4-Fluorophenyl isocyanate → HCID 71227036, compound

Participants

Reaction Steps

1-((1R,2R)-2-((S)-1-(4-Cyanophenyl)piperidin-3-ylamino)cyclohexyl)-3-(4-fluorophenyl)urea was synthesized using 4-((S)-3-((1R,2R)-2-aminocyclohexylamino)piperidin-1-yl)benzonitrile (from intermediate D, Example 10) (44.5 mg, 0.15 mmol) and 1-fluoro-4-isocyanatobenzene (20.4 mg, 0.15 mmol) according to General Procedure G to give 46 mg (70.8%) of pale yellow solid. Anal. Calcd. for C25H30FN5O m/z 435.2, found: 436.2 (M+H)+; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.52 (s, 1H), 7.41 (m, 4H), 7.06 (t, J=8.9 Hz, 2H), 6.93 (d, J=9.1 Hz, 2H), 6.05 (d, J=7.8 Hz, 1H), 3.88 (d, J=11.6 Hz, 1H), 3.76 (d, J=12.7 Hz, 1H), 3.26 (m, 1H), 2.79 (m, 1H), 2.59 (m, 1H), 2.42 (m, 1H), 1.89 (m, 1H), 1.68 (m, 3H), 1.60 (m, 1H), 1.46 (m, 1H), 1.22 (m, 4H), 1.11 (m, 1H).

Provenance & Evidence