Toluene → HCID 178520033, compound

Participants

Reaction Conditions

Reaction Steps

A solution of methyl 5-fluoro-1H-indazole-3-carboxylate (0.582 g, 3.00 mmol) in THF (20 mL) was cooled to −10° C., and added dropwise with a 1 M solution of diisobutylaluminum hydride in toluene (10.8 mL, 10.8 mmol) over 5 minutes. The reaction mixture was stirred at −10° C. for 1 hour, and then 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 residue was purified by silica gel column chromatography (chloroform/methanol) to obtain (5-fluoro-1H-indazol-3-yl)methanol (0.217 g, 43%).

Provenance & Evidence