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

HRID 1057306

반응식

HRID 1057306 반응식
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]

참가 물질

7

반응물 4

HCID 4875Potassium IodideHCID 11430Potassium Carbonate2회HCID 20520521-(2-Methylpropyl)piperazineHCID 1784785732-chloro-5-[4-(3,4-dichloro-phenyl)-1H-imidazol-2-yl]-pyridine dihydrochloride

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 8078Cyclohexane용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-399eb1c36c524d989b960226182eb424
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06514966B2

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