HCID 58611832, compound → HCID 10088563, compound

Participants

Reaction Steps

A mixture of 4-{[(benzyloxy)amino]carbonyl}phenyl 1-phenylcyclohexane-carboxylate (E22) (0.054 g, 0.125 mmol) and 5% palladium on activated carbon (0.038 g) in methanol (1 ml) was hydrogenated at room temperature for 45 minutes. The black suspension was filtered, the catalyst was washed with methanol (3×1 ml), and the filtrate was evaporated and dried in vacuum to give the title compound (0.038 g, 89%) as white crystals, m.p. 142-144° C. 1H NMR (DMSO-d6, HMDSO) δ: 1.16-1.94 (8H, m); 2.35-2.64 (2H, m, overlapped with a signal of DMSO); 7.02 (2H, d, J=8.7 Hz); 7.26-7.54 (5H, m); 7.77 (2H, d, J=8.7 Hz); 9.06 (1H, s); 11.24 (1H, br s). HPLC analysis on Symmetry C8 column: impurities 2% (column size 3.9×150 mm; mobile phase acetonitrile−0.1M phosphate buffer (pH 2.5), 50:50; detector UV 230 nm; sample concentration 0.5 mg/ml; flow rate 1.1 ml/min). Anal. Calcd for C20H21NO4*0.4H2O, %: C, 69.31; H, 6.34; N, 4.04. Found, %: C, 69.36; H, 6.24; N, 3.97.

Provenance & Evidence