Triethylamine → 4-[N-[1-[N-(benzofuran-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-1-(2-methylsulonylphenyl)piperidin-3-one

Participants

Reaction Conditions

Reaction Steps

To the solution of 4-[N-[1-[N-(benzofuran-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-1-(2-methylsulfonylphenyl)piperidin-3-ol (0.49 g, 0.91 mmol) obtained in Step 3 in 3 ml of dimethyl sulfoxide (DMSO), was added dropwise 0.5 ml of triethylamine. The reaction mixture was cooled to 0° C. Pyridine-SO3 complex (0.5 g, 0.31 mmol) was added to the reaction mixture, which was then stirred for 2 hours, diluted with 20 ml of ethyl acetate, and washed with brine. The resulting organic layer was dried and concentrated on sodium sulfate. The resulting residue was purified with column chromatography to give 210 mg of the titled compound as white solid.

Provenance & Evidence