Process for the preparation of 5-substituted isobenzofurans

Details Process for the preparation of 5-substituted isobenzofurans Process for the preparation of 5-substituted isobenzofurans

C - Chemistry, Metallurgy

07

D

C07D 307/80 (2006.01) C07C 251/42 (2006.01) C07C 251/48 (2006.01) C07D 307/88 (2006.01)

Patent

CA 2456004

There is described a process for the preparation of citalopram and of its pharmaceutically acceptable salts, which comprises treating a 1-[3- (dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-5- isobenzofurancarbaldoxime, O-substituted preferably with a diphenylmethyl or triphenylmethyl group, with formic-acetic anhydride. Furthermore, the total synthesis of citalopram, as free base or in form of its pharmaceutically acceptable salt, starting from 5-formylphthalide is described.

L'invention concerne un procédé de préparation de citaloprame et de sels acceptables sur le plan pharmaceutique de celui-ci. Ce procédé consiste à traiter un 1-[3-(diméthylamino)propyl]-1-(4-fluorophényl)-1,3-dihydro-5-isobenzofuranecarbaldoxime, substitué par O, de préférence, au moyen d'un groupe diphénylméthyle ou triphénylméthyle, avec un anhydride formique-acétique. De plus, l'invention concerne également la synthèse totale du citaloprame, sous forme de base libre ou de sel acceptable sur le plan pharmaceutique de celui-ci, à partir du 5-formylphtalide.

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