Reaction #710471

Reaction equation

potassium carbonate

2-bromo-5-bromomethylpyridine

2,2,2-trifluoro-N-(pyridin-2(1H)-ylidene)acetoamide

→

N-[1-((6-bromopyridin-3-yl)methyl)pyridin-2(1H)-ylidene]-2,2,2-trifluoroacetamide

Solvents

acetonitrile

Conditions

Workup

1. 1
   workup.ADDITIONwere added
2. 2
   Temperaturein sequence, and the resulting mixture was heated
3. 3
   Temperaturerefluxed for 6 hours
4. 4
   Otherwas returned to room temperature
5. 5
   Filtrationto filter insoluble materials
6. 6
   Concentrationthe filtrate was concentrated under reduced pressure
7. 7
   workup.ADDITIONDiethyl ether was added
8. 8
   Otherto precipitate a solid
9. 9
   Otherthus the solid was collected
10. 10
    Washwashed with diethyl ether
11. 11
    Otherdried under reduced pressure in a desiccator
12. 12
    Otherto obtain the subject material
13. 13
    OtherAmount obtained 81 mg (yield 82%)

Procedure

70 mg (0.28 mmol) of the 2-bromo-5-bromomethylpyridine obtained by the aforementioned method was dissolved in 10 ml of anhydrous acetonitrile, 54 mg (0.28 mmol) of 2,2,2-trifluoro-N-(pyridin-2(1H)-ylidene)acetoamide synthesized by the method described in (1) of Synthetic Example P1 and 46 mg (0.34 mmol) of potassium carbonate were added thereto in sequence, and the resulting mixture was heated and refluxed for 6 hours. After the reaction was completed, the reaction solution was returned to room temperature to filter insoluble materials, and the filtrate was concentrated under reduced pressure. Diethyl ether was added thereto to precipitate a solid, and thus the solid was collected, washed with diethyl ether, and then dried under reduced pressure in a desiccator to obtain the subject material. Amount obtained 81 mg (yield 82%).

Source