1-(4-Methoxyphenyl)-4-(5-nitro-2-pyridinyl)piperazine → 5-Amino-2-(4-[4-methoxyphenyl]piperazin-1-yl)pyridine

HRID 1493592

반응식

HRID 1493592 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][N:12]([C:15]3[CH:20]=[CH:19][C:18]([N+:21]([O-])=O)=[CH:17][N:16]=3)[CH2:11][CH2:10]2)=[CH:5][CH:4]=1>C(O)C.[Pt]>[NH2:21][C:18]1[CH:19]=[CH:20][C:15]([N:12]2[CH2:13][CH2:14][N:9]([C:6]3[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)[CH2:10][CH2:11]2)=[N:16][CH:17]=1

참가 물질

4

반응물 1

HCID 37426761-(4-Methoxyphenyl)-4-(5-nitro-2-pyridinyl)piperazine

생성물 1

HCID 91616505-Amino-2-(4-[4-methoxyphenyl]piperazin-1-yl)pyridine

시약·촉매·용매 2

HCID 23939Platinum촉매HCID 702Ethanol용매

실험 절차

A suspension of the product of part (i) (4.0 g, 12 mmole) in ethanol (150 ml) was hydrogenated at 45 p.s.i. (310 kPa) over 5% platinum on carbon (0.1 g) for 5 hours. After this time an additional portion of the catalyst (0.1 g) was added and hydrogenation was continued at room temperature for a further 48 hours. The catalyst was removed by filtration and the filtrate concentrated under reduced pressure. The dark residue was purified by flash chromatography on silica gel eluting with ethyl acetate (97):methanol (3) to yield, after collection and evaporation of appropriate fractions, the desired product, m.p. 134°-135° (1.2 g, 33%), which was used without further purification.

후처리

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate concentrated under reduced pressure
  3. customThe dark residue was purified by flash chromatography on silica gel eluting with ethyl acetate (97)
  4. custommethanol (3) to yield
  5. customafter collection and evaporation of appropriate fractions
  6. customthe desired product, m.p. 134°-135° (1.2 g, 33%), which was used without further purification

출처 및 근거

ORD 기록
ord-b3d5954149084e71920ccc4ff61ba029
출처 데이터셋
uspto-grants-1991_06
특허 번호
US05023258

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