Diisobutylaluminum hydride → HCID 58415340, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture (171 mg) of ethyl 4-(5-benzyl-2H-indazol-2-yl)-3-fluorobenzoate and benzyl 4-(5-benzyl-2H-indazol-2-yl)-3-fluorobenzoate in dichloromethane (10 mL) was added 1.0 M solution of DIBAL-H (1.37 mL, 1.37 mmol) in dichloromethane slowly at −78° C. The mixture stirred for 1 hour at −78° C. followed by quenching at −78° C. with 0.5 mL of a saturated solution of ammonium chloride. Hydrochloric acid (2N, 0.6 mL) was added, the cooling bath removed, and the mixture stirred for 1 hour. The mixture was subsequently extracted with dichloromethane and the extracts were dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to give (4-(5-benzyl-2H-indazol-2-yl)-3-fluorophenyl)methanol. MS (ESI) m/z: Calculated: 332.37; Observed: 333.3 (M++1).

Provenance & Evidence