Ethyl 2-chloroacetoacetate → Ethyl 7-methoxy-2-methylimidazo[1,2-a]pyridine-3-carboxylate

HRID 273320노트

반응식

HRID 273320 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([NH2:9])[CH:4]=1.Cl[CH:11]([C:17]([CH3:19])=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13]>CCO>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]2[C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:17]([CH3:19])[N:9]=[C:5]2[CH:4]=1

참가 물질

4

반응물 2

HCID 11858Ethyl 2-chloroacetoacetateHCID 108987152-Amino-4-Methoxypyridine

생성물 1

HCID 53485249Ethyl 7-methoxy-2-methylimidazo[1,2-a]pyridine-3-carboxylate수율 134.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 4-methoxy-2-aminopyridine (1.07 g, 8.6 mmol) and ethyl 2-chloroacetoacetate (5.4 g) in EtOH (50 mL) was refluxed for 24 h. The reaction mixture was then concentrated to half its volume, extracted with CH2Cl2, washed with brine and then water, and dried over anhydrous MgSO4. The solvent was removed in vacuo and the residue was purified on a silica gel column eluting with EtOAc and then MeOH/CH2Cl2 (1:9) to give ethyl 7-methoxy-2-methylimidazo[1,2-a]pyridine-3-carboxylate (2.71 g, 90%).

후처리

  1. temperaturewas refluxed for 24 h
  2. concentrationThe reaction mixture was then concentrated to half its volume
  3. extractionextracted with CH2Cl2
  4. washwashed with brine
  5. dry with materialwater, and dried over anhydrous MgSO4
  6. customThe solvent was removed in vacuo
  7. customthe residue was purified on a silica gel column
  8. washeluting with EtOAc

출처 및 근거

ORD 기록
ord-62687a8a8646469496bd4024e61d652a
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07456289B2

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