Piperidine → HCID 25263859, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 9-bromo-2-methyl-2,3-dihydronaphtho[1,2-b][1,4]oxathiine-5,6-dione (0.1 g, 0.31 mmol) in 1,4-dioxane (1.0 mL) was added piperidine (0.061 mL, 0.616 mmol) and potassium carbonate (0.043 g, 0.308 mmol). The reaction mixture was stirred at 90° C. for 18 hours. The resulting mixture was filtered and solvent was removed under reduced pressure. The crude mixture was purified by flash column chromatography (SiO2, 50% EtOAc in hexanes) to give the product as a purple solid (0.025 g, 25%). M.p.=225-226° C.; 400 MHz 1H NMR (CDCl3) δ: 7.91 (d, J=8.8, 1H), 7.09 (d, J=2.8, 1H), 6.72 (m, 1H), 4.62 (m, 1H), 3.49 (m, 4H), 3.07 (d, J=13.6, 1H), 2.88 (m, 1H), 1.71 (br. s, 6H), 1.60 (d, J=6.4, 3H); LCMS: 330 [M+H].

Provenance & Evidence