반응 #43318

반응 방정식

DMF

4-hydroxy-1-{4-[2-(1-piperidinyl)ethoxy]phenyl}-1H-pyridin-2-one

NaH

DMF

2-fluoro-5-methanesulfonyloxymethylpyridine

→

title compound

수율 45.4%

4-(6-fluoro-3-pyridinyl)methoxy-1-{4-[2-(1-piperidinyl)ethoxy]phenyl}-1H-pyridin-2-one

수율 45.4%

용매

Ethyl acetate

반응 조건

후처리

1. 1
   workup.STIRRINGstirring at 80° C
2. 2
   세척was then washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine
3. 3
   건조dried over anhydrous sodium sulfate
4. 4
   농축Concentrating the solvent under reduced pressure
5. 5
   기타the resulting residue was purified on silica gel column chromatography (C-300; methanol:chloroform=1:10)

실험 절차

Into a DMF solution (0.8 mL) of 4-hydroxy-1-{4-[2-(1-piperidinyl)ethoxy]phenyl}-1H-pyridin-2-one (20 mg, 0.065 mmol), NaH (60% oiliness, 3 mg, 0.078 mmol) was added and stinred at room temeture for 20 minutes, followed by addition of DMF solution (0.2 mL) of 2-fluoro-5-methanesulfonyloxymethylpyridine (20 mg, 0.097 mmol), stirring at the same temperature for 2.5 hours and further an overnight stirring at 80° C. Ethyl acetate was added to the reaction liquid, which was then washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine and dried over anhydrous sodium sulfate. Concentrating the solvent under reduced pressure, the resulting residue was purified on silica gel column chromatography (C-300; methanol:chloroform=1:10) to provide the title compound (12.5 mg, 45%).

출처