Reacción #42795

ord-c0794d0d8fe54a99b7d331cf51b7d0e9

Ecuación de reacción

CC#CCOc1ncnc(Cl)c1F
4-(2-butynyloxy)-6-chloro-5-fluoropyrimidine
CC1CCC(C)N1
2,5-dimethylpyrrolidine
[Cl-].[NH4+]
ammonium chloride
CC#CCOc1ncnc(N2C(C)CCC2C)c1F
4-(2-butynyloxy)-5-fluoro-6-(2,5-dimethyl-1-pyrrolidinyl)pyrimidine
Rendimiento 95.2%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónthe mixture was extracted with tert-butyl methyl ether three times
  2. 2
    LavadoThe organic layers were washed with a saturated sodium chloride aqueous solution
  3. 3
    Secadodried over anhydrous magnesium sulfate
  4. 4
    Concentraciónconcentrated

Procedimiento

0.2 g of 4-(2-butynyloxy)-6-chloro-5-fluoropyrimidine and 0.30 g of 2,5-dimethylpyrrolidine were mixed and left for 18 hours at room temperature. Into the reaction mixture was added a saturated ammonium chloride aqueous solution, and the mixture was extracted with tert-butyl methyl ether three times. The organic layers were washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.25 g of 4-(2-butynyloxy)-5-fluoro-6-(2,5-dimethyl-1-pyrrolidinyl)pyrimidine (hereinafter, referred to as Compound (6)).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07732448B2uspto-grants-2010_06