Potassium Carbonate → HCID 58937082, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-[(4′-hydroxy-biphenyl-4-yl)-propyl-sulfamoyl]-2-methyl-benzoic acid methyl ester (100 mg, 0.25 mmol), 1-iodopropane (36.7 μl, 0.38 mmol) and potassium carbonate (52 mg, 38 mmol) in 5 ml acetone was heated at 56° C. under nitrogen overnight. Additional 1-iodopropane was added (35.7 μl, 0.38 mmol) and the mixture was heated at 56° C. under nitrogen overnight. The reaction mixture was then cooled to room temperature and diluted with 40 ml ethyl acetate. The ethyl acetate solution was washed sequentially with 30 ml water and 30 ml brine, dried (anhydrous sodium sulfate) and concentrated under reduced pressure. The residue was purified by preparative thick layer chromatography (silica gel), eluting with 3:1 toluene/ethyl acetate to yield the title compound as an off-white solid (21 mg, 17% yield) along with 5-[(4′-hydroxy-biphenyl-4-yl)-propyl-sulfamoyl]-2-methyl-benzoic acid methyl ester (64 mg, 58% yield).

Provenance & Evidence