Potassium Iodide → 1-{5-[5-(3,4-dichloro-phenyl)-1H-imidazol-2-yl]-pyridin-2-yl}-4-isobutyl-piperazine

HRID 1057306ノート

反応式

HRID 1057306 の反応式
Cl.Cl.Cl[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[NH:11][CH:12]=[C:13]([C:15]3[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([Cl:22])[CH:16]=3)[N:14]=2)=[CH:6][N:5]=1.[CH2:23]([N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1)[CH:24]([CH3:26])[CH3:25].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>O.C1CCCCC1>[Cl:22][C:17]1[CH:16]=[C:15]([C:13]2[NH:14][C:10]([C:7]3[CH:8]=[CH:9][C:4]([N:30]4[CH2:31][CH2:32][N:27]([CH2:23][CH:24]([CH3:26])[CH3:25])[CH2:28][CH2:29]4)=[N:5][CH:6]=3)=[N:11][CH:12]=2)[CH:20]=[CH:19][C:18]=1[Cl:21]

参加物

7

反応物 4

HCID 4875Potassium IodideHCID 11430Potassium Carbonate2 回HCID 20520521-(2-Methylpropyl)piperazineHCID 1784785732-chloro-5-[4-(3,4-dichloro-phenyl)-1H-imidazol-2-yl]-pyridine dihydrochloride

生成物 1

HCID 98673341-{5-[5-(3,4-dichloro-phenyl)-1H-imidazol-2-yl]-pyridin-2-yl}-4-isobutyl-piperazine収率 79.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8078Cyclohexane溶媒

実験手順

A suspension of 2-chloro-5-[4-(3,4-dichloro-phenyl)-1H-imidazol-2-yl]-pyridine dihydrochloride (1.07 g, 2.6 mmol), N-isobutylpiperazine (0.95 g, 6.72 mmol), potassium carbonate (0.5 g, 3.62 mmol), and potassium iodide (0.5 g, 0.54 mmol) in xylenes (5 mL) was heated to reflux under a nitrogen atmosphere for 24 hours. The reaction mixture was then cooled to ambient temperature and a solution of potassium carbonate (g) in water (10 mL) and cyclohexane (10 mL) were added. The mixture was stirred vigorously for 15 min, and the precipitate was collected by filtration. The filter cake was washed with water (10 mL) and triturated with methyl tert-butyl ether (4 mL) to provide 1-{5-[5-(3,4-dichloro-phenyl)-1H-imidazol-2-yl]-pyridin-2-yl}-4-isobutyl-piperazine (2.07 mmol). MS m/z 430 (M++1).

後処理

  1. temperaturewas heated
  2. temperatureto reflux under a nitrogen atmosphere for 24 hours
  3. filtrationthe precipitate was collected by filtration
  4. washThe filter cake was washed with water (10 mL)
  5. customtriturated with methyl tert-butyl ether (4 mL)

出典と根拠

ORDレコード
ord-399eb1c36c524d989b960226182eb424
出典データセット
uspto-grants-2003_02
特許番号
US06514966B2

反応ノート

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