Boron tribromide → HCID 86639799, compound

Participants

Reaction Steps

A solution of 2-(4-chloro-5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)-1-(1-(2,4-dichloro-5-methoxyphenyl)piperidin-4-yl)ethanone (100 mg, 0.206 mmol) in anhydrous DCM (1.5 mL) was cooled to −78° C. and then treated with boron tribromide (0.619 mL of a 1.0 M solution in heptanes, 0.619 mmol). The mixture was stirred for 30 min and the cooling bath was removed so that the reaction could warm to RT. After 3 h at RT, the reaction was poured unto crushed ice and extracted with DCM. The extract was dried (MgSO4) and concentrated on a rotary evaporator to give 2-(4-chloro-5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)-1-(1-(2,4-dichloro-5-hydroxyphenyl)piperidin-4-yl)ethanone (80 mg, 0.170 mmol, 82% yield) as a pale yellow solid. LC-MS: 470.13, [M+H]; tR=2.10 min (method a).

Provenance & Evidence