N,N'-Dimethylethylenediamine → 3-{4-[4-(4-Chlorobenzoyl)piperidine-1-carbonyl]-3-methanesulfonylphenyl}oxazolidin-2-one

Participants

Reaction Steps

To a mixture of (4-bromo-2-methanesulfonylphenyl)[4-(4-chlorobenzoyl)piperidin-1-yl]methanone (1.5 g), which is the intermediate described in Preparation Example 24, oxazolidin-2-one (313 mg), potassium carbonate (829 mg) and copper (I) iodide (114 mg) were added toluene (3 mL) and N,N′-dimethylethylenediamine (130 μL), and the mixture was refluxed for 8 hr. After cooling, water was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, and the solvent was evaporated. The residue was purified by column chromatography (chloroform:methanol) to give the title compound (982 mg).

Provenance & Evidence