Trifluoroacetic acid → 2-(4-tert-Butyl-3-methoxyphenoxy)-N-{3-fluoro-4-[(methylsulfonyl)amino]benzyl}acetamide

Participants

Reaction Steps

A mixture of tert butyl (4-tert-butyl-3-methoxyphenoxy)acetate (466 mg, 1.6 mmol), trifluoroacetic acid (2.0 ml), tetrahydrofuran (THF) (3.0 ml) and methylene dichloride (2.0 ml) was stirred for 1 hour at ambient temperature. After being concentrated under reduced pressure, the residue was used for further reaction without purification (460 mg). Then (4-tert-butyl-3-methoxyphenoxy)acetic acid (460 mg, crude), 2-chloro-1,3-dimethylimidazolinium chloride (CDI) (97 mg, 0.6 mmol), triethylamine (0.33 ml) and N-[4-(aminomethyl)-2-fluorophenyl]methanesulfonamide hydrochloride (160 mg, 0.63 mmol) were treated in the same procedure described in Example 2(b) to give 8.1 mg (1.1% yield) of the title compound as a white solid.

Provenance & Evidence