Réaction #68648

Équation de réaction

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

Rendement 84.0%

Solvants

Conditions de réaction

Traitement

1. 1
   AutreA 500 mL round bottom flask equipped with a reflux condenser
2. 2
   Températurein heating mantle
3. 3
   AutreReaction mixture
4. 4
   Températurewas cooled to room temperature
5. 5
   TempératureThis was heated to 60° C.
6. 6
   Autretriturated in this system for 3 hrs

Mode opératoire

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.

Source