反应详情

温度

90 °C

2-tert-Butyl-4-fluoro-6-methyl-5-phenyl-1,3-benzoxazole-7-carbonitrile (I-239) (105 mg, 0.34 mmol) was dissolved in dimethyl sulfoxide (2 ml), and at room temperature, triethylamine (95 μl, 0.68 mmol) and (3S)-3-(dimethylamino)pyrrolidine (65 μl, 0.51 mmol) were added. The solution was stirred under nitrogen atmosphere at 90° C. for 6 hours. After cooling to room temperature, the reaction liquid was fractionated with ethyl acetate and an aqueous saturated sodium hydrogencarbonate solution. The aqueous layer was further extracted with ethyl acetate. The organic layers were combined, washed with saturated brine, then dried over anhydrous sodium sulfate. The insoluble matter was separated by filtration, then the solvent was evaporated away, and the resulting residue was purified by middle-pressure liquid chromatography (eluent, chloroform:methanol=98:2) to obtain the entitled compound (119 mg, 87%) as a pale yellow solid.

1. temperatureAfter cooling to room temperature
2. customthe reaction liquid
3. extractionThe aqueous layer was further extracted with ethyl acetate
4. washwashed with saturated brine
5. dry with materialdried over anhydrous sodium sulfate
6. customThe insoluble matter was separated by filtration
7. customthe solvent was evaporated away
8. customthe resulting residue was purified by middle-pressure liquid chromatography (eluent, chloroform:methanol=98:2)