反应详情

温度

60 °C

6-Bromo-2-cyclopropyl-7-fluoro-5-methyl-1,3-benzoxazole-4-carbonitrile (I-77) (4.88 g, 16.5 mmol) was suspended in a mixed solvent of methanol (30 ml) and N,N-dimethylformamide (50 ml), potassium carbonate (4.57 g, 33.0 mmol) was added, followed by stirring at 60° C. for 30 minutes. With cooling with ice, water was added, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, the solvent was evaporated away. The residue was suspended in a mixed solvent of methanol (30 ml) and N,N-dimethylformamide (50 ml), potassium carbonate (4.57 g, 33.0 mmol) was added, followed by again stirring at 60° C. for 14 hours. With cooling with ice, water was added, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, the solvent was evaporated away. The precipitated solid was washed with a mixed solvent of ethyl acetate/isopropyl ether and collected by filtration to obtain the entitled compound (2.599 g, 64%) as a colorless solid.

1. additionwas added
2. additionwas added
3. extractionfollowed by extraction with ethyl acetate
4. washThe organic layer was washed with saturated brine
5. dry with materialdried over anhydrous sodium sulfate
6. customthe solvent was evaporated away
7. additionwas added
8. stirringby again stirring at 60° C. for 14 hours
9. additionwas added
10. extractionfollowed by extraction with ethyl acetate
11. washThe organic layer was washed with saturated brine
12. dry with materialdried over anhydrous sodium sulfate
13. customthe solvent was evaporated away
14. washThe precipitated solid was washed with a mixed solvent of ethyl acetate/isopropyl ether
15. filtrationcollected by filtration