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Benzimidazole → HCID 19802565, 화합물

HRID 1645818
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HRID 1645818 반응식
[H-].[Na+].[N:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[NH:5][CH:4]=1.[CH3:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[N:20]1[CH2:25][CH2:24][N:23]([C:26](=[O:35])[CH:27](Cl)[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:22][CH2:21]1>CN(C)C=O>[CH3:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[N:20]1[CH2:21][CH2:22][N:23]([C:26](=[O:35])[CH:27]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[N:3]2[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=3[N:5]=[CH:4]2)[CH2:24][CH2:25]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 5798BenzimidazoleHCID 24758Sodium hydrideHCID 3622053Piperazine, 1-(chlorophenylacetyl)-4-(2-methoxyphenyl)-

생성물 1

HCID 19802565HCID 19802565, 화합물수율 104.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

A mixture of sodium hydride (0.47 g of 80% dispersion) in dry dimethyl formamide (10 ml) at 0°-5° C. was treated with benzimidazole (1.584 g) and the mixture stirred for 30 mins. A solution of 1-(2-methoxyphenyl)-4-(2-chloro-1-oxo-2-phenylethyl) piperazine (4.624 g) in dry DMF (20 ml) was added and the mixture was stirred at 90° C. for 5 hrs then at ambient temperature overnight. The suspension was filtered and the solvent evaporated under vacuum. The residue, in dichloromethane was washed well with water and dried over magnesium sulphate, to give 6 g of an oil. The crude product was purified by dry column flash chromatography to give the title compound (2.4 g).

후처리

  1. stirringthe mixture was stirred at 90° C. for 5 hrs
  2. customat ambient temperature
  3. customovernight
  4. filtrationThe suspension was filtered
  5. customthe solvent evaporated under vacuum
  6. washThe residue, in dichloromethane was washed well with water
  7. dry with materialdried over magnesium sulphate

출처 및 근거

ORD 기록
ord-be3379d4c18041ddbf565b75de8e87dd
출처 데이터셋
uspto-grants-1993_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05177078

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