2-[2-(Azetidin-1-yl)-2-oxoethyl]-5-(benzyloxy)benzonitrile → 2-[2-(Azetidin-1-yl)-2-oxoethyl]-5-hydroxybenzonitrile

HRID 1850729Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1850729
[N:1]1([C:5](=[O:23])[CH2:6][C:7]2[CH:14]=[CH:13][C:12]([O:15]CC3C=CC=CC=3)=[CH:11][C:8]=2[C:9]#[N:10])[CH2:4][CH2:3][CH2:2]1>C(O)C.[OH-].[OH-].[Pd+2]>[N:1]1([C:5](=[O:23])[CH2:6][C:7]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][C:8]=2[C:9]#[N:10])[CH2:4][CH2:3][CH2:2]1

Komponenten

4

Edukt 1

HCID 708186342-[2-(Azetidin-1-yl)-2-oxoethyl]-5-(benzyloxy)benzonitrile

Produkt 1

HCID 708186242-[2-(Azetidin-1-yl)-2-oxoethyl]-5-hydroxybenzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9942167Palladium hydroxideKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

2-[2-(azetidin-1-yl)-2-oxoethyl]-5-(benzyloxy)benzonitrile (410 mg, 1.34 mmol) was dissolved in ethanol (2 ml) and palladium hydroxide on carbon (20%) (94 mg, 0.134 mmol) added. The mixture was stirred under an atmosphere of hydrogen gas at RT overnight. The mixture was filtered and the filtrate concentrated under reduced pressure. The reside was purified by column chromatography using a Biotage RP C18 cartridge (30 g) using a gradient eluant of 0-25% water:acetonitrile+0.05% formic acid to afford the title compound. LC/MS (m/z): 217 (M+H)+.

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate concentrated under reduced pressure
  3. customThe reside was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-744ba09762ec426fbcb8bd0e36c4bd50
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08957062B2

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