Microwave-assisted synthesis of 3-aminobenzo[b]-thiophene scaffolds for the preparation of kinase inhibitors

被引：20

作者：

Bagley, Mark C. ^{[1
]}

Dwyer, Jessica E. ^{[1
]}

Molina, Maria D. Beltran ^{[2
]}

Rand, Alexander W. ^{[1
]}

Rand, Hayley L. ^{[1
]}

Tomkinson, Nicholas C. O. ^{[2
]}

机构：

[1] Univ Sussex, Sch Life Sci, Dept Chem, Brighton BN1 9QJ, E Sussex, England

[2] Univ Strathclyde, Dept Pure & Appl Chem, WestCHEM, Glasgow G1 1XL, Lanark, Scotland

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2015年 / 13卷 / 24期

基金：

英国工程与自然科学研究理事会;

关键词：

BENZOTHIOPHENE INHIBITORS; BIOLOGICAL EVALUATION; THIONYL CHLORIDE; DERIVATIVES; P38; AGENTS; SERIES; MK2; FIBROBLASTS; SELECTIVITY;

D O I：

10.1039/c5ob00819k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Microwave irradiation of 2-halobenzonitriles and methyl thioglycolate in the presence of triethylamine in DMSO at 130 degrees C provides rapid access to 3-aminobenzo[b]thiophenes in 58-96% yield. This transformation has been applied in the synthesis of the thieno[2,3-b] pyridine core motif of LIMK1 inhibitors, the benzo[4,5]thieno[3,2-e][1,4]diazepin-5(2H)-one scaffold of MK2 inhibitors and a benzo[4,5] thieno[3,2-d]-pyrimidin-4-one inhibitor of the PIM kinases.

引用

页码：6814 / 6824

页数：11

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