Benzene, 1-chloro-3-isocyanato- → HCID 71227154, compound

Participants

Reaction Steps

1-(3-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, 0.20 mmol) and 1-chloro-3-isocyanatobenzene (30.9 mg, 0.20 mmol) according to General Procedure G to give 20 mg (22%) of a white solid. Anal. Calcd. for C25H30ClN5O m/z 451.2, found: 452.2 (M+H)+; 1H NMR (400 MHz, DMSO-d6) δ ppm 9.00 (s, 1H), 7.66 (s, 1H), 7.43 (d, J=8.9 Hz, 2H), 7.24 (t, J=8.0 Hz, 1H), 7.17 (d, J=8 Hz, 1H), 6.95 (m, 3H), 6.45 (bs, 1H), 3.88 (d, J=11.3 Hz, 1H), 3.72 (d, J=12.6 Hz, 1H), 2.84 (m, 4H), 1.97 (m, 4H), 1.68 (m, 3H), 1.50 (m, 4H), 1.25 (m, 2H).

Provenance & Evidence