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

HRID 704621

반응식

HRID 704621 반응식
[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]

참가 물질

4

반응물 2

HCID 66144Ethyl bromopyruvateHCID 1184254-Ethylpyridin-2-amine

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-813225852fa145a39cf7ab9cac993ee1
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04988698

연결된 노트

불러오는 중…