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

HRID 1493592

反応式

HRID 1493592 の反応式
[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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23939Platinum触媒HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b3d5954149084e71920ccc4ff61ba029
出典データセット
uspto-grants-1991_06
特許番号
US05023258

関連ノート

読み込み中…