HRID1258566

反应详情

EQUATION

反应方程式

HRID 1258566 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
90 °C

PROCEDURE

实验过程

In a dried and purged vessel were added N-[(6-bromopyridin-2-yl)methoxy]-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine (0.2 g, 0.536 mmol, 1 eq.), [(E)-2-cyclohexylvinyl]boronic acid (0.090 g, 0.58 mmol, 1.1 eq.), Na2CO3 (0.119 g, 1.12 mmol, 2.1 eq.) and Tetrakis(triphenylphosphine)palladium (0.030 g, 0.027 mmol, 0.05 eq.). A mixture of solvent was added toluene/ethanol/water (4/1/1) was added and the vessel purged with argon and sealed. The reaction was heated to 90° C. for 6 hrs. After cooling, 10 ml of EtOAc were added and the solids were filtered through a “Celite” plug and washed with EtOAc. The organics were separated, dried over MgSO4 and concentrated. The residue was purified by chromatography on silica gel to give N-({6-[(E)-2-cyclohexylvinyl]pyridin-2-yl}methoxy)-1-(1-methyl-1H-tetrazol-5-yl)-1-phenylmethanimine (0.155 g, 68% yield) as a colorless gum.

WORKUP

后处理

  1. customIn a dried
  2. custompurged vessel
  3. additionA mixture of solvent
  4. additionwas added
  5. customthe vessel purged with argon
  6. customsealed
  7. temperatureAfter cooling
  8. addition10 ml of EtOAc were added
  9. filtrationthe solids were filtered through a “Celite” plug
  10. washwashed with EtOAc
  11. customThe organics were separated
  12. dry with materialdried over MgSO4
  13. concentrationconcentrated
  14. customThe residue was purified by chromatography on silica gel