反应详情

At room temperature, trimethylaluminium/n-hexane solution (1.03 mol/l) (547 μl, 0.563 mmol) was added to a toluene (2 ml) suspension of dimethylamine hydrochloride (38.3 mg, 0.469 mmol), followed by stirring at room temperature for 30 minutes. Methyl (4-cyano-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazol-7-yl)acetate (I-295) (65.0 mg, 0.188 mmol) was added to the reaction liquid, followed by heating under reflux in an oil bath at 120° C. for 15 hours. With cooling with ice, 1 N hydrochloric acid was added to the reaction liquid. After extraction with ethyl acetate, the obtained organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, then the insoluble matter was separated by filtration, and the residue obtained by concentration was purified by preparative TLC (eluent, chloroform:methanol=10:1, v/v) to obtain the entitled compound (56.0 mg, 83%) as a white solid.

1. temperatureby heating
2. temperatureunder reflux in an oil bath at 120° C. for 15 hours
3. additionwas added to the reaction liquid
4. extractionAfter extraction with ethyl acetate
5. washthe obtained organic layer was washed with saturated brine
6. dry with materialdried over anhydrous sodium sulfate
7. customthe insoluble matter was separated by filtration
8. customthe residue obtained by concentration
9. customwas purified by preparative TLC (eluent, chloroform