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Sodium Carbonate → 1-(4-Methylpiperazin-1-yl)-3-(3-phenyl-6-trifluoromethyl-3H-benzimidazol-4-yl)prop-2-en-1-one

HRID 644541
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HRID 644541 반응식
[Cl-].[Cl-].[Cl-].[Al+3].[CH3:5][N:6]1[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1.C[O:13][C:14](=O)[CH:15]=[CH:16][C:17]1[C:25]2[N:24]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH:23]=[N:22][C:21]=2[CH:20]=[C:19]([C:32]([F:35])([F:34])[F:33])[CH:18]=1.C(=O)([O-])[O-].[Na+].[Na+]>ClCCl>[CH3:5][N:6]1[CH2:11][CH2:10][N:9]([C:14](=[O:13])[CH:15]=[CH:16][C:17]2[C:25]3[N:24]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[CH:23]=[N:22][C:21]=3[CH:20]=[C:19]([C:32]([F:34])([F:33])[F:35])[CH:18]=2)[CH2:8][CH2:7]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 10340Sodium CarbonateHCID 531671-MethylpiperazineHCID 6451240Aluminum(III) ChlorideHCID 674849573-(3-Phenyl-6-trifluoromethyl-3H-benzimidazol-4-yl)acrylic acid methyl ester

생성물 1

HCID 674849301-(4-Methylpiperazin-1-yl)-3-(3-phenyl-6-trifluoromethyl-3H-benzimidazol-4-yl)prop-2-en-1-one수율 53%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred suspension of aluminium trichloride (1.46 mmol, 195 mg) in dichloromethane (3 ml) was added dropwise N-methylpiperazine (1.83 mmol, 203 l). The resultant mixture was stirred for 0.5 h and to this, a solution of 3-(3-phenyl-6-trifluoromethyl-3H-benzimidazol-4-yl)acrylic acid methyl ester (0.73 mmol, 250 mg) was added dropwise. The resultant mixture stirred for 16 h at 60° C. Upon cooling, aqueous sodium carbonate (5%, 5 ml) was added and the mixture was shaken. The organic layer was isolated by filtration through a hydrophobic frit and evaporated under reduced pressure to give an off-white solid. Recrystallisation from diethyl ether afforded the title compound as a white powder (160 mg, 53%), m/z 415.2 (M+H)+.

후처리

  1. temperatureUpon cooling
  2. customThe organic layer was isolated by filtration through a hydrophobic frit
  3. customevaporated under reduced pressure
  4. customto give an off-white solid
  5. customRecrystallisation from diethyl ether

출처 및 근거

ORD 기록
ord-d8fa7c8da0334e4581ae61a1b2d3b0b6
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07700638B2

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