Development of a Scalable Route to a Dual NK-1/Serotonin Receptor Antagonist
Organic Process Research & Development2013Vol. 17(2), pp. 257–264
Citations Over TimeTop 12% of 2013 papers
Abstract
The evolution of a process for the preparation of a new heterocyclic dual NK1/serotonin receptor antagonist is described. The final synthesis features a telescoped sequence in which an iron(III)-catalyzed Grignard coupling is followed by a benzylic chlorination utilizing trichlorocyanuric acid to construct an unsymmetrical 2,4,6-trisubstituted pyridine. Etherification of a 4,4′-arylhydroxymethane substituted piperidine fragment completes the synthesis of the active pharmaceutical ingredient in 44% overall yield.
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