Reacción #3269

ord-9cc63b0f6a514bce8d35b9f03404b410

Ecuación de reacción

Cn1c(=O)c(-c2c(Cl)cccc2Cl)cc2cnc(N)nc21
2-amino-6-(2,6-dichlorophenyl)-8-methyl-pyrido[2,3-d]pyrimidin-7-(8H)-one
Cn1c(=O)c(-c2c(Cl)cccc2Cl)cc2cnc(N)nc21
2-amino-6-(2,6-dichlorophenyl)-8-methyl-pyrido[2,3-d]pyrimidin-7(8H)-one
COc1ccc(P2(=S)SP(=S)(c3ccc(OC)cc3)S2)cc1
Lawesson's Reagent
Cn1c(=S)c(-c2c(Cl)cccc2Cl)cc2cnc(N)nc21
desired compound
Cn1c(=S)c(-c2c(Cl)cccc2Cl)cc2cnc(N)nc21
2-Amino-6-(2,6-dichlorophenyl)-8-methyl-pyrido[2,3-d]-pyrimidin-7(8H)-thion

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturawas heated
  2. 2
    Temperaturaat reflux
  3. 3
    OtroThe solvent was evaporated under reduced pressure
  4. 4
    Otrothe residue was triturated with 20 mL of water
  5. 5
    Filtraciónfiltered
  6. 6
    Lavadothe cake washed well with water
  7. 7
    OtroPurification

Procedimiento

A mixture of 0.321 g (1.0 mmol) of 2-amino-6-(2,6-dichlorophenyl)-8-methyl-pyrido[2,3-d]pyrimidin-7-(8H)-one from Example 12 and 0.404 g (1.0 mmol) of Lawesson's Reagent in 10 mL of pyridine was heated at reflux with stirring for 24 hours. The solvent was evaporated under reduced pressure, and the residue was triturated with 20 mL of water, filtered, and the cake washed well with water. Purification was by silica gel chromatography to afford the desired compound identified as 2-amino-6-(2,6-dichlorophenyl)-8-methyl-pyrido[2,3-d]-pyrimidin-7(8H)-thione.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05733914uspto-grants-1998_03