Development of Scalable Routes to 1-Bicyclo[1.1.1]pentylpyrazoles

被引：29

作者：

Zarate, Cayetana ^{[1
]}

Ardolino, Michael ^{[1
]}

Morriello, Gregori J. ^{[2
]}

Logan, Kaitlyn M. ^{[3
]}

Kaplan, William P. ^{[3
]}

Torres, Luis ^{[3
]}

Li, Derun ^{[3
]}

Chen, Meng ^{[4
]}

Li, Hongming ^{[1
]}

Su, Jing ^{[2
]}

Fuller, Peter ^{[3
]}

Maddess, Matthew L. ^{[1
]}

Song, Zhiguo Jake ^{[5
]}

机构：

[1] Merck & Co Inc, Dept Proc Res & Dev, Boston, MA 02115 USA

[2] Merck & Co Inc, Dept Discovery Chem, Kenilworth, NJ 07033 USA

[3] Merck & Co Inc, Dept Discovery Chem, Boston, MA 02115 USA

[4] WuXi AppTec Tianjin, Chem Serv Unit, Tianjin 300457, Peoples R China

[5] Merck & Co Inc, Dept Proc Res & Dev, Rahway, NJ 07065 USA

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2021年 / 25卷 / 03期

关键词：

bicyclo[1.1.1]pentane; bicyclo[1.1.1]pentylpyrazole; bioisostere; 1.1.1]propellane; Chan-Lam coupling; bicyclo[1.1.1]pentylpyrazole hydrazine; FLUORINATION; PYRAZOLE; DESIGN; ACIDS;

D O I：

10.1021/acs.oprd.0c00446

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The application of bicyclo[1.1.1]pentanes (BCPs) as phenyl bioisosteres has garnered significant attention, as these structural motifs can improve the physiochemical profiles of drug candidates. Despite the potential of using 1-bicyclo[1.1.1]-pentylpyrazoles (BCPPs) as 1-phenylpyrazole bioisosteres, this area remains underexplored because of the relative lack of reliable synthetic methods for the preparation of BCPPs. Herein we address this synthetic gap and report the development of novel and scalable routes to generate a host of BCPPs.

引用

页码：642 / 647

页数：6

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