Efficient molar-scale synthesis of 1-methyl-5-acylimidazole triflic acid salts

被引：10

作者：

Chen, BC ^{[1
]}

Skoumbourdis, AP ^{[1
]}

Sundeen, JE ^{[1
]}

Rovnyak, GC ^{[1
]}

Traeger, SC ^{[1
]}

机构：

[1] Bristol Myers Squibb Co, Pharmaceut Res Inst, Discovery Chem, Princeton, NJ 08543 USA

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2000年 / 4卷 / 06期

关键词：

D O I：

10.1021/op990201r

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A new process for the molar-scale preparation of 1-methyl-5-acylimidazole triflic acid salts was developed. The new process consists of: (i) regioselective N-3-tritylation of 5-acylimidazole to give 3-trityl-5-acylimidazoles, (ii) N-1-methylation of 3-trityl-5-acylimidazoles, and (iii) hydrolysis of the resulting quaternary ammonium salts to afford 1-methyl-5-acylimidazole triflic acid salts. This process is highly efficient, affording 1-methyl-5-acylimidazole triflic acid salts in 86-88% overall yield in three steps without chromatographic separation of products.

引用

页码：613 / 614

页数：2

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