Triethylamine → (+)-N-[{1-[bis(phenylmethyl)amino]cyclopentyl}(phenyl)methyl]-2,6-dimethylbenzamide

Participants

Reaction Steps

The title compound (2.51 g; 80%) was prepared from (±)-{1-[amino(phenyl)methyl]cyclopentyl}bis(phenylmethyl)amine D33 (2.31 g; 6.23 mmol), 2,6-dimethyl benzoyl chloride (1.15 g; 6.85 mmol), triethylamine (1.73 ml; 12.5 mmol) in DCM (70 ml) in a similar manner to that described in E13. 1H NMR (CDCl3) δ: 1.40-2.05 (8H, m), 2.28 (6H, s), 3.68 (4H, s), 5.37 (1H, d), 6.78 (1H, m), 6.95-7.36 (16H, m), 7.45 (2H, m); Mass Spectrum (Electrospray LC/MS), API+: Found 503 (MH+). C35H38N2O requires 502. Ret. time 3.77 min.

Provenance & Evidence