A Practical Synthesis of m-Prostaglandin E Synthase-1 Inhibitor MK-7285

被引：26

作者：

Gosselin, Francis ^{[1
]}

Lau, Stephen ^{[1
]}

Nadeau, Christian ^{[1
]}

Trinh, Thao ^{[1
]}

O'Shea, Paul D. ^{[1
]}

Davies, Ian W. ^{[2
]}

机构：

[1] Merck Frosst Ctr Therapeut Res, Dept Proc Res, Kirkland, PQ H9H 3L1, Canada

[2] Merck Res Labs, Dept Proc Res, Rahway, NJ 07065 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 20期

关键词：

PALLADIUM-CATALYZED CYANATION; CROSS-COUPLING LINKS; ARYL HALIDES; AROMATIC METALATION; DIRECT ARYLATION; REGIOSPECIFIC SYNTHESIS; EXCHANGE; BROMIDES; 1,3-DIBROMO-5,5-DIMETHYLHYDANTOIN; DERIVATIVES;

D O I：

10.1021/jo901798d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：7790 / 7797

页数：8

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