Réaction #43323

Équation de réaction

DMF

ethanol

2-bromo-5-difluoromethoxypyridine

triethylamine

→

title compound

Rendement 80.0%

2-ethoxycarbonyl-5-difluoromethoxypyridine

Rendement 80.0%

Solvants

carbon monoxide

Conditions de réaction

Traitement

1. 1
   AutreThe reaction liquid
2. 2
   Concentrationthe solvent was concentrated under reduced pressure
3. 3
   workup.ADDITIONEthyl acetate was added to the resulting residue
4. 4
   Lavageby washing with water
5. 5
   Séchagedrying over anhydrous magnesium sulfate
6. 6
   ConcentrationConcentrating the solvent under reduced pressure
7. 7
   Autrethe residue was purified on silica gel column chromatography (C-300, hexane:ethyl acetate=4:1-3:2)

Mode opératoire

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%).

Source