Reacción #2146706

Ecuación de reacción

sodium hydrogencarbonate

2-bromo-4′-hydroxyacetophenone

2-amino-5-methoxypyridine

water

→

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

Rendimiento 81.6%

Disolventes

acetonitrile

methanol

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
   OtroThe recovered precipitates
7. 7
   Lavadowere washed with acetonitrile
8. 8
   Otrodried under reduced pressure
9. 9
   Otroto obtain crude crystals
10. 10
    Otrosonicated for 5 minutes by an ultrasonic washing machine
11. 11
    FiltraciónThe precipitates were filtered
12. 12
    Otrorecovered from the resulting mixture
13. 13
    Lavadowashed 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 recovered precipitates were washed with acetonitrile, and dried under reduced pressure to obtain crude crystals. The resulting crude crystals were suspended in a mixed solution of 40 mL of water and 40 mL of methanol. The suspension was supplemented with about 20 mL of a saturated sodium hydrogencarbonate solution, and sonicated for 5 minutes by an ultrasonic washing machine. The precipitates were filtered and recovered from the resulting mixture, 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. 1, Step 5).

Fuente