydride and subsequently with stannous chloride. This product is converted in situ to the corresponding hydrochloride salt immediately after reduction on its own.

La présente invention concerne un processus de synthèse amélioré de (.plusmn.) 2-Amino-N-[2,(S,5-diméthoxyphényl)-2-hydroxyéthyl] acétamide monohydrochlorure produit à bon rendement et de façon rentable à partir de 1-(2,5diméthoxyphényl)-2-bromoéthanone par réaction de ce composé avec de l'hexamine en présence d'un nouveau système de solvant comprenant un tetrahydrofuran et de l'eau. L'aminoéthanone résultante est acylée avec un haloacétylchlorure et un acétate de sodium dans un système de solvant acétone-eau. Ce produit est réduit sélectivement d'abord avec un borohydrure de sodium puis avec un chlorure stanneux. Ce produit est transformé sur place en sel d'hydrochlorure correspondant immédiatement après sa propre réduction.

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