反应详情

To a mixture of 4-[4-(3-indolyl)piperidinomethyl]-2-aminothiazole (1 g), triethylamine (1.3 g) and N,N-dimethylformamide (10 ml) was added dropwise a solution of 2-acetoxyacetyl chloride (0.87 g) in methylene chloride (1 ml) in a stream of nitrogen gas with ice-cooling and stirring over a period of 20 minutes. After 3 hours, the reaction mixture was filtered and the residue on the filter paper was washed with N,N-dimethylformamide (10 ml). The filtrate and washings were combined and concentrated under reduced pressure to remove the solvent. The residue was subjected to column chromatography on silica gel and elution was carried out with a mixture of chloroform and methanol (20:1 V/V). The fractions containing the desired compound were collected and concentrated under reduced pressure and the residue was recrystallized from a mixture of water and ethanol to give 4-[4-(3-indolyl)piperidinomethyl]-2-(2-acetoxyacetylamino)thiazole (0.23 g).

1. temperaturecooling
2. waitAfter 3 hours
3. filtrationthe reaction mixture was filtered
4. washthe residue on the filter paper was washed with N,N-dimethylformamide (10 ml)
5. concentrationconcentrated under reduced pressure
6. customto remove the solvent
7. washThe residue was subjected to column chromatography on silica gel and elution
8. additionwas carried out with a mixture of chloroform and methanol (20:1 V/V)
9. additionThe fractions containing the desired compound
10. customwere collected
11. concentrationconcentrated under reduced pressure
12. customthe residue was recrystallized from a mixture of water and ethanol