反应详情

5-Fluoro-6-Amino-indol-2-one 9d (2.028 g, 12.2 mmol) was dissolved in 30 mL of tetrahydrofuran under stirring at room temperature, and 1.3 mL of pyridine was then added to the solution. The reaction system was cooled down to −50° C. in a dry ice-ethanol bath. Methoxy-acetyl chloride (1.35 g, 12.5 mmol) was dissolved in 20 mL of tetrahydrofuran under stirring, and the solution was then added dropwise to the above reaction system. Upon completion of the addition, the dry ice-ethanol bath was removed. The reaction system was allowed to warm up to room temperature and stirred overnight until TLC showed the disappearance of starting materials. The resulting solid was filtered, washed with water (10 mL ×3) and recrystallized from methanol to give the title compound 5-fluoro-6-methoxyacetamido-2-oxoindole 13a (1.18 g, yield 40.6%) as a gray solid.

1. temperatureThe reaction system was cooled down to −50° C. in a dry ice-ethanol bath
2. stirringunder stirring
3. additionthe solution was then added dropwise to the above reaction system
4. additionUpon completion of the addition
5. customthe dry ice-ethanol bath was removed
6. temperatureto warm up to room temperature
7. stirringstirred overnight until TLC
8. filtrationThe resulting solid was filtered
9. washwashed with water (10 mL ×3)
10. customrecrystallized from methanol