Реакция #710484

Уравнение реакции

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

methylamine

→

N-[1-((6-chloropyridin-3-yl)methyl)pyridin-2(1H)-ylidene]-2,2,2-trifluoro-N′-methylacetimidamide

Выход 56.0%

Растворители

methanol

Условия реакции

Обработка

1. 1
   Другоеwas returned to room temperature
2. 2
   Фильтрацияsubjected to suction filtration
3. 3
   Другоеto remove insoluble materials
4. 4
   workup.ADDITIONEthyl acetate and water were added
5. 5
   Другоеliquid separation
6. 6
   Сушкаthe organic layer was dried over anhydrous magnesium sulfate
7. 7
   Концентрированиеconcentrated under reduced pressure
8. 8
   Другоеpurified with silica gel column chromatography (hexane:ethyl acetate=1:1)
9. 9
   Другоеto obtain the subject material
10. 10
    ДругоеAmount obtained 81 mg (yield 56%)

Методика

150 mg (0.45 mmol) of the N-[1-((6-chloropyridin-3-yl)methyl)pyridin-2(1H)-ylidene]-2,2,2-trifluoroethanethioamide (1-20) synthesized by the method in Synthetic Example 4 was dissolved in 5 ml of methanol, 105 μl (42 mg, 1.36 mmol) of methylamine (40% methanol solution) and 124 mg (0.45 mmol) of silver carbonate were added thereto, and the resulting mixture was stirred at 50° C. for 1 hour. After the reaction was completed, the reaction solution was returned to room temperature and subjected to suction filtration by using celite to remove insoluble materials. Ethyl acetate and water were added thereto to perform liquid separation, and the organic layer was dried over anhydrous magnesium sulfate, then concentrated under reduced pressure and purified with silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain the subject material. Amount obtained 81 mg (yield 56%).

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