Development of an Industrial Process Based on the Groebke-Blackburn-Bienayme Multicomponent Reaction: Efficient Preparation of 3-Aminoimidazo[1,2-a]pyrazines

被引：12

作者：

Baenziger, Markus ^{[1
]}

Durantie, Estelle ^{[1
]}

Mathes, Christian ^{[1
]}

机构：

[1] Novartis Pharma AG, CH-4002 Basel, Switzerland

来源：

SYNTHESIS-STUTTGART | 2017年 / 49卷 / 10期

关键词：

cyclisation; Groebke-Blackburn-Bienayme reaction; one-pot process; multicomponent reaction; sulfate salt; 3-COMPONENT CONDENSATION; FUSED; 3-AMINOIMIDAZOLES; ANNULATED PYRIDINES; PARALLEL SYNTHESIS; ISONITRILES; ALDEHYDES; PYRAZINES; HETEROCYCLES; PYRIMIDINES; ISOCYANIDES;

D O I：

10.1055/s-0036-1588130

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-Aminoimidazo[1,2-a]pyrazine is an important scaffold that is found in many drugs. This scaffold is rapidly accessible through a Groebke-Blackburn-Bienayme cyclisation starting from an aminopyrazine, an aldehyde and an isocyanide. A scale-up process of this multicomponent reaction has been achieved in high yield and with excellent purity. The scope and limitations of this process leading to various 3-aminoimidazo[1,2-a]pyrazines are disclosed.

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页码：2266 / 2274

页数：9

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