反应详情

温度

100 °C

A mixture of 4-chloro-6-methoxy-7-(3-morpholinopropoxy)quinazoline (225 mg, 0.67 mmol), (prepared as described for the starting material in Example 1), potassium carbonate (106 mg, 0.77 mmol) and 1-naphthol (111 mg, 0.77 mmol) in DMF (7.5 ml) was stirred at 100° C. for 5 hours then allowed to cool to ambient temperature. The reaction mixture was treated with 1M aqueous sodium hydroxide solution (40 ml) and stirred at ambient temperature for a few minutes. The reaction mixture was extracted with ethyl acetate and the organic extracts were washed with water. The organic extracts were dried (MgSO4) and the solvent removed by evaporation. The residue was purified by column chromatography eluting with methylene chloride/methanol (95/5) to give a solid which was triturated with ether, filtered and dried to give 6-methoxy-7-(3-morpholinopropoxy)-4-(1-naphthyloxy)quinazoline (194 mg, 65%).

1. custom(prepared
2. temperatureto cool to ambient temperature
3. stirringstirred at ambient temperature for a few minutes
4. extractionThe reaction mixture was extracted with ethyl acetate
5. washthe organic extracts were washed with water
6. dry with materialThe organic extracts were dried (MgSO4)
7. customthe solvent removed by evaporation
8. customThe residue was purified by column chromatography
9. washeluting with methylene chloride/methanol (95/5)
10. customto give a solid which
11. customwas triturated with ether
12. filtrationfiltered
13. customdried