The Synthesis of (S)-5-Fluoro-1-(2-fluorophenyl)-3-(piperidin-3-ylmethoxy)-1 H-indazole, a Norepinephrine/Serotonin Reuptake Inhibitor for the Treatment of …

J Magano, M Waldo, D Greene…

Index: Magano, Javier; Waldo, Michael; Greene, Derek; Nord, Eric Organic Process Research and Development, 2008 , vol. 12, # 5 p. 877 - 883

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Citation Number: 24

Abstract

Compound 1, a norepinephrine/serotonin reuptake inhibitor (NSRI) for the treatment of fibromyalgia, has been synthesized in optically pure form in six linear steps and 48% overall yield with no chromatography. This route features a novel and efficient intramolecular cyclization to generate the indazolone core via a diazotization reaction and the preparation of a stable polymorph of the tartaric acid salt as the desired final form. The original ...