反应 #5546

ord-4e1bc24fc8084853ba0216a3bf0feced

反应方程式

Sc1cccc2nccn12
5-mercaptoimidazo[1,2-a]pyridine
O=C1c2ccccc2C(=O)N1CCBr
N-[2-(bromo)ethyl]phthalimide
CCN(CC)CC
triethylamine
O=C1c2ccccc2C(=O)N1CCSc1cccc2nccn12
desired product
收率 61.1%
O=C1c2ccccc2C(=O)N1CCSc1cccc2nccn12
5-[2-(phthalimido)ethylthio]imidazo[1,2-a]pyridine
收率 61.1%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度heated
  2. 2
    温度at reflux for 4 hours
  3. 3
    workup.DISTILLATIONAfter the solvent was distilled off
  4. 4
    workup.ADDITIONchloroform was added to the residue, which
  5. 5
    洗涤was washed with water
  6. 6
    干燥dried over anhydrous magnesium sulfate
  7. 7
    workup.DISTILLATIONthe solvent was distilled off
  8. 8
    其他Then, the residue was purified by column chromatography (eluent: ethyl acetate)

实验过程

To a suspension of 5-mercaptoimidazo[1,2-a]pyridine (3.00g, 20 mmoles) and N-[2-(bromo)ethyl]phthalimide (5.59 g, 22 mmoles) in ethanol (200 ml) was added triethylamine (4.2 ml, 30 mmoles) and the mixture was stirred at room temperature for 3 hours and heated at reflux for 4 hours. After the solvent was distilled off, chloroform was added to the residue, which was washed with water, dried over anhydrous magnesium sulfate and the solvent was distilled off. Then, the residue was purified by column chromatography (eluent: ethyl acetate) to obtain 3.95 g of the desired product (61.1%, yellow crystals).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US05244908uspto-grants-1993_09