Reaktion #2146695

ord-5610be1c99b34922ad05dbfcc85590fa

Reaktionsgleichung

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
Ausbeute 63.3%

Lösungsmittel

Reaktionsbedingungen

Temperatur
110°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturAfter the reaction solution was cooled down to room temperature
  2. 2
    TemperaturThe resulting mixture was refluxed in an oil bath at 100° C. for one hour
  3. 3
    SonstigeAfter the completion of the reaction
  4. 4
    Temperaturthe reaction solution was cooled to room temperature
  5. 5
    Sonstigeprecipitates
  6. 6
    Filtrationwere filtered
  7. 7
    Sonstigerecovered
  8. 8
    WaschenThe precipitates were washed with acetonitrile and water
  9. 9
    Sonstigedried under reduced pressure

Vorschrift

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).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08277777B2uspto-grants-2012_10