Synthesis of 9-alkyl-6-amino[1,2,4]triazolo[3,4-c]-5-azaquinoxalines. Mild and effective SNAr amination of highly electron-poor heterocycles

被引：2

作者：

Unciti-Broceta, Asier ^{[1
]}

Jose Pineda-de-las-Infantas, Maria ^{[2
]}

Angel Gallo, Miguel ^{[2
]}

Espinosa, Antonio ^{[2
]}

机构：

[1] Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland

[2] Univ Granada, Fac Farm, Dept Quim Farmaceut & Organ, E-18071 Granada, Spain

来源：

TETRAHEDRON LETTERS | 2010年 / 51卷 / 17期

关键词：

ADENOSINE RECEPTOR ANTAGONISTS; EFFICIENT ONE-POT; ARYL HALIDES; BEHAVIOR; AMINES;

D O I：

10.1016/j.tetlet.2010.02.109

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis and characterization of five different 9-alkyl-6-amino[1,2,3]triazolo[3,4-c]-5-azaquinoxalines is described. Due to the notable electrophilic character of the C-6 position of the [1,2,4]triazol-o[3,4-c]-5-azaquinoxaline tricyclic system, SNAr amination was achieved simply by reacting the corresponding 6-chloro derivative with ammonia-saturated acetonitrile (a non-nucleophilic polar solvent) in a sealed reaction vessel, using microwave-mediated or conventional heating. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：2262 / 2264

页数：3

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