Calcium Chloride → HCID 58577654, Verbindung

HRID 1044169Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1044169
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([N:9]1[C:17]2[C:12](=[N:13][CH:14]=[CH:15][CH:16]=2)[N:11]([C:18]2[CH:39]=[CH:38][C:21]([O:22][C:23]3[N:27]([CH2:28][C:29](OCC)=[O:30])[C:26]4[CH:34]=[CH:35][CH:36]=[CH:37][C:25]=4[N:24]=3)=[CH:20][CH:19]=2)[C:10]1=[O:40])[CH3:8].[Cl-].[Cl-].[Ca+2]>C1COCC1>[CH2:7]([N:9]1[C:17]2[C:12](=[N:13][CH:14]=[CH:15][CH:16]=2)[N:11]([C:18]2[CH:19]=[CH:20][C:21]([O:22][C:23]3[N:27]([CH2:28][CH2:29][OH:30])[C:26]4[CH:34]=[CH:35][CH:36]=[CH:37][C:25]=4[N:24]=3)=[CH:38][CH:39]=2)[C:10]1=[O:40])[CH3:8]

Komponenten

5

Edukt 3

HCID 5284359Calcium ChlorideHCID 21226445Aluminium lithium hydrideHCID 58577597HCID 58577597, Verbindung

Produkt 1

HCID 58577654HCID 58577654, VerbindungAusbeute 55,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Lithium aluminum hydride (33.2 mg) was added to a solution of ethyl {2-[4-(1-ethyl-2-oxo-1,2-dihydro-3H-imidazo[4,5-b]pyridin-3-yl)phenoxy]-1H-benzimidazol-1-yl}acetate (200 mg) in THF (4 mL) at 0° C. The mixture was stirred at room temperature under a dry atmosphere (CaCl2 tube) for 30 min. The mixture was quenched with EtOAc and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with 10%-50% EtOAc in hexane) to give 1-ethyl-3-(4-{[1-(2-hydroxyethyl)-1H-benzimidazol-2-yl]oxy}phenyl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (100 mg) as colorless crystals.

Aufarbeitung

  1. customThe mixture was quenched with EtOAc
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by column chromatography (silica gel, eluted with 10%-50% EtOAc in hexane)

Quellen und Nachweise

ORD-Eintrag
ord-336071b4dfc94779a776861c6e3a64bb
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08563575B2

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