Reacción #2146699

Ecuación de reacción

2-bromo-4′-hydroxyacetophenone

2-amino-5-iodopyridine

→

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

Rendimiento 78.0%

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter the completion of the reaction
2. 2
   Temperaturathe reaction solution was cooled down to room temperature
3. 3
   Otroprecipitates
4. 4
   Filtraciónwere filtered
5. 5
   Otrorecovered
6. 6
   LavadoThe precipitates were washed with acetonitrile
7. 7
   Otrodried under reduced pressure
8. 8
   Otrowas sonicated for 5 minutes with an ultrasonic washing machine
9. 9
   OtroPrecipitates
10. 10
    Filtraciónwere filtered
11. 11
    Otrorecovered from the resulting mixture
12. 12
    Lavadowashed with water
13. 13
    Otrodried under reduced pressure

Procedimiento

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).

Fuente