Regioselective synthesis of N1-substituted-4-nitropyrazole-5-carboxylates via the cyclocondensation of ethyl 4-(dimethylamino)-3-nitro-2-oxobut-3-enoate with substituted hydrazines

被引：1

作者：

Zhao, Rulin ^{[1
]}

Hong, Zhenqiu ^{[1
]}

Wang, Bei ^{[1
]}

Kempson, James ^{[1
]}

Cornelius, Lyndon ^{[1
]}

Li, Jianqing ^{[2
]}

Li, Yi-Xin ^{[3
]}

Mathur, Arvind ^{[1
]}

机构：

[1] Bristol Myers Squibb Res & Early Dev, Small Mol Drug Discovery, POB 4000, Princeton, NJ 08543 USA

[2] Bristol Myers Squibb Res & Early Dev, Small Mol Drug Discovery, 200 Cambridge Pk Dr, Cambridge, MA 02140 USA

[3] Bristol Myers Squibb Res & Early, Small Mol Drug Discovery, 700 Bay Rd, Redwood City, CA 04063 USA

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2022年 / 20卷 / 48期

关键词：

PYRAZOLES; CYCLIZATION; REACTIVITY; PYRROLO;

D O I：

10.1039/d2ob02006h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and expeditious method for the regioselective synthesis of N1-substituted-4-nitropyrazole-5-carboxylates was developed. The method involves cyclocondensation of ethyl 4-(dimethylamino)-3-nitro-2-oxobut-3-enoate with a series of monosubstituted hydrazines to give N1-substituted-4-nitropyrazole-5-carboxylates with excellent regioselectivity and good yields. Solvent effects on regioselectivity of the cyclocondensation were examined.

引用

页码：9746 / 9752

页数：7

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