反应详情

A solution of 1-(4-chloro-phenyl)-5-methyl-1H-pyrazole-4-carboxylic acid [1-(5-bromo-pyridin-3-yl)-butyl]-amide (100 mg, 0.22 mmol), methanesulfonamide (85 mg, 0.89 mmol), copper(I) iodide (210 mg, 1.1 mmol) and cesium acetate (260 mg, 1.3 mmol) in DMSO (3 mL) is heated at 130° C. for 18 hours. After cooling to room temperature, saturated aqueous sodium ammonium chloride (2 mL) and saturated aqueous sodium bicarbonate (1 mL) are added and the resultant mixture is stirred for 30 min. The crude mixture is diluted with EtOAc (50 mL) and washed with saturated aqueous sodium ammonium chloride (25 mL), saturated aqueous sodium bicarbonate (25 mL) and brine (25 mL). The combined organic layers are dried over magnesium sulfate, filtered and concentrated in vacuo. Purification by flash chromatography on silica gel (eluted with 0 to 6% MeOH/CH2Cl2) affords 1-(4-chloro-phenyl)-5-methyl-1H-pyrazole-4-carboxylic acid [1-(5-methanesulfonylamino-pyridin-3-yl)-butyl]-amide as an off-white solid (38 mg, 36%).

1. washwashed with saturated aqueous sodium ammonium chloride (25 mL), saturated aqueous sodium bicarbonate (25 mL) and brine (25 mL)
2. dry with materialThe combined organic layers are dried over magnesium sulfate
3. filtrationfiltered
4. concentrationconcentrated in vacuo
5. customPurification by flash chromatography on silica gel (eluted with 0 to 6% MeOH/CH2Cl2)