Aluminium lithium hydride → (1-Cyclopropyl-1H-indazol-5-yl) methanol
Reaction equation
[CH:1]1([N:4]2[C:12]3[C:7](=[CH:8][C:9]([C:13](OC)=[O:14])=[CH:10][CH:11]=3)[CH:6]=[N:5]2)[CH2:3][CH2:2]1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH:1]1([N:4]2[C:12]3[C:7](=[CH:8][C:9]([CH2:13][OH:14])=[CH:10][CH:11]=3)[CH:6]=[N:5]2)[CH2:3][CH2:2]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred solution of methyl 1-cyclopropyl-1H-indazole-5-carboxylate (400 mg, 1.8 mmol, step-1 of Example 28) in THF (15 mL) was added LiAlH4 (70 mg, 1.8 mmol) at 0° C. The reaction mixture was stirred for 1 hr at room temperature, and quenched with saturated aqueous NH4Cl (20 mL). The mixture was diluted with DCM (80 mL), dried over Na2SO4, filtered through a pad of Celite (registered trademark) the filtrate was concentrated to give 386 mg (quant.) of the titled compound as pale yellow oil.