Reacción #68648

Ecuación de reacción

5-((5-bromopyridin-3-ylamino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

diphenyl ether

→

7-bromo-1,5-naphthyridin-4(1H)-one

Rendimiento 84.0%

Disolventes

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroA 500 mL round bottom flask equipped with a reflux condenser
2. 2
   Temperaturain heating mantle
3. 3
   OtroReaction mixture
4. 4
   Temperaturawas cooled to room temperature
5. 5
   TemperaturaThis was heated to 60° C.
6. 6
   Otrotriturated in this system for 3 hrs

Procedimiento

A 500 mL round bottom flask equipped with a reflux condenser was charged with 5-((5-bromopyridin-3-ylamino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (10.5 g, 32.1 mmol) and diphenyl ether (84.5 mL, 32.1 mmol). This was heated to 250° C. in heating mantle and allowed to stay at this temperature for 1 hour. Reaction mixture was cooled to room temperature and diluted with 300 mL of Hexanes. This was heated to 60° C. and triturated in this system for 3 hrs to afford 7-bromo-1,5-naphthyridin-4(1H)-one (6.05 g, 84% yield) as a crude brown solid. This was used without further purification. MS[M+H]=227.0. Calc'd for C8H5BrN2O=225.0.

Fuente