Réaction #2146686

Équation de réaction

2-bromo-4′-hydroxyacetophenone

2-amino-5-methoxypyridine

→

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

Rendement 81.6%

Solvants

acetonitrile

Conditions de réaction

Traitement

1. 1
   AutreAfter the completion of the reaction
2. 2
   Températurethe reaction solution was cooled down to room temperature
3. 3
   Autreprecipitates
4. 4
   Filtrationwere filtered
5. 5
   Autrerecovered
6. 6
   LavageThe precipitates were washed with acetonitrile
7. 7
   Autredried under reduced pressure
8. 8
   workup.ADDITIONThen, about 20 mL of a saturated sodium hydrogencarbonate solution was added
9. 9
   Autrethe mixture was sonicated for 5 minutes
10. 10
    AutrePrecipitates
11. 11
    Filtrationwere filtered
12. 12
    Autrerecovered from the resulting mixture
13. 13
    Lavagesufficiently washed with water
14. 14
    Autredried under reduced pressure

Mode opératoire

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 precipitates were washed with acetonitrile and dried under reduced pressure. The resulting crude crystals were suspended in a mixed solution of 40 mL of water and 40 mL of methanol. Then, about 20 mL of a saturated sodium hydrogencarbonate solution was added thereto, and the mixture was sonicated for 5 minutes using a ultrasonic washing machine. Precipitates were filtered and recovered from the resulting mixture, sufficiently 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. 2, Step 5).

Source