K. Nagahara et al., REACTION OF 5-AMINOPYRAZOLE DERIVATIVES WITH ETHOXYMETHYLENE-MALONONITRILE AND ITS ANALOGS, Journal of heterocyclic chemistry, 31(1), 1994, pp. 239-243
A one-pot synthesis using 5-aminopyrazole derivatives 1 with ethoxymet
hylenemalononitrile (EMMN), ethyl ethoxymethylenecyanoacetate (EMCA) o
r diethyl ethoxymethylenemalonate (DEMM) gave pyrazolo-[1,5-a]pyrimidi
ne compounds 2,4,8. Also, the one step reaction of EMCA with hydrazine
hydrate afforded oxycarbonyl-5-pyrazolyl)aminomethylenecyanoacetate 3
c. On the other hand, the reaction of 1-substituted 5-aminopyrazole-4-
carboxamide 9 with EMMN afforded pyrazolo[3,4-d]pyrimidine compounds 1
0.