Reacción #2146695

ord-5610be1c99b34922ad05dbfcc85590fa

Ecuación de reacción

O=C(CBr)c1ccc(O)cc1
2-bromo-4′-hydroxyacetophenone
Nc1ccccn1
2-aminopyridine
O=C([O-])O.[Na+]
sodium hydrogencarbonate
Oc1ccc(-c2cn3ccccc3n2)cc1
2-(4′-hydroxyphenyl)imidazo[1,2-a]pyridine
Rendimiento 63.3%

Disolventes

Condiciones de reacción

Temperatura
110°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaAfter the reaction solution was cooled down to room temperature
  2. 2
    TemperaturaThe resulting mixture was refluxed in an oil bath at 100° C. for one hour
  3. 3
    OtroAfter the completion of the reaction
  4. 4
    Temperaturathe reaction solution was cooled to room temperature
  5. 5
    Otroprecipitates
  6. 6
    Filtraciónwere filtered
  7. 7
    Otrorecovered
  8. 8
    LavadoThe precipitates were washed with acetonitrile and water
  9. 9
    Otrodried under reduced pressure

Procedimiento

649 mg (corresponding to 3.0 mmol) of 2-bromo-4′-hydroxyacetophenone and 285 mg (corresponding to 3.0 mmol) of 2-aminopyridine were dissolved in 20 mL of acetonitrile. The resulting solution was refluxed in an oil bath at 110° C. for one hour. After the reaction solution was cooled down to room temperature, 254 mg (corresponding to 5.4 mmol) of sodium hydrogencarbonate was added thereto. The resulting mixture was refluxed in an oil bath at 100° C. for one hour. After the completion of the reaction, the reaction solution was cooled to room temperature, and precipitates were filtered and recovered therefrom. The precipitates were washed with acetonitrile and water, and then dried under reduced pressure to obtain 405 mg (corresponding to 1.9 mmol) of 2-(4′-hydroxyphenyl)imidazo[1,2-a]pyridine (FIG. 4, Step 2).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08277777B2uspto-grants-2012_10