A process for the preparation of...

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C - Chemistry, Metallurgy

07

D

C07D 223/28 (2006.01)

Patent

CA 2589147

(S)-(+)-10,11-Dihydro-10-hydroxy-5H-dibenz[b,f]azepine-5-carboxyamide is prepared starting from racemic 5-cyano-10,11-dihydro-10-hydroxy-5H- dibenz[b,f]azepine by phthaloylation, separation of the diastereomeric salts of the phthaloyl derivative with (S)-phenylethylamine, hydrolysis of the (S, S) salt to (S)-(+)-5-cyano-10,11-dihydro-10-hydroxy-5H-dibenz[b,f]azepine and hydrolysis of the nitrile group of the latter to amido group, by treatment with peroxy compounds in alkali medium.

Partant d'une 5-cyano-10,11-dihydro-10-hydroxy-5H-dibenz[b,f]azépine racémique, on fabrique du (S)-(+)-10,11-dihydro-10-hydroxy-5H-dibenz[b,f]azépine-5-carboxyamide par phthaloylation, séparation des sels diastereomériques du dérivé phthaloyle avec (S)-phényléthylamine, hydrolyse du sel (S, S)en (S)-(+)-5-cyano-10,11-dihydro-10-hydroxy-5H-dibenz[b,f]azépine et hydrolyse du groupe nitrile de cette dernière en un groupe amido par traitement avec des composés alcalins en milieu alcalin.

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