反応 #5524

ord-aac0c1f80f444f1e85571cb9c0058d96

反応方程式

Nc1cccc(Cl)n1
2-amino-6-chloropyridine
CCOC(=O)C(=O)CBr
ethyl bromopyruvate
CCOC(=O)c1cn2c(Cl)cccc2n1
desired product
収率 67.7%
CCOC(=O)c1cn2c(Cl)cccc2n1
2-ethoxycarbonyl-5-chloroimidazo[1,2-a]pyridine
収率 67.7%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度at reflux for 4 hours
  2. 2
    その他After the solvent was removed
  3. 3
    workup.ADDITIONchloroform was added to the residue, which
  4. 4
    洗浄was washed in turn with saturated sodium bicarbonate and saturated saline
  5. 5
    乾燥dried over anhydrous magnesium sulfate
  6. 6
    濃縮After the solvent was concentrated
  7. 7
    workup.ADDITIONn-hexane was added to the mixture
  8. 8
    その他Then, the crystals precipitated
  9. 9
    ろ過were filtered off
  10. 10
    洗浄washed with n-hexane

実験手順

A solution of 2-amino-6-chloropyridine (6.43 g, 50 mmoles) and ethyl bromopyruvate (9.75 g, 50 mmoles) in ethanol (150 ml) was heated at reflux for 4 hours. After the solvent was removed, chloroform was added to the residue, which was washed in turn with saturated sodium bicarbonate and saturated saline, and then dried over anhydrous magnesium sulfate. After the solvent was concentrated, n-hexane was added to the mixture. Then, the crystals precipitated were filtered off and washed with n-hexane to obtain 7.60 g of the desired product (67.6%, pale yellow crystals).

出典

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