A new regioselective synthesis of 1,2,5-trisubstituted 1H-imidazoles and its application to the development of eprosartan

被引：64

作者：

Shilcrat, SC ^{[1
]}

Mokhallalati, MK ^{[1
]}

Fortunak, JMD ^{[1
]}

Pridgen, LN ^{[1
]}

机构：

[1] SMITHKLINE BEECHAM PHARMACEUT,DEPT SYNTHET CHEM,CHEM R&D,KING OF PRUSSIA,PA 19406

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1997年 / 62卷 / 24期

关键词：

D O I：

10.1021/jo971304f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new method is presented for the preparation of 1,2-disubstitued-1H-imidazole-5-carboxaldehydes by the reaction of N-monosubstituted amidines with 2-halo-3-alkoxy-2-propenals. The reaction is highly regioselective with ratios of 1,2,5:1,2,4-imidazolecarboxaldehydes ranging from 85:15 to 100: 0. This methodology could be extended with similar results to the synthesis of imidazole-g-nitriles by the reaction of 2-bromo-3-methoxy-2-propenenitrile with N-monosubstituted amidines.

引用

页码：8449 / 8454

页数：6

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