2-(1-Benzylpiperidin-4-ylamino)-5-methylpyridine → 5-Methyl-N-(piperidin-4-YL)pyridin-2-amine

HRID 2223875ノート

反応式

HRID 2223875 の反応式
C([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][N:16]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1>C(O)C.[OH-].[Pd+2].[OH-]>[NH:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][N:16]=2)[CH2:10][CH2:9]1

参加物

4

反応物 1

HCID 230211122-(1-Benzylpiperidin-4-ylamino)-5-methylpyridine

生成物 1

HCID 230210485-Methyl-N-(piperidin-4-YL)pyridin-2-amine収率 77.7%

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒2 回HCID 702Ethanol溶媒

実験手順

To a solution of 2-(1-benzylpiperidin-4-ylamino)-5-methylpyridine (11.3 g) in ethanol (250 mL) was added 20% palladium hydroxide (4 g). After stirring the solution at room temperature under hydrogen atmosphere for 48 hours, 20% palladium hydroxide (2 g) was further added. The solution was then stirred at room temperature under hydrogen atmosphere for additional 99 hours. The catalyst was filtered off. After concentration under reduced pressure, the resulting residue was purified by chromatography [NH silica gel, chloroform:methanol=10:1]. The resulting crude product was crystallized from ethyl acetate/hexane to give the title compound (5.97 g).

後処理

  1. stirringThe solution was then stirred at room temperature under hydrogen atmosphere for additional 99 hours
  2. filtrationThe catalyst was filtered off
  3. concentrationAfter concentration under reduced pressure
  4. customthe resulting residue was purified by chromatography [NH silica gel, chloroform:methanol=10:1]
  5. customThe resulting crude product was crystallized from ethyl acetate/hexane

出典と根拠

ORDレコード
ord-600fdf2fbc314cac98efbbf722e6cbd1
出典データセット
uspto-grants-2008_05
特許番号
US07375115B2

反応ノート

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