Réaction #1095854

Équation de réaction

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

3-methylpiperidine

→

4-(2-butynyloxy)-5-fluoro-6-(3-methylpiperidino) pyrimidine

Rendement 94.0%

Solvants

ethanol

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONwas added
2. 2
   Températureunder reflux condition
3. 3
   Concentrationconcentrated
4. 4
   workup.ADDITIONInto the residue was added a saturated ammonium chloride aqueous solution
5. 5
   Extractionthe mixture was extracted with tert-butyl methyl ether three times
6. 6
   LavageThe organic layers were washed with a saturated sodium chloride aqueous solution
7. 7
   Séchagedried over anhydrous magnesium sulfate
8. 8
   Concentrationconcentrated

Mode opératoire

Into 3 ml of ethanol was resolved 0.3 g of 4-(2-butynyloxy)-6-chloro-5-fluoropyrimidine, 0.45 g of 3-methylpiperidine was added therein, and the mixture was stirred for 10 hours under reflux condition. The reaction mixture was cooled to near room temperature, and concentrated. Into the residue 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 0.37 g of 4-(2-butynyloxy)-5-fluoro-6-(3-methylpiperidino) pyrimidine (hereinafter, referred to as Compound (3)).

Source