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

HRID 1474681Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1474681
[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-c1022e73178a46b38db8af53e381cf27
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09018224B2

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