Reaktion #710480

Reaktionsgleichung

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

Ausbeute 26.0%

Lösungsmittel

water

DMF

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONadded
2. 2
   Sonstigewas returned to room temperature
3. 3
   Sonstigeliquid separation
4. 4
   WaschenThe organic layer was washed with 1% hydrochloric acid
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   Einengenconcentrated under reduced pressure
7. 7
   workup.ADDITIONA small amount of hexane and diethyl ether were added
8. 8
   Sonstigeto precipitate crystals
9. 9
   Sonstigethus the crystals were collected
10. 10
    Sonstigedried
11. 11
    Sonstigeto obtain the subject material
12. 12
    SonstigeAmount obtained 50 mg (yield 26%)

Vorschrift

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%).

Quelle