Boron tribromide → HCID 131727301, compound

Participants

Reaction Conditions

Reaction Steps

(αS) Methyl 4-[[4-(3,4-dichlorophenoxy)-1-piperidinyl]methyl]-α-[(2-methoxyphenyl)methyl]-1-piperidineacetate (120 mg) in dichloromethane (6 mL) was cooled to −78 C under nitrogen, and a 1M solution of boron tribromide in dichloromethane (9 mL) was added dropwise to it. The mixture was then stirred at −78° C. for 30 minutes, and then at −5° C. for 30 minutes. The reaction mixture was then quenched carefully with methanol (20 mL), allowed to warm to room temperature and the volatiles removed in. vacuo. The residue was purified by reverse-phase HPLC using 75:25 to 5:95 0.1% aqueous ammonium acetate/acetonitrile over 6 minutes, symmetry column. This gave 67 mg of the title compound as an oil.

Provenance & Evidence