Reaction #1095856

Reaction equation

4-(2-butynyloxy)-6-chloro-5-fluoropyrimidine

2,5-dimethylpyrrolidine

ammonium chloride

→

4-(2-butynyloxy)-5-fluoro-6-(2,5-dimethyl-1-pyrrolidinyl)pyrimidine

Yield 95.2%

Conditions

Workup

1. 1
   Extractionthe mixture was extracted with tert-butyl methyl ether three times
2. 2
   WashThe organic layers were washed with a saturated sodium chloride aqueous solution
3. 3
   Dryingdried over anhydrous magnesium sulfate
4. 4
   Concentrationconcentrated

Procedure

0.2 g of 4-(2-butynyloxy)-6-chloro-5-fluoropyrimidine and 0.30 g of 2,5-dimethylpyrrolidine were mixed and left for 18 hours at room temperature. Into the reaction mixture was added a saturated ammonium chloride aqueous solution, and the mixture was extracted with tert-butyl methyl ether three times. The organic layers were washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.25 g of 4-(2-butynyloxy)-5-fluoro-6-(2,5-dimethyl-1-pyrrolidinyl)pyrimidine (hereinafter, referred to as Compound (6)).

Source