Reaction #43341

Reaction equation

2,2-Diethoxyethanol

cesium carbonate

DMF

5-bromo-2-chloropyrimidine

→

title compound

Yield 94.2%

5-bromo-2-(2,2-diethoxyethoxy)pyrimidine

Yield 94.2%

Solvents

water

Conditions

Workup

1. 1
   Otherthe reaction liquid
2. 2
   Extractionwas extracted with ethyl acetate
3. 3
   Dryingdried over anhydrous magnesium sulfate
4. 4
   ConcentrationConcentrating the solvent under reduced pressure
5. 5
   Otherthe residue was purified on silica gel column chromatography (C-200; ethyl acetate:hexane=1:9-1:4)

Procedure

2,2-Diethoxyethanol (1.6 g) and cesium carbonate (5.8 g) were added to DMF solution (10 mL) of 5-bromo-2-chloropyrimidine (1.15 g), and stirred at room temperature for 12 hours. After addition of water, the reaction liquid was extracted with ethyl acetate and dried over anhydrous magnesium sulfate. Concentrating the solvent under reduced pressure, the residue was purified on silica gel column chromatography (C-200; ethyl acetate:hexane=1:9-1:4) to provide the title compound (1.63 g, 94%).

Source