反应详情

温度

0 °C

DMF (5 drops) was added to a suspension of 6-bromo-3-methyl-7-(methyloxy)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylic acid (42.6 g, 97 mmol) in dichloromethane (500 mL) at 0° C. Oxalyl chloride (12.71 mL, 145 mmol) was added slowly, and the mixture was stirred at 0° C. for 1 h. Methanol (30 mL) was added, and the resulting mixture was stirred at 0° C. for 2 h and allowed to warm to room temperature overnight. The solvent was removed under reduced pressure, and the residue was diluted with water and neutralized with saturated aqueous NaHCO3. The mixture was extracted with methylene chloride, and the organic extracts were washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified via column chromatography (ISCO, 330 g silica, 40-100% methylene chloride/hexanes) to give methyl 6-bromo-3-methyl-7-(methyloxy)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate (29.8 g, 68% yield). MS (m/z) 455.0 (M+H+).

1. stirringthe resulting mixture was stirred at 0° C. for 2 h
2. temperatureto warm to room temperature overnight
3. customThe solvent was removed under reduced pressure
4. additionthe residue was diluted with water and neutralized with saturated aqueous NaHCO3
5. extractionThe mixture was extracted with methylene chloride
6. washthe organic extracts were washed with brine
7. dry with materialdried over Na2SO4
8. filtrationfiltered
9. concentrationconcentrated in vacuo
10. customThe residue was purified via column chromatography (ISCO, 330 g silica, 40-100% methylene chloride/hexanes)