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

HRID 476897

반응식

HRID 476897 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-035fea96d86f4eb0a1425042ebd72572
출처 데이터셋
uspto-grants-1989_12
특허 번호
US04886803

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