反应详情

温度

100 °C

(3S)-3-(Dimethylamino)pyrrolidine (90 μl, 0.71 mmol) and triethylamine (200 μl) were added to a dimethyl sulfoxide (5 ml) solution of 7-fluoro-5-methyl-2-(2-nitrophenyl)-6-phenyl-1,3-benzoxazole-4-carbonitrile (I-210) (204 mg, 0.55 mmol). The system was purged with nitrogen, then sealed up, and heated at 100° C. for 1.5 hours. After cooling, the solvent was evaporated away under reduced pressure, then the resulting residue was dissolved in chloroform, and washed with water and saturated brine. The organic layer was dried over anhydrous sodium sulfate, then the solvent was evaporated away under reduced pressure, and the resulting residue was subjected to silica gel column chromatography. Elution with a mixed solvent of chloroform/methanol (98:2, v/v) gave a main product. This was washed with a mixed solvent of isopropyl ether and ethanol, and the solid was collected by filtration to obtain the entitled compound (137 mg, 54%) as a yellow solid.

1. customThe system was purged with nitrogen
2. customsealed up
3. temperatureAfter cooling
4. customthe solvent was evaporated away under reduced pressure
5. dissolutionthe resulting residue was dissolved in chloroform
6. washwashed with water and saturated brine
7. dry with materialThe organic layer was dried over anhydrous sodium sulfate
8. customthe solvent was evaporated away under reduced pressure
9. washElution with a mixed solvent of chloroform/methanol (98:2
10. customv/v) gave a main product
11. washThis was washed with a mixed solvent of isopropyl ether and ethanol
12. filtrationthe solid was collected by filtration