Dichloromethane → HCID 86584238, compound

Participants

Reaction Steps

To a mixture of (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dimethylbenzyl)piperazine (0.2 g), 1-methyl-4-formyl-1H-pyrazole (50 mg), and sodium triacetoxyborohydride (151 mg) in dichloromethane (2 ml) was added one drop of acetic acid. After being stirred at room temperature overnight, the solution was evaporated under reduced pressure. The resulting residue was partitioned between ethyl acetate and aqueous sodium hydrogen carbonate solution. The organic layer was separated, dried over magnesium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel using ethyl acetate-methanol as eluent and treated with 4N hydrogen chloride in ethyl acetate solution to give (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dimethylbenzyl)-4-[(1-methyl-1H-pyrazol-4-yl)methyl]piperazine hydrochloride (97 mg).

Provenance & Evidence