Tris(hydroxymethyl)aminomethane → 2-chloro-N-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-N-[4-(tetrahydro-pyran-2-yloxy)-benzyl]-4-trifluoromethyl-benzenesulfonamide

Participants

Reaction Steps

To a solution of [4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-[4-(tetrahydro-pyran-2-yloxy)-benzyl]-amine (0.060 g, 0.15 mmol) in 0.4 mL methylene chloride was added triethylamine (0.06 mL, 0.45 mmol) and 2-chloro-4-trifluoromethyl benzenesulfonyl chloride (0.084 g, 0.3 mmol). The reaction mixture was stirred at room temperature for 6 days. PS-isocyanate resin (Argonaut Technologies, Foster City, Calif.; 0.050 g) and PS-trisamine resin (Argonaut Technologies; 0.050 g) were added and the reaction mixture was stirred for 2 hr. at room temperature. The resin was filtered off and was washed with methylene chloride. The filtrate was concentrated to give the title compound of Step A. MS 639.4 (M+1)+

Provenance & Evidence