反应详情

温度

90 °C

A mixture of 6-bromo-1-(4-fluoro-phenyl)-1H-indazole-4-carboxylic acid 4-methylsulfamoyl-benzylamide (0.05 g, 0.1 mmol), methylamine hydrochloride (0.01 g, 0.2 mmol), palladium(II) acetate di-t-butylbiphenylphosphine (0.005 g, 0.01 mmol) and sodium t-butoxide (0.03 g, 0.25 mmol) was charged in a sealed tube with dioxane (5 mL). The tube was capped, degassed with argon for 5 minutes and warmed at 90° C. for 2 hours. The reaction was cooled to room temperature and filtered through diatomaceous earth, and diluted with water (5 mL) and ethyl acetate (20 mL). The organic layer was separated and washed with brine (10 mL), dried over sodium sulfate, and concentrated. The residue was purified by reversed-phase HPLC eluting with a gradient of 5-100% CH3CN in water. The desired fractions were combined and diluted with saturated aqueous NaHCO3 (20 mL) and ethyl acetate (20 mL). The organic layer was separated, dried over sodium sulfate and concentrated to afford the title compound.

1. customThe tube was capped
2. customdegassed with argon for 5 minutes
3. temperatureThe reaction was cooled to room temperature
4. filtrationfiltered through diatomaceous earth
5. additiondiluted with water (5 mL) and 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 reversed-phase HPLC
11. washeluting with a gradient of 5-100% CH3CN in water
12. additiondiluted with saturated aqueous NaHCO3 (20 mL) and ethyl acetate (20 mL)
13. customThe organic layer was separated
14. dry with materialdried over sodium sulfate
15. concentrationconcentrated