Ammonia → HCID 86630699, compound

Participants

Reaction Conditions

Reaction Steps

2.00 g methyl 5,7-dichloro-6-phenylpyrazolo[1,5-a]pyrimidine-2-carboxylate are dissolved in 40 ml dichloromethane. 40 ml brine, 20 ml ammonia solution 25% w/w and 1.22 g zinc powder are added and the mixture is stirred at 60° C. for 3 h. The reaction mixture is filtrated over kieselgur and is washed with dichloromethane and water. The organic phase is separated and the water phase is extracted with dichloromethane. The combined dichloromethane phase is dried over Na2SO4 and evaporated. The crude product contains methyl 5,7-dichloro-6-phenylpyrazolo[1,5-a]pyrimidine-2-carboxylate. The crude product is dissolved again in 20 ml dichloromethane. 20 ml brine, 10 ml ammonia solution 25% w/w and 0.60 g zinc powder are added and the mixture is stirred at 60° C. for 45 min. The reaction mixture is filtrated over kieselgur and washed with dichloromethane and water. The organic phase is separated and the water phase is extracted with dichloromethane. The combined dichloromethane phase is dried over Na2SO4, the solvent is evaporated and the residue is purified by chromatography on silica gel (dichloromethane/ethyl acetate) to yield the desired compound.

Provenance & Evidence