Development of a Scalable Synthesis of GSK183390A, a PPAR α/γ Agonist

A scalable synthesis of GSK183390A, a PPAR α/γ agonist, is described. This synthesis is highlighted by (1) a regioselective formal 1,3-dipolar cycloaddition reaction between an enamine and a nitrile imine dipole to form a 1,3,5-trisubstituted pyrazole and (2) a regioselective amidomethylation of an...

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Bibliographic Details
Published in:	Organic process research & development Vol. 11; no. 6; pp. 1032 - 1042
Main Authors:	Oh, Lynette M, Wang, Huan, Shilcrat, Susan C, Herrmann, Robert E, Patience, Daniel B, Spoors, P. Grant, Sisko, Joseph
Format:	Journal Article
Language:	English
Published:	American Chemical Society 01-11-2007
Online Access:	Get full text
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Summary:	A scalable synthesis of GSK183390A, a PPAR α/γ agonist, is described. This synthesis is highlighted by (1) a regioselective formal 1,3-dipolar cycloaddition reaction between an enamine and a nitrile imine dipole to form a 1,3,5-trisubstituted pyrazole and (2) a regioselective amidomethylation of an ο-cresol derivative using 2-chloro-N-hydroxymethylacetamide.
ISSN:	1083-6160 1520-586X
DOI:	10.1021/op700164t