Ammonia → HCID 86630699, compound

Participants

Reaction Conditions

Reaction Steps

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

Provenance & Evidence