反应 #2146686

ord-4bc09b23fe4a40ff938a0b354a991ac2

反应方程式

O=C(CBr)c1ccc(O)cc1
2-bromo-4′-hydroxyacetophenone
COc1ccc(N)nc1
2-amino-5-methoxypyridine
COc1ccc2nc(-c3ccc(O)cc3)cn2c1
2-(4′-hydroxyphenyl)-6-methoxyimidazo[1,2-a]pyridine
收率 81.6%

反应条件

温度
90°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他After the completion of the reaction
  2. 2
    温度the reaction solution was cooled down to room temperature
  3. 3
    其他precipitates
  4. 4
    过滤were filtered
  5. 5
    其他recovered
  6. 6
    洗涤The precipitates were washed with acetonitrile
  7. 7
    其他dried under reduced pressure
  8. 8
    workup.ADDITIONThen, about 20 mL of a saturated sodium hydrogencarbonate solution was added
  9. 9
    其他the mixture was sonicated for 5 minutes
  10. 10
    其他Precipitates
  11. 11
    过滤were filtered
  12. 12
    其他recovered from the resulting mixture
  13. 13
    洗涤sufficiently washed with water
  14. 14
    其他dried under reduced pressure

实验过程

2.15 g (corresponding to 10.0 mmol) of 2-bromo-4′-hydroxyacetophenone and 1.25 g (corresponding to 10.0 mmol) of 2-amino-5-methoxypyridine were dissolved in 50 mL, of acetonitrile. The resulting solution was refluxed in an oil bath at 90° C. for 3.5 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 40 mL of water and 40 mL of methanol. Then, about 20 mL of a saturated sodium hydrogencarbonate solution was added thereto, and the mixture was sonicated for 5 minutes using a ultrasonic washing machine. Precipitates were filtered and recovered from the resulting mixture, sufficiently washed with water, and dried under reduced pressure, to obtain 1.96 g (corresponding to 8.16 mmol) of 2-(4′-hydroxyphenyl)-6-methoxyimidazo[1,2-a]pyridine (FIG. 2, Step 5).

来源

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