Solid phase synthesis of 1,3,5-trisubstituted pyridin-2-ones

被引：12
|
作者：
Linn, JA [1 ]
Gerritz, SW [1 ]
Handlon, AL [1 ]
Hyman, CE [1 ]
Heyer, D [1 ]
机构：
[1] Glaxo Wellcome Res & Dev Ltd, Res Triangle Pk, NC 27709 USA
来源：
TETRAHEDRON LETTERS | 1999年 / 40卷 / 12期
关键词：
D O I：
10.1016/S0040-4039(98)02628-8
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The solid phase synthesis of 1,3,5-trisubsituted pyridin-2-ones is reported via selective (NH)-N-1- alkylation of 3-amino-5-carbomethoxy-1H-pyridin-2-one with a solid-supported halo-acid. Coupling of an acid to solid-supported 3-aminopyridinone was followed by saponification of the methyl ester to give the acid. Activation of the acid via the pentafluorophenyl ester allowed reaction with an amine, and cleavage from the solid support with TFA:H2O (95:5) provided 1,3,5-trisubstituted pyridin-2-ones. (C) 1999 Elsevier Science Ltd. All rights reserved.
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收藏
页码：2227 / 2230
页数：4
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