HCID 69422419, compound → HCID 21073873, compound

Participants

Reaction Steps

7-{5-[4-(2,3-Dichloro-phenyl)-piperazin-1-yl]-pent-1-enyl}-3,4-dimethyl-1H-[1,8]naphthyridin-2-one (80 mg, 0.17 mmol) was dissolved in a minimal amount of THF (2 mL) and the solution was diluted with ethanol (10 mL). The solution was treated with Raney Nickel (0.5 mL slurry in water) and shaken under 45 psi H2 for 3 h. The mixture was filtered through celite. The celite pad was washed with THF (2×10 mL), and the filtrate was evaporated in vacuo. The crude solid was purified by column chromatography (5% MeOH/CH2Cl2) to yield the title compound as a white solid (64 mg, 80%). mp 202–203° C., 1H NMR (400 MHz, CDCl3) δ 8.98 (br s, 1H) 7.84 (d, 1H), 7.20–7.15 (m, 2H), 7.04 (d, 1H), 6.98–6.95 (m, 1H), 3.15–3.00 (m, 4H), 2.81 (t, 2H), 2.70–2.55 (m, 4H), 2.46–2.36 (m, 5H), 2.22 (s, 3H), 1.82–1.75 (m, 2H), 1.60–1.50 (m, 2H), 1.45–1.36 (m, 2H), MS ES+ 473.00 (M+H)+ (Exact Mass: 472.18).

Provenance & Evidence