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

页码：6365 / 6368

页数：4

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