Sodium hydride → N-(2-Pyridyl)-1-[2-(4-(2-methoxyphenyl)-1-piperazinyl)ethyl]benzimidazole-2-carboxamide

HRID 476897

反応式

HRID 476897 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]([C:10]1[NH:11][C:12]2[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=2[N:14]=1)=[O:9].[H-].[Na+].[CH3:21][O:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[N:29]1[CH2:34][CH2:33][N:32]([CH2:35][CH2:36]Cl)[CH2:31][CH2:30]1.[Cl-].[NH4+]>CS(C)=O>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]([C:10]1[N:11]([CH2:36][CH2:35][N:32]2[CH2:31][CH2:30][N:29]([C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=3[O:22][CH3:21])[CH2:34][CH2:33]2)[C:12]2[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=2[N:14]=1)=[O:9]

参加物

6

反応物 4

HCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 5956731-(2-Chloroethyl)-4-(2-methoxyphenyl)piperazineHCID 30872911H-Benzimidazole-2-carboxamide, N-2-pyridinyl-

生成物 1

HCID 14371292N-(2-Pyridyl)-1-[2-(4-(2-methoxyphenyl)-1-piperazinyl)ethyl]benzimidazole-2-carboxamide収率 52.1%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒2 回

実験手順

In an argon atmosphere, N-(2-pyridyl)benzimidazole-2-carboxamide (1.55 g) was dissolved in DMSO (20 ml), and 60% sodium hydride (0.28 g) was added and stirred at room temperature for 1 hr. A solution (7 ml) of 2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl chloride (1.65 g) in DMSO was added dropwise and stirred at room temperature overnight. The reaction solution was poured into an aqueous solution of ammonium chloride and extracted with chloroform, and the chloroform layer was dired. The residue obtained by distilling off the solvent was purified by column chromatography on silica gel to give the title compound (1.54 g) as amorphous solid.

後処理

  1. stirringstirred at room temperature overnight
  2. extractionextracted with chloroform
  3. customThe residue obtained
  4. distillationby distilling off the solvent
  5. customwas purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-035fea96d86f4eb0a1425042ebd72572
出典データセット
uspto-grants-1989_12
特許番号
US04886803

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