反应详情

A solution of boron tribromide (0.513 ml, 5.43 mmol) in dichloromethane (5 ml) was added dropwise to a solution of the 5-methoxy-4-methyl-1H-indazole (400 mg, 2.47 mmol) obtained in Example 401 in dichloromethane (5 ml) at 0° C. After 1 hour, the reaction solution was poured onto ice (50 ml), adjusted to pH 4 to 5 with a saturated aqueous sodium hydrogencarbonate solution, and then extracted with chloroform (20 ml×2) and ethyl acetate (20 ml×2), and the organic layer was dried over anhydrous magnesium sulfate. The organic layer dried was concentrated under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent: chloroform/ethyl acetate) to obtain 4-methyl-1H-indazol-5-ol (149 mg, 41%).

1. additionthe reaction solution was poured onto ice (50 ml)
2. extractionextracted with chloroform (20 ml×2) and ethyl acetate (20 ml×2)
3. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
4. customThe organic layer dried
5. concentrationwas concentrated under reduced pressure
6. customthe resulting residue was purified by a silica gel column chromatography (eluent: chloroform/ethyl acetate)