Methylamine → N-Methyl-5-((trifluoromethyl)thio)pyridin-2-amine

Temperatur

60 °C

To a mixture of 2-chloro-5-trifluoromethylsulfanylpyridine (1.71 g) and NMP (16 ml), 40% of aqueous methylamine solution (1.86 g) was added dropwise, and then the mixture was heated to 60° C., and stirred with heating for 2 hours. After the mixture was cooled to room temperature, potassium carbonate (1.66 g) was added thereto, and 40% of aqueous methylamine solution (1.86 g) was added dropwise. The mixture was heated to 60° C., and stirred with heating for further 2 hours. After the mixture was cooled to room temperature, water was poured, and extracted with ethyl acetate. The combined organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to give 1.52 g of methyl-(5-trifluoromethylsulfanylpyridine-2-yl)-amine.

1. additionwas added dropwise
2. temperaturewith heating for 2 hours
3. temperatureAfter the mixture was cooled to room temperature
4. temperatureThe mixture was heated to 60° C.
5. stirringstirred
6. temperaturewith heating for further 2 hours
7. temperatureAfter the mixture was cooled to room temperature
8. extractionextracted with ethyl acetate
9. dry with materialThe combined organic layer was dried over magnesium sulfate
10. concentrationconcentrated under reduced pressure

ORD-Eintrag

ord-1f353d1377f24a67ac36b4b0414857db

Quelldatensatz

uspto-grants-2014_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08853238B2