Reacción #2146700

Ecuación de reacción

2-bromo-4′-hydroxyacetophenone

2-amino-5-bromopyridine

→

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

Rendimiento 83.2%

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
   Otrosonicated for 5 minutes
9. 9
   OtroPrecipitates
10. 10
    Filtraciónwere filtered
11. 11
    Otrorecovered from the resulting mixture
12. 12
    Lavadosufficiently washed with water
13. 13
    Otrodried under reduced pressure

Procedimiento

2.15 g (corresponding to 10.0 mmol) of 2-bromo-4′-hydroxyacetophenone and 1.74 g (corresponding to 10.0 mmol) of 2-amino-5-bromopyridine were dissolved in 50 mL of acetonitrile. The resulting solution was refluxed in an oil bath at 105° C. for 6 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 20 mL of water and 20 mL of methanol, and then supplemented with about 25 mL of a saturated sodium hydrogencarbonate solution and sonicated for 5 minutes using an ultrasonic washing machine. Precipitates were filtered and recovered from the resulting mixture, sufficiently washed with water, and dried under reduced pressure, to obtain 2.41 g (corresponding to 8.32 mmol) of 6-bromo-2-(4′-hydroxyphenyl)imidazo[1,2-a]pyridine (FIG. 7, Step 2).

Fuente