1,4-Cyclohexadiene → 4-{8-Methylimidazo[1,2-a]pyridin-2-yl}aniline

HRID 1824506

반응식

HRID 1824506 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[C:12]3[C:17]([CH3:18])=[CH:16][CH:15]=[CH:14][N:13]3[CH:19]=2)=[CH:6][CH:5]=1)([O-])=O.C1CC=CCC=1>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[N:11]=[C:12]3[C:17]([CH3:18])=[CH:16][CH:15]=[CH:14][N:13]3[CH:19]=2)=[CH:8][CH:9]=1

참가 물질

5

반응물 2

HCID 123431,4-CyclohexadieneHCID 220156662-(4'-Nitrophenyl)-8-methylimidazo[1,2-a]pyridine

생성물 1

HCID 27710774-{8-Methylimidazo[1,2-a]pyridin-2-yl}aniline수율 54.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A mixture of the product of Step A (1.48 g) and 1,4-cyclohexadiene (6.2 mL) and palladium (10% wt on activated carbon) (1.4 g) in ethanol (100 mL) was stirred at reflux temperature for 2 hours and cooled to ambient temperature and stirred for 12 hours. The reaction mixture was filtered through a pad of celite and the celite pad rinsed with ethanol (100 mL) and methanol (100 mL). The filtrate was collected and evaporated to yield the title compound (710 mg).

후처리

  1. temperatureat reflux temperature for 2 hours
  2. stirringstirred for 12 hours
  3. filtrationThe reaction mixture was filtered through a pad of celite
  4. washthe celite pad rinsed with ethanol (100 mL) and methanol (100 mL)
  5. customThe filtrate was collected
  6. customevaporated

출처 및 근거

ORD 기록
ord-1026d69feb144eb29081c7ca8610294a
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07041827B2

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