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Paper | Regular issue | Vol 68, No. 4, 2006, pp.713-719
Published online, 3rd March, 2006
DOI: 10.3987/COM-06-10670
New Synthesis of Naratriptan

László Poszávácz,* Gyula Simig, József Fetter, and Ferenc Bertha

*Chemical Research Deivision, EGIS Pharmaceuticals Ltd., P.O.Box 100, H-1475 Budapest, Hungary

Abstract

A new synthesis of N-methyl-3-(1-methyl-4-piperidinyl)-1H-indole-5-ethanesulfonamide (naratriptan, 1a) has been elaborated starting from 1-benzyl-1H-indole-5-carbaldehyde (14b). The 1-benzyl group proved to be an advantageous protecting group in the course of the construction of the ethanesulfonamide and methylpipieridinyl side-chains and it was removed in the last step of the synthesis.