Reacción #1435732

ord-23fce526404044e9a47c6e0dc7f178da

Ecuación de reacción

Cc1nc2nccn2c(O)c1-c1c(F)cccc1Cl
5-hydroxy-6-(2-chloro-6-fluorophenyl)-7-methylimidazo[1,2-a]pyrimidine
CCN(CC)c1ccccc1
N,N-diethylaniline
O=P(Cl)(Cl)Cl
phosphorus oxychloride
Cc1nc2nccn2c(Cl)c1-c1c(F)cccc1Cl
5-chloro-6-(2-chloro-6-fluorophenyl)-7-methylimidazo[1,2-a]pyrimidine

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturawas refluxed
  2. 2
    Temperaturaunder heating for 26 hours
  3. 3
    ConcentraciónThe reaction mixture was concentrated
  4. 4
    workup.ADDITIONdichloromethane and aqueous saturated sodium bicarbonate solution were added to the residue
  5. 5
    LavadoThe separated organic layer was washed with water
  6. 6
    Secadodried over sodium sulfate
  7. 7
    Concentraciónconcentrated

Procedimiento

A mixture of 0.16 g of 5-hydroxy-6-(2-chloro-6-fluorophenyl)-7-methylimidazo[1,2-a]pyrimidine, 0.20 g of N,N-diethylaniline and 2 ml of phosphorus oxychloride was refluxed under heating for 26 hours. The reaction mixture was concentrated, and dichloromethane and aqueous saturated sodium bicarbonate solution were added to the residue. The separated organic layer was washed with water, dried over sodium sulfate and concentrated. The residue was subjected to silica gel chromatography to give 45mg of 5-chloro-6-(2-chloro-6-fluorophenyl)-7-methylimidazo[1,2-a]pyrimidine.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07211545B2uspto-grants-2007_05