HCID 11552653, compound → HCID 11507563, compound

Participants

Reaction Steps

A nitrogen flushed mixture of heptyl-carbamic acid 1-benzyl-1, 2, 3, 4-tetrahydro-quinolin-6-yl ester (0.378 g., 1 mmol) and 10% Pd—C (0.02 g.) in absolute ethanol (20 ml) was shaken in a par apparatus at room temperature (38° C.) under 55 psi pressure of hydrogen for 4 hours. Pd—C was then discarded through filtration. The reaction mixture was concentrated under reduced pressure and the residue was chromatographed with methanol: dichloromethane (1:99) to give 2b; yield: 0.25 g. (84.6%), m.p.: 67° C., C17H26N2O2; 1H NMR δ ppm (CDCl3): 0.88 (bs, 3H), 1.20-1.30 (m, 7H, 1.56 (bs, 3H), 1.88-1.93 (m, 2H), 2.74 (t, 2H), 3.23-3.28 (m, 4H), 3.66-3.76 (m, 1H), 4.89 (bs, 1H), 6.40-6.44 (m, 1H), 6.68-6.71 (m, 2H); IR vmax (KBr) (cm−1): 561, 665, 768, 815, 887, 976, 1149, 1223, 1308, 1353, 1506, 1621, 1699, 2362, 2857, 2930, 3763.

Provenance & Evidence