Reacción #43323

Ecuación de reacción

DMF

ethanol

2-bromo-5-difluoromethoxypyridine

triethylamine

→

title compound

Rendimiento 80.0%

2-ethoxycarbonyl-5-difluoromethoxypyridine

Rendimiento 80.0%

Disolventes

carbon monoxide

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction liquid
2. 2
   Concentraciónthe solvent was concentrated under reduced pressure
3. 3
   workup.ADDITIONEthyl acetate was added to the resulting residue
4. 4
   Lavadoby washing with water
5. 5
   Secadodrying over anhydrous magnesium sulfate
6. 6
   ConcentraciónConcentrating the solvent under reduced pressure
7. 7
   Otrothe residue was purified on silica gel column chromatography (C-300, hexane:ethyl acetate=4:1-3:2)

Procedimiento

A DMF (15 mL)-ethanol (15 mL) mixed solvent solution of 2-bromo-5-difluoromethoxypyridine (1.32 g, 5.89 mmols), palladium acetate (132 mg, 0.59 mmol), 1,1′-bis(diphenylphosphino)ferrocene (654 mg, 1.18 mmols) and triethylamine (1.6 mL, 11.8 mmols) was stirred overnight at 50° C. in carbon monoxide atmosphere. The reaction liquid was cooled to room temperature and the solvent was concentrated under reduced pressure. Ethyl acetate was added to the resulting residue, followed by washing with water and drying over anhydrous magnesium sulfate. Concentrating the solvent under reduced pressure, the residue was purified on silica gel column chromatography (C-300, hexane:ethyl acetate=4:1-3:2) to provide the title compound (1.03 g, 80%).

Fuente