Naratriptan → HCID 86670066, compound

Participants

Reaction Steps

U.S. Pat. No. 4,997,841 discloses naratriptan, its salts and several processes for its preparation. One of the processes comprises reacting 5-bromoindole with 1-methylpiperidin-4-one by means of KOH in methanol at room temperature to give 5-bromo-3-(4-(hydroxy-1-methylpiperidin-4-yl)-1H-indole, which is condensed with N-methylvinylsulfonamide by means of palladium acetate and tri-p-tolyl phosphine in hot DMF to afford (E)-N-methyl-2-[3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-5-yl]vinylsulfonamide. Finally, this compound is hydrogenated with H2 over Pd/C to obtain naratriptan.

Provenance & Evidence