Process for the preparation of rufinamide

Details Process for the preparation of rufinamide Process for the preparation of rufinamide

C - Chemistry, Metallurgy

07

D

C07D 249/04 (2006.01)

Patent

CA 2736703

The present invention relates to a process for the preparation of rufinamide of formula (I), which process compris-es: (i) reacting a 2,6-difluorobenzylhalide of formula (II), wherein X is chloride, bromide or iodide, with an azide to obtain 2--(azidomethyl)-1,3- difluorobenzene of formula (III); (ii) reacting 2- (azidomethyl)-1,3-difluorobenzene of formula (III) with methyl propiolate to obtain methyl 1-(2,6-difluorobenzyl)-1 H-1,2,3- triazole- 4-carboxylic acid of formula (IV); and (iii) reacting methyl 1-(2,6-difluorobenzyl)- 1 H-1,2,3-triazole-4-carboxylic acid of formula (IV) with ammonia to obtain rufinamide of formu-la (I).

La présente invention porte sur un procédé pour la préparation de rufinamide de formule (I), lequel procédé comprend : (i) la réaction d'un halogénure de 2,6-difluorobenzyle de formule (II), dans laquelle X représente chlorure, bromure ou iodure, avec un azide pour obtenir du 2-(azidométhyl)-1,3-difluorobenzène de formule (III) ; (ii) la réaction du 2-(azidométhyl)-1,3-difluorobenzène de formule (III) avec du propiolate de méthyle pour obtenir de l'ester méthylique de l'acide 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylique de formule (IV) ; et (iii) la réaction de l'ester méthylique de l'acide 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylique de formule (IV) avec de l'ammoniac pour obtenir du rufinamide de formule (I).

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