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Triethylamine → Hexyl 2-[[[4-[[4-[(dipropylamino)methyl]phenyl]carbamoyl]phenyl]methyl-[(1-hexoxycarbonylimidazol-2-yl)methyl]amino]methyl]imidazole-1-carboxylate

HRID 1173948
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Reaktionsgleichung

Reaktionsgleichung von HRID 1173948
[NH:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH2:6][N:7]([CH2:14][C:15]1[CH:37]=[CH:36][C:18]([C:19]([NH:21][C:22]2[CH:27]=[CH:26][C:25]([CH2:28][N:29]([CH2:33][CH2:34][CH3:35])[CH2:30][CH2:31][CH3:32])=[CH:24][CH:23]=2)=[O:20])=[CH:17][CH:16]=1)[CH2:8][C:9]1[NH:10][CH:11]=[CH:12][N:13]=1.Cl[C:39]([O:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH3:47])=[O:40].C(N([CH2:53][CH3:54])CC)C>C(Cl)(Cl)Cl>[CH2:42]([O:41][C:39]([N:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH2:6][N:7]([CH2:14][C:15]1[CH:37]=[CH:36][C:18]([C:19]([NH:21][C:22]2[CH:23]=[CH:24][C:25]([CH2:28][N:29]([CH2:33][CH2:34][CH3:35])[CH2:30][CH2:31][CH3:32])=[CH:26][CH:27]=2)=[O:20])=[CH:17][CH:16]=1)[CH2:8][C:9]1[N:13]([C:39]([O:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:53][CH3:54])=[O:40])[CH:12]=[CH:11][N:10]=1)=[O:40])[CH2:43][CH2:44][CH2:45][CH2:46][CH3:47]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 22466Hexyl chloroformateHCID 99834204-{[bis(1H-imidazol-2-ylmethyl)-amino]-methyl}-N-(4-dipropylaminomethylphenyl)-benzamide

Produkt 1

HCID 58801928Hexyl 2-[[[4-[[4-[(dipropylamino)methyl]phenyl]carbamoyl]phenyl]methyl-[(1-hexoxycarbonylimidazol-2-yl)methyl]amino]methyl]imidazole-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212
Chloroform
Lösungsmittel

Versuchsvorschrift

The compound obtained in Example 19-3 was treated with an anion-exchange resin. The treated product was dissolved in chloroform (4.0 ml) and added with n-hexyl chloroformate (manufactured by Tokyo Kasei Kogyo Co., Ltd.) (0.054 ml) and triethylamine (0.060 ml), followed by stirring at room temperature for 16 hours. After completion of the reaction, the solvent was distilled off. The residue was added with chloroform, washed with water and saturated saline solution, and dried with anhydrous sodium sulfate, followed by distilling the solvent off. Subsequently, the residue was purified through silica gel column chromatography (chloroform/methanol), thereby obtaining the subject compound (66.6 mg) as a white solid.

Aufarbeitung

  1. customAfter completion of the reaction
  2. distillationthe solvent was distilled off
  3. additionThe residue was added with chloroform
  4. washwashed with water and saturated saline solution
  5. dry with materialdried with anhydrous sodium sulfate
  6. distillationby distilling the solvent off
  7. customSubsequently, the residue was purified through silica gel column chromatography (chloroform/methanol)

Quellen und Nachweise

ORD-Eintrag
ord-d59d26ac3c6041bd93e3301c512ec756
Quelldatensatz
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07833991B2

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