4-Chlorophenyl Isocyanate → HCID 71226808, compound

Participants

Reaction Steps

1-(4-Chlorophenyl)-3-((1R,2R)-2-((S)-1-(4-cyanophenyl)piperidin-3-ylamino)cyclohexyl)urea was synthesized using 4-((S)-3-((1R,2R)-2-aminocyclohexylamino)piperidin-1-yl)benzonitrile (from intermediate D, Example 10) (60 mg, 0.2 mmol) and 1-chloro-4-isocyanatobenzene (30.9 mg, 0.2 mmol) according to General Procedure G to give 25 mg (27.5%) of white solid. Anal. Calcd. for C25H30ClN5O m/z 451.2, found: 452.2 (M+H)+; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.66 (bs, 1H), 7.43 (d, J=8.8 Hz, 4H), 7.26 (d, J=8.8 Hz, 2H), 6.95 (m, 2H), 6.13 (s, 1H), 3.80 (m, 2H), 3.3 (m, 1H), 2.79 (bs, 1H), 2.4 (m, 1H), 1.91 (m, 3H), 1.64 (m, 4H), 1.48 (m, 1H), 1.23 (m, 4H).

Provenance & Evidence