Sodium Carbonate → HCID 71680623, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-amino-7-bromo-5-(2,6-difluorophenyl)-1,5-dihydro-4H-pyrazolo[4,3-c]pyridin-4-one obtained in Step G (270 mg), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi-1,3,2-dioxaborolane (281 mg), (1,1′-bis(diphenylphosphino)ferrocene)dichloropalladium(II) (29.0 mg), potassium acetate (155 mg) and N,N-dimethylformamide (4.0 mL) was heated with microwave irradiation at 110° C. for 5 hr. The reaction mixture was cooled to room temperature, and 1-methyl-3-iodopyrazole (329 mg), aqueous sodium carbonate solution (2 M, 0.792 mL) and tetrakis(triphenylphosphine)palladium(0) (91.0 mg) were added thereto at room temperature. The reaction mixture was heated with microwave irradiation at 120° C. for 4 hr. The reaction mixture was cooled to room temperature, water was added thereto, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by thin layer silica gel chromatography (methanol/dichloromethane) to give the title compound (110 mg).

Provenance & Evidence