Tetrahydrofuran → 2-(4-tert-Butylphenoxy)-N-((1R)-1-{3-methyl-4-[(methylsulfonyl)amino]phenyl}ethyl)acetamide

Participants

Reaction Steps

To a tetrahydrofuran (THF) (2.0 ml) solution of (4-tert-butylphenoxy)acetic acid (140 mg, 0.7 mmol) 1,1′-dicarbonyldiimidazole (110 mg, 0.7 mmol) was added and the mixture was stirred for 1 hour at ambient temperature. N-{4-[(1R)-1-aminoethyl]-2-methylphenyl}methanesulfonamide hydrochloride (180 mg, 0.7 mmol) and triethylamine (0.5 ml) were added to the mixture. After being stirred for 1 hour at ambient temperature, white precipitate appeared. It was filtered and the solvent was removed under reduced pressure to give a residue, which was applied to a silica gel chromatography column and eluted with methylene dichloride/ethyl acetate=1/1 to furnish 90 mg (31% yield) of the title compound as a white solid.

Provenance & Evidence