反応 #2146695

ord-5610be1c99b34922ad05dbfcc85590fa

反応方程式

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
収率 63.3%

反応条件

温度
110°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度After the reaction solution was cooled down to room temperature
  2. 2
    温度The resulting mixture was refluxed in an oil bath at 100° C. for one hour
  3. 3
    その他After the completion of the reaction
  4. 4
    温度the reaction solution was cooled to room temperature
  5. 5
    その他precipitates
  6. 6
    ろ過were filtered
  7. 7
    その他recovered
  8. 8
    洗浄The precipitates were washed with acetonitrile and water
  9. 9
    その他dried under reduced pressure

実験手順

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).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08277777B2uspto-grants-2012_10