Reaktion #2146692

Reaktionsgleichung

4′-benzoyloxy-2-bromoacetophenone

2-amino-5-methoxypyridine

sodium hydrogencarbonate

→

2-(4′-benzoyloxyphenyl)-6-methoxyimidazo[1,2-a]pyridine

Ausbeute 70.7%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe resulting solution was refluxed for 2 hours
2. 2
   TemperaturAfter the reaction solution was cooled
3. 3
   SonstigeThe resulting reaction mixture
4. 4
   Temperaturwas further refluxed for 4 hours
5. 5
   SonstigeAfter the completion of the reaction
6. 6
   Einengenthe solvent was concentrated under reduced pressure
7. 7
   workup.DISSOLUTIONThe resulting residue was dissolved in chloroform
8. 8
   Waschenwashed with water
9. 9
   TrocknenAfter the chloroform layer was dried over anhydrous sodium sulfate
10. 10
    workup.DISTILLATIONthe solvent was distilled off
11. 11
    SonstigeThe resulting crude product was purified by silica gel column chromatography (elution solvent: chloroform/ethyl acetate=20/1)

Vorschrift

13.33 g (corresponding to 43.68 mmol) of 4′-benzoyloxy-2-bromoacetophenone and 5.67 g (corresponding to 45.67 mmol) of 2-amino-5-methoxypyridine were dissolved in 481 mL of ethanol. The resulting solution was refluxed for 2 hours. After the reaction solution was cooled, 6.64 g (corresponding to 79.09 mmol) of sodium hydrogencarbonate was added thereto. The resulting reaction mixture was further refluxed for 4 hours. After the completion of the reaction, the solvent was concentrated under reduced pressure. The resulting residue was dissolved in chloroform and then washed with water. After the chloroform layer was dried over anhydrous sodium sulfate, the solvent was distilled off. The resulting crude product was purified by silica gel column chromatography (elution solvent: chloroform/ethyl acetate=20/1) to obtain 10.20 g (corresponding to 30.87 mmol) of 2-(4′-benzoyloxyphenyl)-6-methoxyimidazo[1,2-a]pyridine (FIG. 3, Step 5).

Quelle