Boron tribromide → HCID 44480095, compound

Participants

Reaction Steps

To a solution of 1-(4-chloro-phenyl)-5-methoxymethyl-1H-pyrazole-4-carboxylic acid [(S)-1-(3-trifluoromethyl-phenyl)-butyl]-amide (510 mg, 1.1 mmol) in CH2Cl2 (10 mL) is added BBr3 (1.0 M in CH2Cl2, 1.6 mL, 1.6 mmol) dropwise. After stiffing at room temperature for 1 hour, the reaction mixture is quenched with methanol (25 mL) and concentrated in vacuo. The crude material is purified by flash chromatography on silica gel (eluted with 20 to 60% EtOAc/hexanes) to afford 1-(4-chloro-phenyl)-5-hydroxymethyl-1H-pyrazole-4-carboxylic acid [(S)-1-(3-trifluoromethyl-phenyl)-butyl]-amide (510 mg, >99%).

Provenance & Evidence