Reaktion #42793

Reaktionsgleichung

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

3-methylpiperidine

→

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

Ausbeute 94.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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)).

Quelle