A practical synthesis of m-prostaglandin E synthase-1 inhibitor MK-7285.

Francis Gosselin, Stephen Lau, Christian Nadeau, Thao Trinh, Paul D O'Shea, Ian W Davies

Department of Process Research, Merck Frosst Centre for Therapeutic Research, 16711 Route Transcanadienne, Kirkland, Québec, Canada H9H 3L1. francis_gosselin@merck.com

The Journal of organic chemistry 2009 Oct 16

filter terms:

A practical, kilogram-scale chromatography-free synthesis of mPGE synthase I inhibitor MK-7285 is described. The route features a convergent assembly of the core phenanthrene unit via amide-directed ortho-metalation and proximity-induced anionic cyclization, followed by imidazole synthesis and late-stage cyanation.

Citation

Francis Gosselin, Stephen Lau, Christian Nadeau, Thao Trinh, Paul D O'Shea, Ian W Davies. A practical synthesis of m-prostaglandin E synthase-1 inhibitor MK-7285. The Journal of organic chemistry. 2009 Oct 16;74(20):7790-7