Réaction #710484

Équation de réaction

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

Rendement 56.0%

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   Autrewas returned to room temperature
2. 2
   Filtrationsubjected to suction filtration
3. 3
   Autreto remove insoluble materials
4. 4
   workup.ADDITIONEthyl acetate and water were added
5. 5
   Autreliquid separation
6. 6
   Séchagethe organic layer was dried over anhydrous magnesium sulfate
7. 7
   Concentrationconcentrated under reduced pressure
8. 8
   Autrepurified with silica gel column chromatography (hexane:ethyl acetate=1:1)
9. 9
   Autreto obtain the subject material
10. 10
    AutreAmount obtained 81 mg (yield 56%)

Mode opératoire

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%).

Source