HCID 178522112, Verbindung → HCID 178522109, Verbindung

HRID 1846802Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1846802
C([O:8][C@H:9]1[CH2:12][C@H:11]([C:13]([NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=2)=[O:14])[CH2:10]1)C1C=CC=CC=1>C(O)C.[OH-].[Pd+2].[OH-]>[OH:8][C@H:9]1[CH2:12][C@H:11]([C:13]([NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=2)=[O:14])[CH2:10]1

Komponenten

4

Edukt 1

HCID 178522112HCID 178522112, Verbindung

Produkt 1

HCID 178522109HCID 178522109, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9942167Palladium hydroxideKatalysatorHCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

trans-3-(benzyloxy)-N-(pyridin-2-yl)cyclobutanecarboxamide (0.394 g, 1.40 mmol) and palladium hydroxide (0.098 g, 0.14 mmol, 20 weight % on carbon) were mixed in ethanol (5 mL). The reaction mixture was placed under a hydrogen atmosphere (balloon) and stirred at 70° C. for 20 h. The reaction mixture was cooled to RT and filtered. The filtrate was concentrated, and the resulting crude product was purified via silica gel chromatography to give trans-3-hydroxy-N-(pyridin-2-yl)cyclobutanecarboxamide as an off white solid.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to RT
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated
  4. customthe resulting crude product was purified via silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-fad087c2c0884ee58f95d65885fa6bd6
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08952037B2

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