反应详情

To a solution of 3-(2,5-dimethylpyrrol-1-yl)-1-(3-fluorophenyl)-1H-pyrazole (10.4 g) in tetrahydrofuran (100 ml) cooled to −78° C. was added n-butyllithium (1.6M solution in n-hexane, 31 ml) over 10 minutes, and then the mixture was stirred for 30 minutes. To the mixture was added dropwise a solution of iodine (12.4 g) in tetrahydrofuran (20 ml) over 10 minutes, and the mixture was stirred for additional 30 minutes. To the mixture were sequentially added a 20 wt % aqueous solution of sodium thiosulfate and a saturated aqueous ammonia, and then the mixture was warmed to room temperature, and extracted with ethyl acetate. The separated organic layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. To the resulting residue was added a mixed solvent of n-hexane/ethyl acetate (2/1), and the mixture was stirred. The insoluble substance was collected by filtration, and dried under reduced pressure to give the titled compound (4.5 g).

1. stirringthe mixture was stirred for additional 30 minutes
2. extractionextracted with ethyl acetate
3. washThe separated organic layer was washed with a saturated aqueous solution of sodium chloride
4. dry with materialdried over anhydrous sodium sulfate
5. concentrationconcentrated under reduced pressure
6. additionTo the resulting residue was added a mixed solvent of n-hexane/ethyl acetate (2/1)
7. stirringthe mixture was stirred
8. filtrationThe insoluble substance was collected by filtration
9. customdried under reduced pressure