Journal of Heterocyclic Chemistry p. 239 - 243 (1994)
Update date:2022-07-30
Topics:
Nagahara
Kawano
Sasaoka
Ukawa
Hirama
Takada
Cottam
Robins
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 pyrazolo[3,4-d]pyrimidine compounds 10.
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