6-[5-hydroxy-2-(2,2,2-trifluoroethoxy)benzamidomethyl]-2(1H)-pyridone → 5-Hydroxy-N-((6-oxo-2-piperidinyl)methyl)-2-(2,2,2-trifluoroethoxy)benzamide

HRID 1584017Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1584017
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([O:19][CH2:20][C:21]([F:24])([F:23])[F:22])=[C:6]([CH:18]=1)[C:7]([NH:9][CH2:10][C:11]1[NH:16][C:15](=[O:17])[CH:14]=[CH:13][CH:12]=1)=[O:8]>[Rh].CO>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([O:19][CH2:20][C:21]([F:24])([F:22])[F:23])=[C:6]([CH:18]=1)[C:7]([NH:9][CH2:10][CH:11]1[CH2:12][CH2:13][CH2:14][C:15](=[O:17])[NH:16]1)=[O:8]

Komponenten

4

Edukt 1

HCID 135635926-[5-hydroxy-2-(2,2,2-trifluoroethoxy)benzamidomethyl]-2(1H)-pyridone

Produkt 1

HCID 104727845-Hydroxy-N-((6-oxo-2-piperidinyl)methyl)-2-(2,2,2-trifluoroethoxy)benzamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23948RhodiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 0.16 g (0.468 mmole) of 6-[5-hydroxy-2-(2,2,2-trifluoroethoxy)benzamidomethyl]-2(1H)-pyridone, 0.05 g of 5% rhodium on alumina and 50 ml of methanol was hydrogenated on a Parr apparatus for 50 minutes. The mixture was filtered, the filtrate was evaporated, and the residue was dried to provide 5-hydroxy-N-(6-oxo-2-piperidylmethyl)-2-(2,2,2-trifluoroethoxy)benzamide. The structural assignment was confirmed by comparison of infrared and nuclear magnetic resonance spectra to those of the same compound prepared by an alternative synthetic procedure.

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated
  3. customthe residue was dried

Quellen und Nachweise

ORD-Eintrag
ord-c808f3603c09485b8a1d49959ffe848d
Quelldatensatz
uspto-grants-1985_11
Patentnummer
US04555573

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