Carbonochloridic acid, (4-methoxyphenyl)methyl ester → HCID 86690222, compound

Participants

Reaction Steps

4-Methoxybenzyl (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-methoxybenzyl carbonochloridate (45.8 mg, 0.15 mmol) according to General Procedure H to give 28 mg (44%) of light brown solid. Anal. Calcd. for C27H34N4O3 m/z 462.3, found: 463.2 (M+H)+; 1H NMR (400 MHz, DMSO-d6) δ ppm 7.52 (d, J=8.7 Hz, 2H), 7.26 (d, J=8.2 Hz, 2H), 7.04 (d, J=8.77 Hz, 1H), 6.96 (d, J=8.9 Hz, 2H), 6.87 (d, J=8.2 Hz, 2H), 4.94 (m, 2H), 3.86 (m, 1H), 3.73 (s, 4H), 3.08 (m, 1H), 2.76 (m, 1H), 2.36 (m, 2H), 1.90 (m, 1H), 1.80 (m, 2H), 1.65 (m, 1H), 1.45 (m, 1H), 1.18 (m, 5H), 1.02 (m, 1H).

Provenance & Evidence