[CH3:1][N:2]1[CH:10]=[C:9]2[C:4]([CH:5]=[CH:6][CH:7]=[C:8]2[C@@H:11]2[CH2:13][C@H:12]2[C:14](OCC)=[O:15])=[N:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].C(OCC)(=O)C.[OH-].[Na+]>O1CCCC1.O>[CH3:1][N:2]1[CH:10]=[C:9]2[C:4]([CH:5]=[CH:6][CH:7]=[C:8]2[C@@H:11]2[CH2:13][C@H:12]2[CH2:14][OH:15])=[N:3]1Under nitrogen atmosphere, to a solution of trans-ethyl 2-(2-methyl-2H-indazol-4-yl)cyclopropanecarboxylate (3.89 g, 15.9 mmol) in tetrahydrofuran (100 mL) was added lithium aluminum hydride (0.540 g, 15.9 mmol) at 0° C., and the mixture was stirred for 10 min. To the reaction mixture were added ethyl acetate, water and 10% aqueous sodium hydroxide solution, and the mixture was extracted with ethyl acetate. The extract was washed with 2 N hydrochloric acid and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by recrystallization (ethyl acetate) to give the title compound (3.00 g, yield 93%).
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