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

HRID 2223875노트

반응식

HRID 2223875 반응식
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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매2회HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-600fdf2fbc314cac98efbbf722e6cbd1
출처 데이터셋
uspto-grants-2008_05
특허 번호
US07375115B2

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