(4-Chlorophenyl)methyl chloroformate → HCID 86690218, compound

Participants

Reaction Steps

4-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 4-chlorobenzyl carbonochloridate (68 mg, 0.22 mmol) according to General Procedure H to give 25 mg (26.6%) of white solid. Anal. Calcd. for C26H31ClN4O2 m/z 466.2, found: 467.2 (M+H)+; 1H NMR (400 MHz, CD3OD) δ ppm 7.48 (d, J=8.9 Hz, 2H), 7.30 (s, 4H), 6.98 (d, J=9 Hz, 2H), 4.99 (m, 2H), 3.70 (m, 1H), 3.57 (m, 1H), 3.29 (m, 1H), 2.98 (m, 1H), 2.75 (m, 1H), 2.68 (m, 1H), 2.50 (m, 1H), 2.04 (m, 1H), 1.91 (m, 2H), 1.77 (m, 3H), 1.64 (m, 1H), 1.32 (m, 5H), 1.21 (m, 1H).

Provenance & Evidence