Benzimidazole → methyl 5-((3-(1H-benzo[d]imidazol-2-yl)propyl)(methyl)amino)-2-(4-bromophenyl)-2-isopropylpentanoate

HRID 547983Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 547983
[CH3:1][O:2][C:3](=[O:19])[C:4]([C:12]1[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=1)([CH:9]([CH3:11])[CH3:10])[CH2:5][CH2:6][CH2:7]Br.[NH:20]1[C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=2[N:22]=[C:21]1[CH2:29][CH2:30][CH2:31][NH:32][CH3:33].N1C2C=CC=CC=2NC=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH3:1][O:2][C:3](=[O:19])[C:4]([C:12]1[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=1)([CH:9]([CH3:11])[CH3:10])[CH2:5][CH2:6][CH2:7][N:32]([CH2:31][CH2:30][CH2:29][C:21]1[NH:20][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=2[N:22]=1)[CH3:33]

Komponenten

6

Edukt 4

HCID 5798BenzimidazoleHCID 11430Potassium CarbonateHCID 31454002-(3-(methylamino)propyl)-1H-benzimidazoleHCID 468558605-Bromo-2-(4-bromophenyl)-2-isopropylpentanoic acid methyl ester

Produkt 1

HCID 25194889methyl 5-((3-(1H-benzo[d]imidazol-2-yl)propyl)(methyl)amino)-2-(4-bromophenyl)-2-isopropylpentanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

After the 5-bromo-2-(4-bromophenyl)-2-isopropylpentanoic acid methyl ester (1 g, 1 eq) was dissolved in ethanol, [3-(1H-benzimidazole-2-yl)propyl]methylamine (0.66 g, 1 eq) as a benzimidazole derivative, and potassium carbonate (0.58 g, 1.2 eq) were added into the solution and heated and refluxed for 3 hours. When the reaction was completed, the precipitate was filtrated and the solvent was removed at low pressures. The target compound 5-{[3-(1H-benzimidazole-2-yl)propyl]methylamino}-2-(4-bromophenyl)-2-isopropyl pentanoic acid methyl ester was obtained by separation and purification of the mixture using a column chromatography (ethyl acetate:methanol=10:1) (635 mg, 36%).

Aufarbeitung

  1. temperatureheated
  2. temperaturerefluxed for 3 hours
  3. filtrationthe precipitate was filtrated
  4. customthe solvent was removed at low pressures

Quellen und Nachweise

ORD-Eintrag
ord-5321683e037b475da4be1cc9822381d0
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07939672B2

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