Reacción #68531

ord-adf9a558e4ab4e8da6cde6b85ce7e605

Ecuación de reacción

COc1nccc(NC=C2C(=O)OC(C)(C)OC2=O)c1Br
5-[(3-Bromo-2-methoxy-pyridin-4-ylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione
c1ccc(Oc2ccccc2)cc1
diphenyl ether
COc1ncc2c(=O)cc[nH]c2c1Br
8-Bromo-7-methoxy-1H-[1,6]naphthyridin-4-one

Disolventes

Condiciones de reacción

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

Tratamiento posterior

  1. 1
    OtroA two neck round bottomed flask equipped with an air condenser
  2. 2
    Temperaturawas cooled to RT
  3. 3
    Filtraciónfiltered
  4. 4
    Otroto obtain a dark solid
  5. 5
    Filtraciónfiltered

Procedimiento

A two neck round bottomed flask equipped with an air condenser was charged with 5-[(3-Bromo-2-methoxy-pyridin-4-ylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione (23 g, 64 mmol) and diphenyl ether (230 mL). The reaction mixture was heated at 250° C. for 30 min under nitrogen atmosphere after which it was cooled to RT, diluted with hexane and filtered to obtain a dark solid. The crude product was refluxed in hexane for 30 min and filtered to obtained 8-Bromo-7-methoxy-1H-[1,6]naphthyridin-4-one as a brown solid.

Fuente

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