反应详情

A mixture of 7-benzyloxy-4-(4-chloro-2-fluoroanilino)-6-methoxyquinoline hydrochloride (4.7 g, 11 mmol), (prepared as described in Example 41), in TFA (100 ml) was heated at reflux for 4 hours. The volatiles were removed by evaporation. Saturated aqueous sodium hydrogen carbonate solution was added to the residue and the mixture was extracted with ethyl acetate. The combined extracts were dried (MgSO4), and the solvent was removed by evaporation. The residue was dissolved in methanol, aqueous ammonia was added and the mixture was stirred for 1 hour. The volatiles were removed by evaporation and the residue was diluted with water. The precipitated product was collected by filtration, washed with water and dried to give 4-(4-chloro-2-fluoroanilino)-7-hydroxy-6-methoxyquinoline (3 g, 76%).

1. temperaturewas heated
2. temperatureat reflux for 4 hours
3. customThe volatiles were removed by evaporation
4. additionSaturated aqueous sodium hydrogen carbonate solution was added to the residue
5. extractionthe mixture was extracted with ethyl acetate
6. dry with materialThe combined extracts were dried (MgSO4)
7. customthe solvent was removed by evaporation
8. dissolutionThe residue was dissolved in methanol
9. additionaqueous ammonia was added
10. customThe volatiles were removed by evaporation
11. additionthe residue was diluted with water
12. filtrationThe precipitated product was collected by filtration
13. washwashed with water
14. customdried