Divergent and Regioselective Synthesis of Pyrazolo[1,5-a]pyridines and Imidazo[1,5-a]pyridines

被引：9

作者：

Mennie, Katrina M. ^{[1
]}

Reutershan, Michael H. ^{[1
]}

White, Catherine ^{[1
]}

Adams, Bruce ^{[1
,2
]}

Becker, Bridget ^{[1
,3
]}

Deng, James ^{[1
,4
]}

Katz, Jason D. ^{[1
,5
]}

LaBlue, Elisabeth ^{[1
,6
]}

Margrey, Kaila ^{[1
]}

Sauri, Josep ^{[1
]}

机构：

[1] Merck & Co Inc, Boston, MA 02115 USA

[2] MIT, Dept Chem, Cambridge, MA 02139 USA

[3] Covance Inc, Madison, WI 53704 USA

[4] Salk Inst Biol Studies, 10010 N Torrey Pines Rd, La Jolla, CA 92037 USA

[5] IFM Therapeut, Boston, MA 02116 USA

[6] Emmanuel Coll, Boston, MA 02115 USA

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 12期

关键词：

DISCOVERY; DESIGN; POTENT; DERIVATIVES; ANTAGONISTS; INHIBITORS;

D O I：

10.1021/acs.orglett.1c01431

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nitrogenous heterocycles are ubiquitous in pharmaceuticals and drug-like compounds; however, regioselective synthesis has proved challenging. Herein we report our efforts to develop a regioselective method for the synthesis of pyrazolo[1,5-a]pyridines and the serendipitous discovery of a protocol for the regioselective formation of imidazo[1,5-a]pyridines. Together, these transformations allow for the rapid and selective formation of two important heterocyclic motifs from a common intermediate.

引用

页码：4694 / 4698

页数：5

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