Synfacts 2010(10): 1101-1101  
DOI: 10.1055/s-0030-1258074
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of EP1 Antagonist GSK269984B

Contributor(s): Philip Kocienski
M. Whiting, K. Harwood, F. Hossner, P. G. Turner, M. C. Wilkinson*
GlaxoSmithKline, Stevenage, UK
Further Information

Publication History

Publication Date:
22 September 2010 (online)

Significance

Prostaglandin E2 is a proinflammatory mediator that exerts its physiological action by binding to the G-protein coupled receptor EP1. GSK269984B is an EP1 antagonist that was a clinical candidate for the treatment of inflammatory pain. The key step in the synthesis depicted is a magnesium-promoted phenolic aldol reaction of the 2-formylpyridine B (M. Whiting, M. C. Wilkinson, K. Harwood Synlett 2009, 1609).