Реакция #710474

ord-33f9a6e2123d479b831d9b3f93761ca6

Уравнение реакции

O=C(N=c1cccc[nH]1)C(F)F
2,2-difluoro-N-(pyridin-2(1H)-ylidene)acetamide
ClCc1ccc(Cl)nc1
2-chloro-5-chloromethyl pyridine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=C(N=c1ccccn1Cc1ccc(Cl)nc1)C(F)F
N-[1-((6-chloropyridin-3-yl)methyl)pyridin-2(1H)-ylidene]-2,2-difluoroacetamide

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.ADDITIONadded
  2. 2
    Температураthe resulting mixture was heated
  3. 3
    Температураrefluxed for 140 minutes
  4. 4
    Другоеwas returned to room temperature
  5. 5
    Фильтрацияto filter off insoluble materials
  6. 6
    Концентрированиеthe filtrate was concentrated under reduced pressure
  7. 7
    workup.ADDITIONEther was added
  8. 8
    Другоеto precipitate a solid
  9. 9
    Другоеthus the solid was collected
  10. 10
    Другоеdried well
  11. 11
    Другоеto obtain the subject material
  12. 12
    ДругоеAmount obtained 63 mg (yield 37%)

Методика

100 mg (0.58 mmol) of the 2,2-difluoro-N-(pyridin-2(1H)-ylidene)acetamide obtained by the aforementioned method was dissolved in 10 ml of anhydrous acetonitrile, 94 mg (0.58 mmol) of 2-chloro-5-chloromethyl pyridine was dissolved in 5 ml of anhydrous acetonitrile and added thereto, and subsequently, 84 mg (0.63 mmol) of potassium carbonate was added thereto and the resulting mixture was heated and refluxed for 140 minutes. After the reaction was completed, the reaction solution was returned to room temperature to filter off insoluble materials, and the filtrate was concentrated under reduced pressure. Ether was added thereto to precipitate a solid, and thus the solid was collected and dried well to obtain the subject material. Amount obtained 63 mg (yield 37%).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09301525B2uspto-grants-2016_04