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

HRID 1006688노트

반응식

HRID 1006688 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-1844a9ddff3f491a8e0ce433a7d926f4
출처 데이터셋
uspto-grants-2004_09
특허 번호
US06790960B2

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