反应详情

温度

90 °C

2-Cyclopropyl-7-fluoro-5-methyl-6-(thiophen-2-yl)-1,3-benzoxazole-4-carbonitrile (I-307) (192 mg, 0.64 mmol) was dissolved in dimethyl sulfoxide (4 ml), and at room temperature, triethylamine (117 μl, 0.84 mmol) and (3S)-3-(dimethylamino)pyrrolidine (106 μl, 0.84 mmol) was added. After stirred under nitrogen atmosphere at 90° C. for 12.5 hours, this was cooled to room temperature. The reaction liquid was fractionated with ethyl acetate and saturated brine. The aqueous layer was further extracted twice 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 preparative TLC (eluent, chloroform:methanol=93:7, v/v) to obtain the entitled compound (208 mg, 83%) as a pale brown solid.

1. temperaturethis was cooled to room temperature
2. customThe reaction liquid
3. extractionThe aqueous layer was further extracted twice 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 preparative TLC (eluent, chloroform