Reacción #2146686

Ecuación de reacción

2-bromo-4′-hydroxyacetophenone

2-amino-5-methoxypyridine

→

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

Rendimiento 81.6%

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
   workup.ADDITIONThen, about 20 mL of a saturated sodium hydrogencarbonate solution was added
9. 9
   Otrothe mixture was sonicated for 5 minutes
10. 10
    OtroPrecipitates
11. 11
    Filtraciónwere filtered
12. 12
    Otrorecovered from the resulting mixture
13. 13
    Lavadosufficiently washed with water
14. 14
    Otrodried under reduced pressure

Procedimiento

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).

Fuente