p-(Trifluoromethoxy)phenyl isocyanate → HCID 71227183, compound

Participants

Reaction Steps

1-((1R,2R)-2-((S)-1-(4-Nitrophenyl)piperidin-3-ylamino)cyclohexyl)-3-(4-(trifluoromethoxy)phenyl)urea was synthesized as described in General Procedure G, using 1-isocyanato-4-(trifluoromethoxy)benzene (15.31 mg, 0.075 mmol) and (1R,2R)—N1-(1-(4-nitrophenyl)piperidin-3-yl)cyclohexane-1,2-diamine (24 mg, 0.075 mmol) to give 15 mg (30% yield) of the title compound as a yellow solid. Anal. Calcd. for C25H30F3N5O4 m/z 521.5, found: 522.3 (M+H)+; 1H NMR (500 MHz, CDCl3) δ ppm 7.77 (d, J=8.80 Hz, 2H), 7.22 (d, J=8.80 Hz, 2H), 6.99 (d, J=8.25 Hz, 2H), 6.67 (d, J=8.80 Hz, 2H), 3.67 (br. s., 1H), 3.63-3.56 (m, 1H), 3.56-3.49 (m, 1H), 3.29 (br. s., 3H), 3.07-2.96 (m, 1H), 2.11-2.20 (m, 2H), 1.99-1.58 (m, 7H), 1.43 (d, J=12.65 Hz, 1H), 1.30-1.12 (m, 2H).

Provenance & Evidence