Synthesis of substituted 2-amino-4-quinazolinones via ortho-fluorobenzoyl guanidines

被引：24
|
作者：
Fray, M. Jonathan [1 ]
Mathias, John P. [1 ]
Nichols, Carly L. [1 ]
Po-Ba, Yvonne M. [1 ]
Snow, Hayley [1 ]
机构：
[1] Pfizer Ltd, Global Res & Dev, Sandwich CT13 9NJ, Kent, England
来源：
TETRAHEDRON LETTERS | 2006年 / 47卷 / 36期
关键词：
quinazolinones; guanidines; o-fluorobenzoic acids; acylation; nucleophilic aromatic substitution;
D O I：
10.1016/j.tetlet.2006.06.168
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel route to 12 substituted 2-amino-4-quinazolinones is described. Starting from 2,6-difluoro-4-methoxybenzonitrile, substitution of one of the fluorine atoms either directly or indirectly with heterocycles (e.g., pyridyl, thiazolyl, pyrazolyl) followed by hydrolysis of the nitrile gave a series of o-fluorobenzoic acid derivatives. Condensation with a set of six N,N-disubstituted guanidines followed by base-promoted ring closure afforded 2-amino-4-quinazolinone derivatives. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6365 / 6368
页数：4
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