Reaktion #2146706

Reaktionsgleichung

sodium hydrogencarbonate

2-bromo-4′-hydroxyacetophenone

2-amino-5-methoxypyridine

water

→

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

Ausbeute 81.6%

Lösungsmittel

acetonitrile

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter the completion of the reaction
2. 2
   Temperaturthe reaction solution was cooled down to room temperature
3. 3
   Sonstigeprecipitates
4. 4
   Filtrationwere filtered
5. 5
   Sonstigerecovered
6. 6
   SonstigeThe recovered precipitates
7. 7
   Waschenwere washed with acetonitrile
8. 8
   Sonstigedried under reduced pressure
9. 9
   Sonstigeto obtain crude crystals
10. 10
    Sonstigesonicated for 5 minutes by an ultrasonic washing machine
11. 11
    FiltrationThe precipitates were filtered
12. 12
    Sonstigerecovered from the resulting mixture
13. 13
    Waschenwashed with water
14. 14
    Sonstigedried under reduced pressure

Vorschrift

2.15 g (corresponding to 10.0 mmol) of 2-bromo-4′-hydroxyacetophenone and 1.25 g (corresponding to 10.0 mmol) of 2-amino-5-methoxypyridine were dissolved in 50 mL of acetonitrile. The resulting solution was refluxed in an oil bath at 90° C. for 3.5 hours. After the completion of the reaction, the reaction solution was cooled down to room temperature, and precipitates were filtered and recovered. The recovered precipitates were washed with acetonitrile, and dried under reduced pressure to obtain crude crystals. The resulting crude crystals were suspended in a mixed solution of 40 mL of water and 40 mL of methanol. The suspension was supplemented with about 20 mL of a saturated sodium hydrogencarbonate solution, and sonicated for 5 minutes by an ultrasonic washing machine. The precipitates were filtered and recovered from the resulting mixture, washed with water, and dried under reduced pressure, to obtain 1.96 g (corresponding to 8.16 mmol) of 2-(4′-hydroxyphenyl)-6-methoxyimidazo[1,2-a]pyridine (FIG. 1, Step 5).

Quelle