Multi-component reactions between 2-aminopyrimidine, aldehydes and isonitriles: the use of a nonpolar solvent suppresses formation of multiple products

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• 作者：Vladislav Z. Parchinsky ; Olga Shuvalova ; Olga Ushakova ; Dmitry V. Kravchenko and Mikhail Krasavin
• 关键词：Imidazo[ ; 1 ; 2-a] ; pyrimidine ; Ugi reaction ; Combinatorial chemistry ; Toluene ; Ammonium chloride
• 刊名：Tetrahedron Letters
• 出版年：2006
• 出版时间：6 February 2006
• 年：2006
• 卷：47
• 期：6
• 页码：947-951
• 全文大小：127 K

文摘

A reliable and convenient protocol for MCRs between 2-aminopyrimidine, aldehydes and isonitriles is described. Toluene was chosen as the reaction solvent based on mechanistic reasoning. The product mixtures were found to contain a single imidazo[1,2-a]pyrimidine product in each case, which were isolated and purified by precipitation and crystallization. Chromatographic recovery from filtrates raised the total yields to 49–66 % . The procedure provides a practical alternative to hitherto reported methods in which formation of multiple products was observed.