Ethyl 4-chloroacetoacetate → 8-Amino-3-carboethoxy-2,6-dimethylimidazo[1,2-a]pyridine

HRID 1006688ノート

反応式

HRID 1006688 の反応式
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][C:5]([CH3:9])=[CH:4][N:3]=1.[CH2:10]([O:12][C:13](=[O:19])[CH2:14][C:15]([CH2:17]Cl)=O)[CH3:11]>C(O)C>[NH2:8][C:7]1[C:2]2[N:3]([C:14]([C:13]([O:12][CH2:10][CH3:11])=[O:19])=[C:15]([CH3:17])[N:1]=2)[CH:4]=[C:5]([CH3:9])[CH:6]=1

参加物

4

反応物 2

HCID 69484Ethyl 4-chloroacetoacetateHCID 107018255-Methylpyridine-2,3-diamine

生成物 1

HCID 226725728-Amino-3-carboethoxy-2,6-dimethylimidazo[1,2-a]pyridine収率 28%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A stirred mixture of 2,3-diamino-5-methyl-pyridine (4.0 g, 32.5 mmol) and (5.9 g, 36.0 mmol) of ethyl—chloroacetoacetate in 75 ml abs. ethanol was refluxed over night. The ethanol was evaporated under reduced pressure. The residue was dissolved in 2 M HCl and washed 3 times with diethyl ether, pH was adjusted to 9 and extracted 3 times with dichloromethane. The organic layer was dried over anhydrous sodium sulfate and evaporated. The residue was purified by column chromatography on silica gel with dichloromethane: methanol 95:5 as eluent to give the title product 2.0 g (28%).

後処理

  1. customThe ethanol was evaporated under reduced pressure
  2. dissolutionThe residue was dissolved in 2 M HCl
  3. washwashed 3 times with diethyl ether, pH
  4. extractionextracted 3 times with dichloromethane
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. customevaporated
  7. customThe residue was purified by column chromatography on silica gel with dichloromethane: methanol 95:5 as eluent

出典と根拠

ORDレコード
ord-1844a9ddff3f491a8e0ce433a7d926f4
出典データセット
uspto-grants-2004_09
特許番号
US06790960B2

反応ノート

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