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

HRID 1824506ノート

反応式

HRID 1824506 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-1026d69feb144eb29081c7ca8610294a
出典データセット
uspto-grants-2006_05
特許番号
US07041827B2

反応ノート

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