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0 °C

The methyl 2-(1H-indazol-5-yloxy)benzoate (95.6 g, 0.36 mmol) obtained in Example 478 was dissolved in tetrahydrofuran (5 ml), and lithium aluminum hydride (44.1 mg, 1.07 mmol) was added thereto at 0° C. and stirred for 30 minutes. Water (0.3 ml), a 2N-aqueous sodium hydroxide solution (0.6 ml) and water (0.9 ml) was added dropwise thereto in that order, and the precipitate formed was removed by filtration. A saturated aqueous sodium hydrogencarbonate solution was added to the filtrate, followed by extraction with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and then concentrated to obtain [2-(1H-indazol-5-yloxy)phenyl]methanol (56 mg, 65%).

1. customin that order, and the precipitate formed
2. customwas removed by filtration
3. additionA saturated aqueous sodium hydrogencarbonate solution was added to the filtrate
4. extractionfollowed by extraction with ethyl acetate
5. washThe organic layer was washed with a saturated aqueous sodium chloride solution
6. dry with materialdried over anhydrous sodium sulfate
7. concentrationconcentrated