反应详情

温度

120 °C

A mixture of 6-bromo-1-(4-fluoro-phenyl)-1H-indazole-4-carboxylic acid 4-methylsulfamoyl-benzylamide (0.05 g, 0.1 mmol), methylboronic acid (0.01 g, 0.2 mmol), tetrakis(triphenylphosphine)palladium (0.06 g, 0.05 mmol) and a solution of 2 N aqueous sodium carbonate (0.1 mL, 0.2 mmol) was added in a sealed tube with DMF (5 mL). The tube was capped and the resulting solution was degassed with argon for 5 minutes. The reaction was heated to 120° C. by microwave irradiation for 2.5 hours. The reaction was cooled to room temperature and quenched with saturated aqueous ammonium chloride (5 mL) and diluted with ethyl acetate (20 mL). The organic layer was separated, washed with brine (10 mL) and dried over sodium sulfate and concentrated. The residue was purified by silica gel chromatography eluting with a gradient of 20-50% ethyl acetate in hexanes to afford the title compound.

1. customThe tube was capped
2. customthe resulting solution was degassed with argon for 5 minutes
3. temperatureThe reaction was cooled to room temperature
4. customquenched with saturated aqueous ammonium chloride (5 mL)
5. additiondiluted with ethyl acetate (20 mL)
6. customThe organic layer was separated
7. washwashed with brine (10 mL)
8. dry with materialdried over sodium sulfate
9. concentrationconcentrated
10. customThe residue was purified by silica gel chromatography
11. washeluting with a gradient of 20-50% ethyl acetate in hexanes