반응 #710480

반응 방정식

ethyl acetate

5-bromomethyl-2-fluoropyridine

2,2-difluoro-N-[pyridin-2(1H)-ylidene]acetamide

potassium carbonate

→

2,2-difluoro-N-[1-((6-fluoropyridin-3-yl)methyl)pyridin-2(1H)-ylidene]acetamide

수율 26.0%

용매

water

DMF

DMF

반응 조건

후처리

1. 1
   workup.ADDITIONadded
2. 2
   기타was returned to room temperature
3. 3
   기타liquid separation
4. 4
   세척The organic layer was washed with 1% hydrochloric acid
5. 5
   건조dried over anhydrous magnesium sulfate
6. 6
   농축concentrated under reduced pressure
7. 7
   workup.ADDITIONA small amount of hexane and diethyl ether were added
8. 8
   기타to precipitate crystals
9. 9
   기타thus the crystals were collected
10. 10
    기타dried
11. 11
    기타to obtain the subject material
12. 12
    기타Amount obtained 50 mg (yield 26%)

실험 절차

128 mg (0.75 mmol) of 5-bromomethyl-2-fluoropyridine was dissolved in 3 ml of anhydrous DMF, 116 mg (0.68 mmol) of 2,2-difluoro-N-[pyridin-2(1H)-ylidene]acetamide was dissolved in 3 ml of anhydrous DMF and added thereto, and subsequently, 103 mg (0.75 mmol) of potassium carbonate was added thereto and the resulting mixture was stirred at 65° C. for 2 hours. After the reaction was completed, the reaction solution was returned to room temperature, and ethyl acetate and water were added thereto to perform liquid separation. The organic layer was washed with 1% hydrochloric acid, then dried over anhydrous magnesium sulfate and concentrated under reduced pressure. A small amount of hexane and diethyl ether were added thereto to precipitate crystals, and thus the crystals were collected and dried to obtain the subject material. Amount obtained 50 mg (yield 26%).

출처