Ethyl bromopyruvate → Ethyl 7-ethylimidazo[1,2-a]pyridine-2-carboxylate

HRID 704621

反応式

HRID 704621 の反応式
[NH2:1][C:2]1[CH:7]=[C:6]([CH2:8][CH3:9])[CH:5]=[CH:4][N:3]=1.Br[CH2:11][C:12](=O)[C:13]([O:15][CH2:16][CH3:17])=[O:14]>C(O)C>[CH2:8]([C:6]1[CH:5]=[CH:4][N:3]2[CH:11]=[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[N:1]=[C:2]2[CH:7]=1)[CH3:9]

参加物

4

反応物 2

HCID 66144Ethyl bromopyruvateHCID 1184254-Ethylpyridin-2-amine

生成物 1

HCID 20072849Ethyl 7-ethylimidazo[1,2-a]pyridine-2-carboxylate収率 18.6%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 2-amino-4-ethylpyridine (3.8 g), ethyl 3-bromo-2-oxopropionate (6.84 g) and ethanol (30 ml) was refluxed for 6 hours. After the reaction mixture was concentrated, water (30 ml) and ehtyl acetate (30 ml) were added to the residue. The mixture was made basic with an aqueous solution of potassium carbonate, and the separated organic layer was washed with brine and dried over magnesium sulfate. The solvent was evaporated and the residue was subjected to a column chromatography on silica gel (150 g) and eluted with 15% solution of ethyl acetate in chloroform. The fractions containing the object compound were combined and concentrated to give ethyl 7-ethylimidazo[1,2-a]pyridine-2-carboxylate (1.26 g).

後処理

  1. temperaturewas refluxed for 6 hours
  2. concentrationAfter the reaction mixture was concentrated
  3. additionwater (30 ml) and ehtyl acetate (30 ml) were added to the residue
  4. washthe separated organic layer was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. customThe solvent was evaporated
  7. washeluted with 15% solution of ethyl acetate in chloroform
  8. additionThe fractions containing the object compound
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-813225852fa145a39cf7ab9cac993ee1
出典データセット
uspto-grants-1991_01
特許番号
US04988698

関連ノート

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