1-Phenylpiperazine → Methyl 4-{[(5-ethoxy-5-oxopentyl)(2-{[5-(4-phenylpiperazino)-pentyl]oxy}phenethyl)amino]methyl}benzoate

HRID 505620

Reaktionsgleichung

Reaktionsgleichung von HRID 505620
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:36]=[CH:35][CH:34]=[CH:33][C:9]=1[CH2:10][CH2:11][N:12]([CH2:22][C:23]1[CH:32]=[CH:31][C:26]([C:27]([O:29][CH3:30])=[O:28])=[CH:25][CH:24]=1)[CH2:13][CH2:14][CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18].[C:37]1([N:43]2[CH2:48][CH2:47][NH:46][CH2:45][CH2:44]2)[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1.C(N(CC)CC)C>O1CCCC1>[CH2:20]([O:19][C:17](=[O:18])[CH2:16][CH2:15][CH2:14][CH2:13][N:12]([CH2:22][C:23]1[CH:32]=[CH:31][C:26]([C:27]([O:29][CH3:30])=[O:28])=[CH:25][CH:24]=1)[CH2:11][CH2:10][C:9]1[CH:33]=[CH:34][CH:35]=[CH:36][C:8]=1[O:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][N:46]1[CH2:47][CH2:48][N:43]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH2:44][CH2:45]1)[CH3:21]

Komponenten

5

Edukt 3

HCID 70961-PhenylpiperazineHCID 8471TriethylamineHCID 22015034Methyl 4-{[{2-[(5-bromopentyl)oxy]phenethyl}(5-ethoxy-5-oxopentyl)amino]methyl}benzoate

Produkt 1

HCID 22015022Methyl 4-{[(5-ethoxy-5-oxopentyl)(2-{[5-(4-phenylpiperazino)-pentyl]oxy}phenethyl)amino]methyl}benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

200.0 mg (0.355 mmol) of methyl 4-{[{2-[(5-bromopentyl)oxy]phenethyl}(5-ethoxy-5-oxopentyl)amino]methyl}benzoate from Ex. 107, 69.21 mg of N-phenylpiperazine and 71.95 mg (0.711 mmol) of triethylamine in 2 ml of tetrahydrofuran are heated at reflux for 18 hours. The reaction solution is washed with water, concentrated and chromatographed over silica gel using the mobile phase ethyl acetate/methanol 10/1.

Aufarbeitung

  1. temperatureat reflux for 18 hours
  2. washThe reaction solution is washed with water
  3. concentrationconcentrated
  4. customchromatographed over silica gel using the mobile phase ethyl acetate/methanol 10/1

Quellen und Nachweise

ORD-Eintrag
ord-49b8a8ac80f44ac19b0c730198892ea1
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07781470B2

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