A one-pot, three-component aminotriazine annulation onto 5-aminopyrazole-4-carbonitriles under microwave irradiation

被引：26

作者：

Lim, Felicia Phei Lin ^{[1
]}

Luna, Giuseppe ^{[1
]}

Dolzhenko, Anton V. ^{[1
,2
]}

机构：

[1] Curtin Univ, Curtin Hlth Innovat Res Inst, Sch Pharm, Perth, WA 6845, Australia

[2] Monash Univ Malaysia, Sch Pharm, Bandar Sunway 47500, Selangor Darul, Malaysia

来源：

TETRAHEDRON LETTERS | 2015年 / 56卷 / 03期

关键词：

Triazine; Pyrazole; Purine isostere; Multicomponent reaction; Microwave-assisted synthesis; TYROSINE KINASE INHIBITORS; RECEPTOR ANTAGONIST; BIOLOGICAL-ACTIVITY; DERIVATIVES; MONKEYS; DESIGN;

D O I：

10.1016/j.tetlet.2014.12.010

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one-pot, three-component, microwave-assisted reaction of 5-aminopyrazole-4-carbonitriles, triethyl orthoformate and cyanamide afforded novel 7-arylamino-substituted 4-aminopyrazolo[1,5-a][1,3,51 triazine-8-carbonitriles. The reaction proceeded in a chemo- and regioselective manner resulting in the successful amino-1,3,5-triazine annulation onto 5-aminopyrazole-4-carbonitriles to give 4-aminopyrazolo [1,5-a][1,3,5]triazine-8-carbonitriles. The operational simplicity of the method and high purity of the products, which can be isolated via simple filtration, make this approach attractive for the preparation of a library of compounds for drug discovery processes. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：521 / 524

页数：4

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