Ethanol → Tert-butyl(1-(4-(6-ethyl-3-phenyl-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl)phenyl)cyclobutyl)carbamate

Participants

Reaction Steps

To a solution of tert-butyl(1-(4-(3-phenyl-5-thioxo-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl)phenyl)cyclobutyl)carbamate (41 mg, 0.08 mmol) in dry ethanol (1 mL) was added Raney Nickel (1 mL) under nitrogen. The resulting mixture was heated under reflux for 4 h. After cooled down to room temperature, the mixture was filtered on celite (rinse few times with ethanol) and concentrated to dryness under reduced pressure to give the title compound (28 mg, 74%). 1H NMR (500 MHz, CDCl3): 7.29 (1H, s), 7.22-7.18 (4H, m), 7.15-7.14 (3H, m), 7.07-7.06 (2H, m), 4.98 (1H, br s), 3.64 (2H, S), 3.09 (2H, t), 2.83 (2H, t), 2.58 (2H, q), 2.50-2.20 (4H, m), 2.00-1.91 (1H, m), 1.74-1.66 (1H, m), 1.40-1.10 (9H, br), 1.15 (3H, t).

Provenance & Evidence