反应详情

温度

70 °C

NaOMe (5.4 M in MeOH, 8.3 ml, 44.71 mmol, 4.5 equiv) was added at room temperature to a solution of 7-chloro-2-methyl-8-(2,2,2-trichloro-ethyl)-quinoxaline (3.08 g, 9.94 mmol) in methanol (24 ml). The reaction mixture was heated to 70° C. for 3 hours. After cooling to 0° C., sulfuric acid (4.7 ml) dissolved in methanol (20 ml) was added, and the reaction mixture was heated to 70° C. for one hour. After cooling and dilution with EtOAc and H2O, the mixture was filtered and extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified via flash chromatography (gradient of hexane/EtOAc 100:0 to 70:30) to afford the title compound (1.14 g, 46%) as a solid. 1H NMR (400 MHz, CDCl3): δ=8.70 (s, 1H), 7.95 (d, J=9.1 Hz, 1H), 7.69 (d, J=9.1 Hz, 1H), 4.48 (s, 2H), 3.70 (s, 3H), 2.74 (s, 3H). MS (ES+): 251.1 (M+H)+.

1. temperatureAfter cooling to 0° C.
2. additionwas added
3. temperaturethe reaction mixture was heated to 70° C. for one hour
4. temperatureAfter cooling
5. filtrationdilution with EtOAc and H2O, the mixture was filtered
6. extractionextracted with EtOAc
7. washThe combined organic layers were washed with brine
8. dry with materialdried over Na2SO4
9. filtrationfiltered
10. concentrationconcentrated in vacuo
11. customThe residue was purified via flash chromatography (gradient of hexane/EtOAc 100:0 to 70:30)