Lithium borohydride → (1-(4-fluorophenyl)-6-methyl-1H-indazol-5-yl)methanol

Participants

Reaction Steps

Methyl 1-(4-fluorophenyl)-6-methyl-1H-indazole-5-carboxylate (151 g, 0.53 mmol) was dissolved in 5 mL THF and 2M LiBH4 in THF (1 mmol) was added. Heated at reflux. After 12 h, the reaction was quenched with MeOH, poured into brine and extracted with EtOAc×3. The organic layers were dried over MgSO4, filtered, and concentrated. The residue was purified on SiO2 by MPLC using a 1:3 to 1:1 EtOAc/hexane gradient. Obtained 102 mg (75% yield) of (1-(4-fluorophenyl)-6-methyl-1H-indazol-5-yl)methanol. MS found: (M+H)+=257.

Provenance & Evidence