Sodium hydride → N-Methyl-N-(4,6-dimethyl-2-pyridyl)-1-[2-(4-(3,4-dimethoxybenzoyl)-1-piperazinyl)ethyl]benzimidazole-2-carboxamide

HRID 476896

反応式

HRID 476896 の反応式
[CH3:1][N:2]([C:14]1[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([CH3:21])[N:15]=1)[C:3]([C:5]1[NH:6][C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1)=[O:4].[H-].[Na+].[CH3:24][O:25][C:26]1[CH:27]=[C:28]([CH:40]=[CH:41][C:42]=1[O:43][CH3:44])[C:29]([N:31]1[CH2:36][CH2:35][N:34]([CH2:37][CH2:38]Cl)[CH2:33][CH2:32]1)=[O:30].[Cl-].[NH4+]>CS(C)=O>[CH3:1][N:2]([C:14]1[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([CH3:21])[N:15]=1)[C:3]([C:5]1[N:6]([CH2:38][CH2:37][N:34]2[CH2:35][CH2:36][N:31]([C:29](=[O:30])[C:28]3[CH:40]=[CH:41][C:42]([O:43][CH3:44])=[C:26]([O:25][CH3:24])[CH:27]=3)[CH2:32][CH2:33]2)[C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1)=[O:4]

参加物

6

反応物 4

HCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 118091532-[4-(3,4-Dimethoxybenzoyl)-1-piperazinyl]ethyl chlorideHCID 14371319N-methyl-N-(4,6-dimethyl-2-pyridyl)benzimidazole-2-carboxamide

生成物 1

HCID 9809995N-Methyl-N-(4,6-dimethyl-2-pyridyl)-1-[2-(4-(3,4-dimethoxybenzoyl)-1-piperazinyl)ethyl]benzimidazole-2-carboxamide収率 79.2%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒2 回

実験手順

In an argon atmosphere, N-methyl-N-(4,6-dimethyl-2-pyridyl)benzimidazole-2-carboxamide (2.00 g) was dissolved in DMSO (15 ml), and 60% sodium hydride (0.33 g) was added and stirred at room temperature for 1 hr. A solution (7 ml) of 2-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]ethyl chloride (2.20 g) in DMSO was added dropwise and allowed to react overnight at room temperature under agitation. The reaction solution was added to an aqueous solution of ammonium chloride and extracted with chloroform, the chloroform layer was dried over Na2SO4, and the solvent was distilled off. Purification of the residue by column chromatography gave the title compound (3.10 g) as amorphous solid.

後処理

  1. customto react overnight at room temperature under agitation
  2. extractionextracted with chloroform
  3. dry with materialthe chloroform layer was dried over Na2SO4
  4. distillationthe solvent was distilled off
  5. customPurification of the residue by column chromatography

出典と根拠

ORDレコード
ord-f6323285af62467588d63c16ce98f4cc
出典データセット
uspto-grants-1989_12
特許番号
US04886803

関連ノート

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