Reaction Steps
1-((1R,2R)-2-((S)-1-(4-Nitrophenyl)piperidin-3-ylamino)cyclohexyl)-3-(4-(trifluoromethyl)phenyl)urea was synthesized as described in General Procedure F using 4-trifluoromethyl-phenyl isocyanate (13 mg, 0.069 mmol) and (1R,2R)—N1-(1-(4-nitrophenyl)piperidin-3-yl)cyclohexane-1,2-diamine (30 mg, 0.069 mmol) to give 1-((1R,2R)-2-((S)-1-(4-nitrophenyl)piperidin-3-ylamino)cyclohexyl)-3-(4-(trifluoromethyl)phenyl)urea as a yellow solid (2.0 mg, 54% yield). Anal. Calcd. for C25H30F3N5O3 m/z 505.5, found: 506.3 (M+H)+; 1H NMR (500 MHz, CDCl3) δ ppm 9.61-8.86 (m, 1H), 8.76 (br. s., 1H), 7.72 (d, J=8.80 Hz, 2H), 7.42-7.33 (m, 2H), 7.30 (d, J=8.25 Hz, 2H), 7.06 (br. s., 1H), 6.66 (d, J=8.80 Hz, 2H), 3.75-3.56 (m, 2H), 3.48 (d, J=12.65 Hz, 1H), 3.44-3.29 (m, 2H), 3.25 (d, J=7.70 Hz, 1H), 3.11 (br. s., 1H), 2.24-2.00 (m, 4H), 1.86 (d, J=13.20 Hz, 3H), 1.84-1.75 (m, 1H), 1.71 (d, J=11.00 Hz, 1H), 1.49 (br. s., 1H) 1.37-1.17 (m, 2H); 13C NMR (126 MHz, CDCl3) δ ppm 154.35, 144.05, 125.87, 125.55, 123.02, 120.76, 117.83, 114.19, 66.81, 63.17, 52.86, 52.53, 48.20, 31.08, 28.87, 26.95, 23.72, 22.69, 21.03.
