4-(Trifluoromethyl)phenyl isocyanate → HCID 71227246, compound

Participants

Reaction Steps

1-((1R,2R)-2-((S)-1-(4-Cyanophenyl)piperidin-3-ylamino)cyclohexyl)-3-(4-(trifluoromethyl)phenyl)urea was synthesized using 4-((S)-3-((1R,2R)-2-aminocyclohexylamino)piperidin-1-yl)benzonitrile (from intermediate D, Example 10) (50 mg, 0.17 mmol) and 1-isocyanato-4-(trifluoromethyl)benzene (31.3 mg, 0.17 mmol) according to General Procedure G to give 18 mg (22.1%) of white solid. Anal. Calcd. for C26H30F3N5O m/z 458.2, found: 486.3 (M+H)+; 1H NMR (400 MHz, CD3OD) δ ppm 7.53 (d, J=8.8 Hz, 2H), 7.45 (d, J=8.6 Hz, 2H), 7.25 (d, J=9 Hz, 2H), 6.88 (d, J=9 Hz, 2H), 3.64 (m, 1H), 3.51 (m, 2H), 3.05 (m, 1H), 2.70 (m, 1H), 2.12 (m, 1H), 1.99 (m, 3H), 1.83 (m, 3H), 1.67 (m, 3H), 1.39 (m, 6H).

Provenance & Evidence