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

HRID 273320ノート

反応式

HRID 273320 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-62687a8a8646469496bd4024e61d652a
出典データセット
uspto-grants-2008_11
特許番号
US07456289B2

反応ノート

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