反应详情

温度

100 °C

1-Chloro-5H-benzo[c][1,8]naphthyridin-6-one (30 mg, 0.13 mmol), 3-methoxyphenol (48 mg, 0.39 mmol), and potassium carbonate (90 mg, 0.65 mmol) were suspended in DMF (2 mL), and stirred overnight at 100° C. The reaction mixture was diluted with H2O, and extracted with EtOAc. The organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated. The crude product was purified via Biotage eluting with a gradient of 25 to 75% EtOAc in hexanes to provide 125 (4 mg, 10% yield) as a solid. LC-MS (M+H=319, obsd.=319). 1H NMR (400 MHz, d6-DMSO): δ 12.14 (s, 1H), 9.04 (d, 1H), 8.42 (dd, 1H), 8.30 (d, 1H), 7.87 (dt, 1H), 7.71 (t, 1H), 7.45 (t, 1H), 6.94 (m, 2H), 6.87 (dd, 1H), 6.58 (d, 1H), 3.79 (s, 3H).

1. extractionextracted with EtOAc
2. washThe organic extracts were washed with brine
3. dry with materialdried over MgSO4
4. filtrationfiltered
5. concentrationconcentrated
6. customThe crude product was purified via Biotage
7. washeluting with a gradient of 25 to 75% EtOAc in hexanes