4-Methylphenyl isocyanate → HCID 86690225, compound

Participants

Reaction Steps

1-((1R,2R)-2-((S)-1-(4-Cyanophenyl)piperidin-3-ylamino)cyclohexyl)-3-p-tolylurea was synthesized using 4-((S)-3-((1R,2R)-2-aminocyclohexylamino)piperidin-1-yl)benzonitrile (from intermediate D, Example 10) (66 mg, 0.22 mmol) and 1-isocyanato-4-methylbenzene (29.4 mg, 0.22 mmol) according to General Procedure G to give 30 mg (31.4%) of white solid. Anal. Calcd. for C26H33N5O m/z 431.3, found: 432.2 (M+H)+; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.38 (m, 2H), 7.39 (d, J=8.9 Hz, 2H), 7.25 (m, 2H), 7.03 (d, J=8.3 Hz, 2H), 6.93 (d, J=7.6 Hz, 2H), 6.02 (s, 1H), 3.81 (m, 2H), 2.22 (s, 3H), 1.91 (m, 3H), 1.64 (m, 4H), 1.48 (m, 2H), 1.2 (m, 5H), 1.19 (m, 1H).

Provenance & Evidence