Reacción #68639

ord-3e3a5aef17d748efaf128d178084a8e3

Ecuación de reacción

CC1(C)OC(=O)C(=CNc2cncc(F)c2)C(=O)O1
5-((5-fluoropyridin-3-ylamino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione
c1ccc(Oc2ccccc2)cc1
diphenyl ether
O=c1cc[nH]c2cc(F)cnc12
7-fluoro-1,5-naphthyridin-4(1H)-one
Rendimiento 45.0%

Disolventes

Condiciones de reacción

Temperatura
250°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroA 500 mL round bottom flask equipped with a reflux condenser
  2. 2
    Temperaturain heating mantle
  3. 3
    TemperaturaCooled to room temperature
  4. 4
    Filtraciónfiltered

Procedimiento

A 500 mL round bottom flask equipped with a reflux condenser was charged with 5-((5-fluoropyridin-3-ylamino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (8.0 g, 30.0 mmol) and diphenyl ether (83.5 mL). This was heated to 250° C. in heating mantle and allowed to stay at this temperature for five minutes. Cooled to room temperature, diluted with hot hexanes, and filtered to afford 7-fluoro-1,5-naphthyridin-4(1H)-one (2.2 g, 45% yield) as a crude brown solid. The title compound was used without further purification. MS [M+H]=165.2, Calc'd for C8H5FN2O=164.14.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08524900B2uspto-grants-2013_09