反应详情

1M Aqueous sodium hydroxide solution (2.1 ml, 2.1 mmol) was added to a solution of 4-(2-fluoro-5-methoxycarbonyloxy-4-methylanilino)-7-hydroxyquinazoline hydrochloride (400 mg, 1.05 mmol), in methanol (10 ml) and the mixture stirred for 50 minutes at ambient temperature. The solvent was removed by evaporation, the residue dissolved in water and adjusted to pH7 with hydrochloric acid. The aqueous mixture was extracted with ethyl acetate, the extracts washed with brine, dried (MgSO4) and the solvent removed by evaporation. The residue was purified by column chromatography eluting with methylene chloride/methanol 95/5 and 80/20. The purified solid was dissolved in methanol and saturated methanolic hydrogen chloride was added. The volatiles were removed by evaporation, the residue was triturated with pentane to give 4-(2-fluoro-5-hydroxy-4-methylanilino)-7-hydroxyquinazoline (149 mg, 44%) as a yellow solid.

1. customThe solvent was removed by evaporation
2. dissolutionthe residue dissolved in water
3. extractionThe aqueous mixture was extracted with ethyl acetate
4. washthe extracts washed with brine
5. dry with materialdried (MgSO4)
6. customthe solvent removed by evaporation
7. customThe residue was purified by column chromatography
8. washeluting with methylene chloride/methanol 95/5 and 80/20
9. dissolutionThe purified solid was dissolved in methanol
10. additionsaturated methanolic hydrogen chloride was added
11. customThe volatiles were removed by evaporation
12. customthe residue was triturated with pentane