HRID228752

反应详情

EQUATION

反应方程式

HRID 228752 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
-78 °C

PROCEDURE

实验过程

4-(2-Iodo-6-methyl-pyridin-3-yloxy)-6,7-dimethoxyquinoline (compound 116) (100 mg) was dissolved in tetrahydrofuran (7 ml) to prepare a solution which was then brought to −78° C. n-Butyllithium hexane solution (0.22 ml) was slowly added dropwise thereto, and the mixture was stirred at −78° C. for 20 min. 6-Methyl-2-pyridine-carbaldehyde (57 mg) was dissolved in tetrahydrofuran (7 ml) to prepare a solution which was then added dropwise to the reaction solution, followed by stirring at room temperature for 5 hr. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using chloroform-acetone to give [3-(6,7-dimethoxy-quinolin-4-yloxy)-6-methyl-pyridin-2-yl]-(6-methyl-pyridin-2-yl)-methanol (73 mg, yield 73%).

WORKUP

后处理

  1. customto prepare a solution which
  2. customwas then brought to −78° C.
  3. additionwas slowly added dropwise
  4. customto prepare a solution which
  5. additionwas then added dropwise to the reaction solution
  6. stirringby stirring at room temperature for 5 hr
  7. extractionthe mixture was extracted with ethyl acetate
  8. washThe ethyl acetate layer was then washed with saturated brine
  9. dry with materialwas dried over anhydrous sodium sulfate
  10. customThe solvent was removed by distillation under the reduced pressure
  11. customthe residue was purified by thin layer chromatography