(3-Chlorophenyl)methyl chloroformate → HCID 86690220, compound

Participants

Reaction Steps

3-Chlorobenzyl (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) (60 mg, 0.20 mmol) and 3-chlorobenzyl carbonochloridate (68 mg, 0.22 mmol) according to General Procedure H to give 20 mg (21.3%) of white solid. Anal. Calcd. for C26H31ClN4O2 m/z 466.2, found: 467.2 (M+H)+; 1H NMR (400 MHz, CD3OD) δ ppm 7.46 (d, J=8.8 Hz, 2H), 7.35 (m, 1H), 7.30 (m, 4H), 7.28 (m, 2H), 7.23 (m, 1H), 6.96 (d, J=3 Hz, 2H), 5.0 (m, 2H), 3.71 (m, 1H), 3.58 (m, 1H), 3.29 (m, 1H), 2.98 (m, 1H), 2.72 (m, 2H), 2.52 (m, 1H), 2.04 (m, 1H), 1.92 (m, 2H), 1.78 (m, 3H), 1.62 (m, 1H), 1.34 (m, 4H), 1.20 (m, 1H).

Provenance & Evidence