Ethanamine, 2,2,2-trifluoro- → HCID 86613590, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of prop-1-en-2-yl 1-(3-fluoro-5-(trifluoromethyl)phenyl)-1-(5-methoxypyridin-2-yl)-2-phenylethylcarbamate (100 mg, 0.210 mmol) in THF (200 μl) was added 2,2,2-trifluoroethanamine (200 μl, 2.1 mmol). The resulting mixture was stirred at 100° C. under microwave irradiation for 1200 sec then at 150° C. for 1800 sec. The solvent was evaporated under reduced pressure and the residue was purified by ISCO chromatography (40 g column) using hexanes/EtOAc (0-100% over 12 min) to give (R)-1-(1-(3-fluoro-5-(trifluoromethyl)phenyl)-1-(5-methoxypyridin-2-yl)-2 phenylethyl)-3-(2,2,2-trifluoroethyl)urea as white powder (68 mg, 63% yield) LCMS: RT=2.03 min [M+H] 516.2 (LCMS Method 1); HPLC: RT=3.24 min, Purity 98% (HPLC Method 2); NMR: 400 MHz 1H (CD3OD) 8.30 ppm, 1H, s; 7.98 ppm, 1H, dd, J=4.55, 1.26 Hz; 7.46ppm, 1H, s; 7.39 ppm, 2H, m; 7.30 ppm, 1H, m; 7.21 ppm, 1H, m; 7.00 ppm, 3H, m; 6.66 ppm, 2H, m; 4.18 ppm, 2H, m; 3.90 ppm, 1H, m; 3.63 ppm, 4H, m.

Provenance & Evidence