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Reaction of 5-aminopyrazole derivatives with ethoxymethylene-malononitrile and its analogues
Authors:Katsuhiko Nagahara  Hiroko Kawano  Shinji Sasaoka  Chisa Ukawa  Tamaki Hirama  Atsushi Takada  Howard B Cottam  Roland K Robins
Abstract:A one-pot synthesis using 5-aminopyrazole derivatives 1 with ethoxymethylenemalononitrile (EMMN), ethyl ethoxymethylenecyanoacetate (EMCA) or diethyl ethoxymethylenemalonate (DEMM) gave pyrazolo-1,5-a]pyrimidine compounds 2,4,8 . Also, the one step reaction of EMCA with hydrazine hydrate afforded ethyl(4-ethoxycarbonyl-5-pyrazolyl)aminomethylenecyanoacetate 3c . On the other hand, the reaction of 1-substituted 5-aminopyrazole-4-carboxamide 9 with EMMN afforded pyrazolo3,4-d]pyrimidine compounds 10 .
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