Sodium Carbonate → HCID 178422913, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 3-(1-bromo-7-trifluoromethyl-imidazo[1,2-a]quinoxalin-4-ylamino)-propan-1-ol (27 mg, 0.07 mmol), 1-[2-(trimethylsilyl)ethoxymethyl]-pyrazole-5-boronic acid (36 mg, 0.14 mmol) and sodium carbonate (22 mg, 0.21 mmol) in N,N-dimethylformamide (300 μL) degassed under argon for 10 minutes was added tetrakis(triphenylphosphine)palladium (24 mg, 0.021 mmol). The mixture was allowed to stir for 3 hours at 100° C. The crude mixture is cooled to room temperature, diluted with ethyl acetate and a saturated aqueous solution of sodium hydrogencarbonate. The organic phase was separated and the aqueous phase was extracted again twice with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, filtered and evaporated. The crude product was purified by preparative TLC (silica gel, dichloromethane/methanol 20/1) to afford the title compound (10 mg, 28%) as a colorless gum.

Provenance & Evidence