Réaction #2146695

ord-5610be1c99b34922ad05dbfcc85590fa

Équation de réaction

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
Rendement 63.3%

Solvants

Conditions de réaction

Température
110°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureAfter the reaction solution was cooled down to room temperature
  2. 2
    TempératureThe resulting mixture was refluxed in an oil bath at 100° C. for one hour
  3. 3
    AutreAfter the completion of the reaction
  4. 4
    Températurethe reaction solution was cooled to room temperature
  5. 5
    Autreprecipitates
  6. 6
    Filtrationwere filtered
  7. 7
    Autrerecovered
  8. 8
    LavageThe precipitates were washed with acetonitrile and water
  9. 9
    Autredried under reduced pressure

Mode opératoire

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).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08277777B2uspto-grants-2012_10