3-Isocyanatophenol → HCID 71227211, compound

Participants

Reaction Steps

1-((1R,2R)-2-((S)-1-(4-Cyanophenyl)piperidin-3-ylamino)cyclohexyl)-3-(3-hydroxyphenyl)urea was synthesized using 4-((S)-3-((1R,2R)-2-aminocyclohexylamino)piperidin-1-yl)benzonitrile (from intermediate D, Example 10) (40 mg, 0.13 mmol) and 3-isocyanatophenol (40.4 mg, 0.15 mmol) according to General Procedure G to give 20 mg (34.4%) of white solid. Anal. Calcd. for C25H31N5O2 m/z 433.2, found: 434.2 (M+H)+; 1H NMR (400 MHz, DMSO-d6) δ ppm 9.31 (s, 1H), 8.66 (m, 1H), 8.52 (s, 1H), 8.41 (m, 1H), 7.41 (d, J=8.9 Hz, 2H), 6.97 (m, 4H), 6.66 (d, J=9.3 Hz, 2H), 6.34 (m, 2H), 3.79 (m, 1H), 3.56 (m, 3H), 3.26 (m, 2H), 3.00 (m, 1H), 2.11 (m, 2H), 1.92 (m, 1H), 1.78 (m, 1H), 1.62 (m, 1H), 1.49 (m, 1H), 1.32 (m, 6H).

Provenance & Evidence