N-((1R,2R)-2-((S)-1-(4-Cyanophenyl)piperidin-3-ylamino)cyclohexyl)-2-(1-methyl-1H-indol-3-yl)acetamide → HCID 86690223, compound

Participants

Reaction Steps

4-Ethoxyphenyl (1R,2R)-2-((S)-1-(4-cyanophenyl)piperidin-3-ylamino)cyclohexylcarbamate was synthesized using 4-((S)-3-((1R,2R)-2-aminocyclohexylamino)piperidin-1-yl)benzonitrile (from intermediate D, Example 10) (41 mg, 0.14 mmol) and 4-ethoxyphenyl carbonochloridate (22.6 mg, 0.14 mmol) according to General Procedure H to give 50 mg (78.3%) of white solid. Anal. Calcd. for C27H35N5O2 m/z 461.3, found: 462.4 (M+H)+; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.28 (s, 1H), 7.41 (d, J=9 Hz, 2H), 7.28 (q, J=3.0 Hz, 2H), 6.92 (d, J=9 Hz, 2H), 6.8 (d, J=9 Hz, 2H), 5.97 (d, J=7.8 Hz, 1H), 3.95 (q, J=7.0 Hz, 2H), 3.88 (d, J=11.4 Hz, 1H), 3.77 (d, J=13 Hz, 1H), 3.25 (m, 1H), 2.78 (m, 1H), 2.58 (m, 1H), 2.39 (m, 2H), 1.88 (m, 3H), 1.68 (m, 1H), 1.61 (m, 3H), 1.47 (m, 1H), 1.30 (t, J=7.0 Hz, 3H), 1.2 (m, 4H), 1.11 (m, 1H).

Provenance & Evidence