1-(2-Hydroxyethyl)piperazine → 2-{2-Ethoxy-5-[4-(2-hydroxy-ethyl)-piperazine-1-sulfonyl]-phenyl}-6-methyl-8-propyl-3H-imidazo[1,5-a][1,3,5]triazin-4-one

HRID 8623

Reaktionsgleichung

Reaktionsgleichung von HRID 8623
[OH:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1.[CH2:10]([O:12][C:13]1[CH:18]=[CH:17][C:16]([S:19](Cl)(=[O:21])=[O:20])=[CH:15][C:14]=1[C:23]1[NH:28][C:27](=[O:29])[N:26]2[C:30]([CH3:36])=[N:31][C:32]([CH2:33][CH2:34][CH3:35])=[C:25]2[N:24]=1)[CH3:11]>ClCCl>[CH2:10]([O:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([N:7]2[CH2:8][CH2:9][N:4]([CH2:3][CH2:2][OH:1])[CH2:5][CH2:6]2)(=[O:21])=[O:20])=[CH:15][C:14]=1[C:23]1[NH:28][C:27](=[O:29])[N:26]2[C:30]([CH3:36])=[N:31][C:32]([CH2:33][CH2:34][CH3:35])=[C:25]2[N:24]=1)[CH3:11]

Komponenten

4

Edukt 2

HCID 76771-(2-Hydroxyethyl)piperazineHCID 1354246684-Ethoxy-3-(6-methyl-4-oxo-8-propyl-3,4-dihydro-imidazo[1,5-a][1,3,5]triazin-2-yl)-benzene-sulfonyl chloride

Produkt 1

HCID 1354628522-{2-Ethoxy-5-[4-(2-hydroxy-ethyl)-piperazine-1-sulfonyl]-phenyl}-6-methyl-8-propyl-3H-imidazo[1,5-a][1,3,5]triazin-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

86 mg (0.66 mmol) of hydroxylethylpiperazine are added to a solution of 90 mg (0.22 mmol) of 4-ethoxy-3-(6-methyl-4-oxo-8-propyl-3,4-dihydro-imidazo[1,5-a][1,3,5]triazin-2-yl)-benzenesulfonyl chloride (example VI) in 5 ml of dichloromethane and the reaction mixture is stirred at room temperature for 16 hours. After chromatographic purification (dichloromethane/methanol=95:5), 63 mg (57%) of 2-{2-ethoxy-5-[4-(2-hydroxy-ethyl)-piperazine-1-sulfonyl]-phenyl}-6-methyl-8-propyl-3H-imidazo[1,5-a][1,3,5]triazin-4-one are obtained.

Aufarbeitung

  1. customAfter chromatographic purification (dichloromethane/methanol=95:5), 63 mg (57%) of 2-{2-ethoxy-5-[4-(2-hydroxy-ethyl)-piperazine-1-sulfonyl]-phenyl}-6-methyl-8-propyl-3H-imidazo[1,5-a][1,3,5]triazin-4-one
  2. customare obtained

Quellen und Nachweise

ORD-Eintrag
ord-d2b9031c556f4c90a7f67469ddf953db
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091203B2

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