1-Isocyanato-4-methoxybenzene → HCID 71227130, compound

Participants

Reaction Steps

1-((1R,2R)-2-((S)-1-(4-Cyanophenyl)piperidin-3-ylamino)cyclohexyl)-3-(4-methoxyphenyl)urea was synthesized using 4-((S)-3-((1R,2R)-2-aminocyclohexylamino)piperidin-1-yl)benzonitrile (from intermediate D, Example 10) (55 mg, 0.18 mmol) and 1-isocyanato-4-methoxybenzene (27.5 mg, 0.18 mmol) according to General Procedure G to give 20 mg (24.2%) of a white solid. Anal. Calcd. for C26H33N5O2 m/z 447.3, found: 448.2 (M+H)+; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.28 (s, 1H), 7.41 (d, J=9 Hz, 2H), 7.29 (d, J=9 Hz, 2H), 6.92 (d, J=9 Hz, 2H), 6.82 (d, J=3 Hz, 2H), 5.95 (d, J=7.6 Hz, 1H), 3.89 (d, m, 1H), 3.77 (m, 1H), 3.70 (s, 3H), 3.26 (m, 1H), 2.79 (m, 1H), 2.60 (m, 1H), 2.40 (m, 1H), 1.89 (m, 3H), 1.68 (m, 1H), 1.60 (m, 2H), 1.45 (m, 1H), 1.23 (m, 6H), 1.10 (m, 1H).

Provenance & Evidence