Reacción #41781

Ecuación de reacción

dimethyl sulfate

methyl5-[3-nitro-4-(2,2,2-trifluoroacetylamino)phenoxy]-pyridine-3-carboxylate

acetonitrile

sodium hydroxide

toluene

→

methyl-4-[4-(methylamino)-3-nitrophenoxy]pyridine-3-carboxylate

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroevaporated
2. 2
   Lavadowashed with water, brine
3. 3
   Otrodried
4. 4
   Otroevaporated
5. 5
   OtroThe crude was purified by column chromatography

Procedimiento

To the solution of the methyl5-[3-nitro-4-(2,2,2-trifluoroacetylamino)phenoxy]-pyridine-3-carboxylate (1 eq) in a mixture of toluene, acetonitrile and sodium hydroxide solution (50%) was added benzyltrimethylammonium chloride (1 eq) and dimethyl sulfate (1.2 eq). The biphasic mixture was stirred overnight at room temperature and evaporated. The mixture was taken up in ethyl acetate, washed with water, brine, dried and evaporated. The crude was purified by column chromatography to afford methyl-4-[4-(methylamino)-3-nitrophenoxy]pyridine-3-carboxylate. MS: MH+=303.

Fuente