Réaction #2146699

Équation de réaction

2-bromo-4′-hydroxyacetophenone

2-amino-5-iodopyridine

→

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

Rendement 78.0%

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
   Autrewas sonicated for 5 minutes with an ultrasonic washing machine
9. 9
   AutrePrecipitates
10. 10
    Filtrationwere filtered
11. 11
    Autrerecovered from the resulting mixture
12. 12
    Lavagewashed with water
13. 13
    Autredried under reduced pressure

Mode opératoire

441 mg (corresponding to 2.0 mmol) of 2-bromo-4′-hydroxyacetophenone and 449 mg (corresponding to 2.0 mmol) of 2-amino-5-iodopyridine were dissolved in 15 mL of acetonitrile. The resulting solution was refluxed in an oil bath at 110° C. for 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 10 mL of water and 10 mL of methanol. The suspension was supplemented with about 10 mL of a saturated sodium hydrogencarbonate solution, and was sonicated for 5 minutes with an ultrasonic washing machine. Precipitates were filtered and recovered from the resulting mixture, washed with water, and dried under reduced pressure, to obtain 526 mg (corresponding to 1.56 mmol) of 2-(4′-hydroxyphenyl)-6-iodoimidazo[1,2-a]pyridine (FIG. 6, Step 2).

Source