Toluene → HCID 178520024, compound

Participants

Reaction Conditions

Reaction Steps

A solution of methyl 5-bromo-1H-indazole-3-carboxylate (2.21 g, 8.66 mmol) in THF (60 mL) was cooled to −10° C., and added dropwise with a 1 M solution of diisobutylaluminum hydride in toluene (36.0 mL, 36.0 mmol). After completion of the addition, the mixture was stirred at −10° C. for 1 hour, and then stirred overnight at room temperature. The reaction mixture was added dropwise with saturated aqueous sodium sulfate under ice cooling to terminate the reaction, and then filtered through Celite. The filtrate was concentrated, and the resulting solid was suspended in methylene chloride and thereby washed to obtain (5-bromo-1H-indazol-3-yl)methanol (0.712 g, 36%).

Provenance & Evidence