HCID 18473954, Verbindung → 2-(Dimethylamino)-5-[1-(4-hydroxy-1H-indol-3-yl)ethyl]-4(5H)-oxazolone

HRID 564852Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 564852
C([O:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[C:11]([CH:18]([CH:20]1[O:24][C:23]([N:25]([CH3:27])[CH3:26])=[N:22][C:21]1=[O:28])[CH3:19])=[CH:12][NH:13]2)C1C=CC=CC=1>C(O)C.O1CCCC1.[C].[Pd]>[CH3:27][N:25]([CH3:26])[C:23]1[O:24][CH:20]([CH:18]([C:11]2[C:10]3[C:14](=[CH:15][CH:16]=[CH:17][C:9]=3[OH:8])[NH:13][CH:12]=2)[CH3:19])[C:21](=[O:28])[N:22]=1

Komponenten

5

Edukt 1

HCID 18473954HCID 18473954, Verbindung

Produkt 1

HCID 184739322-(Dimethylamino)-5-[1-(4-hydroxy-1H-indol-3-yl)ethyl]-4(5H)-oxazoloneAusbeute 61,3 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 702EthanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

5-[1-(4-benzyloxyindol-3-yl)ethyl]-2-dimethylamino-2-oxazolin-4-one (268 mg) was dissolved in a mixture of ethanol and tetrahydrofuran (7:3.10 ml). 10% palladium-carbon (80 mg) was added and the whole was hydrogenated for 5 hours at room temperature under normal pressure. The catalyst was removed from the mixture and 10% palladium-carbon (80 mg) was added again. The whole was hydrogenated for additional 24 hours at room temperature under normal pressure. The reaction mixture was filtered to remove the catalyst. The filtrate was concentrated to give 2-dimethylamino-5-[1-(4-hydroxyindol-3-yl)ethyl]-2-oxazolin-4-one (125 mg).

Aufarbeitung

  1. customThe catalyst was removed from the mixture and 10% palladium-carbon (80 mg)
  2. additionwas added again
  3. waitThe whole was hydrogenated for additional 24 hours at room temperature under normal pressure
  4. filtrationThe reaction mixture was filtered
  5. customto remove the catalyst
  6. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-6325d81ce22647e6aa7fbb2c0cdcec70
Quelldatensatz
uspto-grants-2001_01
Patentnummer
US06169102A

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