Reaction #68849

Reaction equation

1-bromomethyl-2,2-difluorocyclopropane

K2CO3

2-chloro-5-hydroxypyrimidine

→

2-Chloro-5-((2,2-difluorocyclopropyl)methoxy)pyrimidine

Solvents

DMF

Conditions

Workup

1. 1
   OtherThen the reaction mixture is quenched by the addition of water
2. 2
   Extractionextracted with DCM
3. 3
   DryingThe organic layer is dried with Na2SO4
4. 4
   Otherthe solvent is removed in vacuo
5. 5
   OtherThe residue is purified by HPLC (MeOH/H2O/NH3)

Procedure

295 mg (1.72 mmol) 1-bromomethyl-2,2-difluorocyclopropane and 318 mg (2.30 mmol) K2CO3 are added to a mixture of 150 mg (1.15 mmol) 2-chloro-5-hydroxypyrimidine in 2 mL DMF. The mixture is stirred at 80° C. over night. Then the reaction mixture is quenched by the addition of water and extracted with DCM. The organic layer is dried with Na2SO4 and the solvent is removed in vacuo. The residue is purified by HPLC (MeOH/H2O/NH3).

Source