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

HRID 1057305

反応式

HRID 1057305 の反応式
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][CH:10]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([Cl:20])[CH:14]=3)[N:12]=2)=[CH:4][N:3]=1.[NH:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1>CS(C)=O.[Cl-].[Na+].O>[Cl:20][C:15]1[CH:14]=[C:13]([C:11]2[N:12]=[C:8]([C:5]3[CH:6]=[CH:7][C:2]([N:21]4[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]4)=[N:3][CH:4]=3)[NH:9][CH:10]=2)[CH:18]=[CH:17][C:16]=1[Cl:19]

参加物

5

反応物 2

HCID 4837PiperazineHCID 178477975HCID 178477975、化合物

生成物 1

HCID 178477952{5-[4-(3,4-dichloro-phenyl)-1H-imidazol-2-yl]-pyridin-2-yl}-piperazine収率 58.4%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

A solution of 2-Chloro-5-[4-(3,4-dichloro-phenyl)-1H-imidazol-2-yl]-pyridine (72.8 g) and piperazine (61.8 g) in DMSO (478 mL) was heated to 105 degrees 16 hours. The reaction mixture was cooled to room temperature and diluted with 2500 mL half-saturated brine. The resultant precipitate was collected by filtration and triturated with 2000 mL hot methanol. The solids were collected by filtration, the mother liquor was concentrated to about 100 mL, and the additional precipitate was collected and combined with the original solids to provide 1-{5-[4-(3,4-dichloro-phenyl)-1H-imidazol-2-yl]-pyridin-2-yl}-piperazine (49 g). MS m/z 374 (M++1).

後処理

  1. filtrationThe resultant precipitate was collected by filtration
  2. customtriturated with 2000 mL hot methanol
  3. filtrationThe solids were collected by filtration
  4. concentrationthe mother liquor was concentrated to about 100 mL
  5. customthe additional precipitate was collected

出典と根拠

ORDレコード
ord-c64e025fc49d408ebbaff67840b3f8e8
出典データセット
uspto-grants-2003_02
特許番号
US06514966B2

関連ノート

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