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Mini-Reviews in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-193X
ISSN (Online): 1875-6298

Review Article

Recent Advances in the Synthesis of Naratriptan: An Anti-Migraine Drug

Author(s): Tanzeela Abdul Fattah and Aamer Saeed*

Volume 15, Issue 2, 2018

Page: [122 - 140] Pages: 19

DOI: 10.2174/1570193X14666170721145507

Price: $65

Abstract

Naratriptan 1 is a selective serotonin 5-hydroxytryptamine 5-HT1 receptor subtype agonist used for the treatment of acute attacks of migraine headaches and for cluster headaches. Since its discovery in 1998 by GlaxoSmithKline, a number of synthetic methods have been reported up till now. This review aims to focus soberly the various synthetic key routes used for the synthesis of naratriptan 1 in high yields. An effort has been carried out to provide an overview of practical, safe and scalable methods for the preparation of naratriptan, describing various Pd-catalyzed Heck reactions, Matsuda– Heck coupling, Fischer indolizations, Sonogashira coupling, Japp-Klingemann reaction and TiCl4- mediated indolization. Moreover, the precursors utilized in the synthesis have been described briefly.

Keywords: Naratriptan, migraine, synthesis, indole, Heck reaction, Sonogashira, Fischer indolization.

Graphical Abstract

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