Reacción #87344

Ecuación de reacción

potassium fluoride

Tributyl(1-ethoxyvinyl)stannane

2,4-dichloro-6-(1-(2,2,2-trifluoroethoxy)ethyl)pyrimidine

→

title product

2-Chloro-4-(1-ethoxyvinyl)-6-(1-(2,2,2-trifluoroethoxy)ethyl)pyrimidine

Disolventes

water

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooled
2. 2
   ExtracciónThe mixture was extracted with MTBE (2×50 mL)
3. 3
   Lavadothe organic phase was washed with water (30 mL)
4. 4
   Secadodried over sodium sulfate
5. 5
   Concentraciónconcentrated in vacuum
6. 6
   OtroThe residue was purified by column chromatography on silica eluting with dichloromethane

Procedimiento

Tributyl(1-ethoxyvinyl)stannane (0.466 mL, 1.38 mmol) was added to a degased solution of 2,4-dichloro-6-(1-(2,2,2-trifluoroethoxy)ethyl)pyrimidine (0.379 g, 1.38 mmol) and bis(triphenylphosphine)palladium chloride (0.019 g, 0.03 mmol) in dimethylformamide (8 mL) under nitrogen. The mixture was heated at 80° C. for 1.5 h, then cooled and poured into solution of potassium fluoride (2 g) in water (40 mL). The mixture was extracted with MTBE (2×50 mL), the organic phase was washed with water (30 mL), dried over sodium sulfate and concentrated in vacuum. The residue was purified by column chromatography on silica eluting with dichloromethane to yield the title product, 350 mg (82%).

Fuente