HCID 11626285, compound → HCID 11515774, compound

Participants

Reaction Steps

A nitrogen flushed mixture of 3-bromo-phenyl -carbamic acid 1-benzyl-1, 2, 3, 4-tetrahydro-quinolin-6-yl ester (0.218 g., ½ mmol) and 5% Pd—C (0.02 g.) in absolute ethanol (25 ml) was shaken in a par apparatus at room temperature (38° C.) under 50 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 washed with dichloromethane (2×3 ml) to give 2c; yield: 0.16 g. (92.4%), m.p.: 198° C., C16H15BrN2O2, 1H NMR δ ppm (CDCl3+DMSO-d6): 1.73-1.81 (m, 2H), 2.55 (t, 2H), 3.06 (t, 2H), 6.67-6.98 (m, 4H), 6.90-7.20 (m, 2H), 7.36 (bs, 1H), 9.39 (bs, 1H), IR vmax (KBr) (cm−1): 509, 694, 758, 815, 886, 1012, 1084, 1149, 1216, 1319, 1352, 1442, 1504, 1549, 1600, 1710, 2365, 2479, 2727, 2827, 2927, 3420, 3780.

Provenance & Evidence