Réaction #2146700

ord-a400d960087a4b3285116e20aad5bbd7

Équation de réaction

O=C(CBr)c1ccc(O)cc1
2-bromo-4′-hydroxyacetophenone
Nc1ccc(Br)cn1
2-amino-5-bromopyridine
Oc1ccc(-c2cn3cc(Br)ccc3n2)cc1
6-bromo-2-(4′-hydroxyphenyl)imidazo[1,2-a]pyridine
Rendement 83.2%

Solvants

Conditions de réaction

Température
105°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreAfter the completion of the reaction
  2. 2
    Températurethe reaction solution was cooled down to room temperature
  3. 3
    Autreprecipitates
  4. 4
    Filtrationwere filtered
  5. 5
    Autrerecovered
  6. 6
    LavageThe precipitates were washed with acetonitrile
  7. 7
    Autredried under reduced pressure
  8. 8
    Autresonicated for 5 minutes
  9. 9
    AutrePrecipitates
  10. 10
    Filtrationwere filtered
  11. 11
    Autrerecovered from the resulting mixture
  12. 12
    Lavagesufficiently washed with water
  13. 13
    Autredried under reduced pressure

Mode opératoire

2.15 g (corresponding to 10.0 mmol) of 2-bromo-4′-hydroxyacetophenone and 1.74 g (corresponding to 10.0 mmol) of 2-amino-5-bromopyridine were dissolved in 50 mL of acetonitrile. The resulting solution was refluxed in an oil bath at 105° C. for 6 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 20 mL of water and 20 mL of methanol, and then supplemented with about 25 mL of a saturated sodium hydrogencarbonate solution and sonicated for 5 minutes using an ultrasonic washing machine. Precipitates were filtered and recovered from the resulting mixture, sufficiently washed with water, and dried under reduced pressure, to obtain 2.41 g (corresponding to 8.32 mmol) of 6-bromo-2-(4′-hydroxyphenyl)imidazo[1,2-a]pyridine (FIG. 7, Step 2).

Source

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