Diethyl Ether → 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2-dimethyl-3-phenylpropan-1-ol

Participants

Reaction Steps

To a solution of 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2-dimethyl-3-phenylpropanoic acid (2.0 mg, 5.15 mmol) in anhydrous THF (20 mL) was added 1.0M lithium aluminum hydride in diethyl ether (10.0 mL, 10.0 mmol) portionwise at RT under nitrogen. After stirring at RT for 24 hr, the mixture was carefully quenched with MeOH, poured into a 1N sodium hydroxide solution (100 mL), extracted with ethyl acetate (2×100 mL), dried (Na2SO4) and concentrated to give 1.3 g (67% yield) of 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2-dimethyl-3-phenylpropan-1-ol, the NMR spectrum of which was consistent with the desired structure.

Provenance & Evidence