2-Phenylethyl chloroformate → HCID 86690224, compound

Participants

Reaction Steps

Phenethyl(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) (50 mg, 0.17 mmol) and phenethyl carbonochloridate (52.9 mg, 0.18 mmol) according to General Procedure H to give 60 mg (80.4%) of pale yellow solid. Anal. Calcd. for C27H34N4O2 m/z 446.3, found: 447.2 (M+H)+; 1H NMR (400 MHz, DMSO-d6) δ ppm 7.54 (d, J=9 Hz, 2H), 7.24 (m, 5H), 6.98 (d, J=7 Hz, 3H), 4.13 (t, J=6.8 Hz, 2H), 3.89 (d, J=12.6 Hz, 1H), 3.76 (d, J=12.5 Hz, 1H), 3.05 (bs, 1H), 2.82 (m, 3H), 1.90 (m, 1H), 1.80 (m, 2H), 1.68 (m, 1H), 1.61 (m, 2H), 1.46 (m, 1H), 1.18-1.2 (m, 4H), 1.01 (m, 1H).

Provenance & Evidence