Reacción #710484

Ecuación de reacción

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

Rendimiento 56.0%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowas returned to room temperature
2. 2
   Filtraciónsubjected to suction filtration
3. 3
   Otroto remove insoluble materials
4. 4
   workup.ADDITIONEthyl acetate and water were added
5. 5
   Otroliquid separation
6. 6
   Secadothe organic layer was dried over anhydrous magnesium sulfate
7. 7
   Concentraciónconcentrated under reduced pressure
8. 8
   Otropurified with silica gel column chromatography (hexane:ethyl acetate=1:1)
9. 9
   Otroto obtain the subject material
10. 10
    OtroAmount obtained 81 mg (yield 56%)

Procedimiento

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%).

Fuente