Patent ID: 7312345
Filing Date: 2007-12-25
Classification: C07D

Abstract:
1. A process for preparing dronedarone [1] or a pharmaceutically acceptable salt thereof, which process comprises the steps of: (a) reacting a compound of formula [3] with 2-bromohexanoyl chloride or bromide in the presence of aluminum chloride or bromide to obtain a compound of formula [6]: wherein R (b) converting the compound [6] obtained in step (a) above into the compound of formula [9] (c) dehydrating and N-deprotecting the compound of formula [9] obtained in step (b) above in an aqueous solution of HX (d) optionally, preparing 2-butyl-5-benzofuranamine free base from the acid addition salt of 2-butyl-5-benzofuranamine [12] obtained in step (c) above; (e) reacting the 2-butyl-5-benzofuranamine free base obtained in step (d) above or the acid addition salt of 2-butyl-5-benzofuranamine [12] obtained in step (c) with an agent selected from the group consisting of methanesulfonic anhydride and methanesulfonyl chloride or fluoride to obtain N- (2-butyl-5-benzofuranyl)methanesulfonamide [14] (f) Friedel-Crafts acylating of N (2-butyl-5-benzofuranyl)methanesulfonamide [14] obtained in step (e) above with 4- (3-dibutylaminopropoxy)benzoyl chloride hydrochloride [15] to obtain dronedarone [1] or a pharmaceutically acceptable salt thereof.