反应详情

温度

50 °C

4-(4-Fluorophenyl)-7-methylquinoline-2-carbonitrile (1-6, 25 mg, 0.095 mmol, 1.0 equiv.) was dissolved in acetone (2.3 mL)/water (1.5 mL) and sodium percarbonate (79.0 mg, 0.477 mmol, 5.0 equiv) was added. The resulting mixture was stirred at 50° C. for 1 hour. The mixture was cooled and concentrated. The crude residue was purified by reverse phase HPLC (H2O/CH3CN gradient w/0.1% TFA modifier). Fractions containing product were pooled and treated with Na2CO3. The resulting mixture was extracted with CHCl3. The combined organic layers were dried (MgSO4), filtered, and concentrated to afford 4-(4-fluorophenyl)-7-methylquinoline-2-carboxamide (1-7). LRMS m/z (M+H)+ 280.9 found, 281.3 required.

1. additionwas added
2. temperatureThe mixture was cooled
3. concentrationconcentrated
4. customThe crude residue was purified by reverse phase HPLC (H2O/CH3CN gradient w/0.1% TFA modifier)
5. additionFractions containing product
6. additiontreated with Na2CO3
7. extractionThe resulting mixture was extracted with CHCl3
8. dry with materialThe combined organic layers were dried (MgSO4)
9. filtrationfiltered
10. concentrationconcentrated