HCID 21073764, compound → HCID 21073768, compound

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7-{4-[4-(7-Methoxy-5,8-dihydro-naphthalen-1-yl)-piperazin-1-yl]-butoxy}-3,4-dihydro-1H-[1,8]naphthyridin-2-one (325 mg, 0.704 mmol) was dissolved in ethanol (5 mL) and 10% HCl (1 mL). The mixture was stirred at room temperature for 2 hours then quenched with saturated sodium bicarbonate (10 mL) and extracted with ethyl acetate (20 mL). The organic layer was washed with brine (20 mL), dried over anhydrous sodium sulfate, filtered and evaporated. The crude solid was purified by column chromatography (2:98 methanol/ethyl acetate) to yield the title compound (180 mg, 57%) as a white foam. 1H NMR (400 MHz, CDCl3) δ 7.60 (s, 1H), 7.38 (d, 1H), 7.20 (t, 1H), 7.02–6.96 (m, 2H), 6.36 (d, 1H), 4.20 (t, 2H), 3.60 (s, 2H), 2.06 (t, 2H), 3.00–2.80 (m, 6H), 2.80–2.40 (m, 10H), 1.80–1.60 (4H); MS ES+ 449.06 (M+H)+ (Exact mass: 448.25).

Provenance & Evidence