N-[3-((S)-1-Benzyl-pyrrolidin-3-yl)-phenyl]-3-trifluoromethoxy-benzene sulfonamide → N-((S)-3-Pyrrolidin-3-yl-phenyl)-3-trifluoromethoxy-benzenesulfonamide

Participants

Reaction Steps

N-[3-((S)-1-Benzyl-pyrrolidin-3-yl)-phenyl]-3-trifluoromethoxy-benzene sulfonamide (0.5 g, 1.05 mmol) was dissolved in glacial acetic acid and 10% Pd on charcoal was added under a nitrogen atmosphere. The reaction mixture was then hydrogenated for 5 h at 70° C. Subsequently, the catalyst was removed by filtration over celite. The filtrate was concentrated under reduced pressure. The residue was treated with water and the pH adjusted to alkaline pH with 1 N aqueous NaOH. The aqueous layer was extracted twice with ethyl acetate and once with dichloromethane and the combined organic layers were dried over magnesium sulfate, filtered and evaporated. The remaining white solid was tritiurated with 10 ml diethylether, and the precipitate was filtered and dried to yield 0.18 g of the title compound.

Provenance & Evidence