Sodium Carbonate → HCID 24962742, compound

Participants

Reaction Conditions

Reaction Steps

In a 10 mL microwave tube charged with 100.0 mg (0.18 mmol) of 1-(1-allyl-6-bromo-1H-indol-3-yl)-2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]ethanol, 40.3 mg (0.36 mmol) of 1H-pyrazole-5-boronic acid, 57.0 mg (0.53 mmol) of sodium carbonate, 23.1 mg (0.02 mmol) of tetrakis(triphenylphosphine)palladium, and 4 mL DMF was stirred in the microwave at 120° C. for 2.5 hours. The mixture was then cooled to room temperature, quenched with saturated ammonia chloride solution, and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by flash chromatography using ethyl acetate-hexanes (30-80% gradient). The major fractions were combined and concentrated in vacuo to afford 35.0 mg (36%) of the title compound. MS m/z 532.5 (MH+).

Provenance & Evidence