N-tert-butyl-2-(3-azido-2-oxo-5-phenyl-2,3,4,5-tetrahydro-1H-(1)benzazepin-1-yl) ethanoic acid amide → N-tert-butyl-2-(3-amino-2-oxo-5-phenyl-2,3,4,5-tetrahydro-1H-(1)benzazepin-1-yl) ethanoic acid amide

HRID 53130

Reaktionsgleichung

Reaktionsgleichung von HRID 53130
[C:1]([NH:5][C:6](=[O:29])[CH2:7][N:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[CH:12]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:11][CH:10]([N:25]=[N+]=[N-])[C:9]1=[O:28])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([NH:5][C:6](=[O:29])[CH2:7][N:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[CH:12]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:11][CH:10]([NH2:25])[C:9]1=[O:28])([CH3:4])([CH3:2])[CH3:3]

Komponenten

4

Edukt 1

HCID 15203363N-tert-butyl-2-(3-azido-2-oxo-5-phenyl-2,3,4,5-tetrahydro-1H-(1)benzazepin-1-yl) ethanoic acid amide

Produkt 1

HCID 15203365N-tert-butyl-2-(3-amino-2-oxo-5-phenyl-2,3,4,5-tetrahydro-1H-(1)benzazepin-1-yl) ethanoic acid amide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 5.80 grams (14.3 retool) N-tert-butyl-2-(3-azido-2-oxo-5-phenyl-2,3,4,5-tetrahydro-1H-(1)benzazepin-1-yl) ethanoic acid amide in 70 mL ethanol (with methylene chloride as necessary to aid dissolution) was treated with 600 mg 10% palladium on carbon under hydrogen (42 to 39 psi) for 20.5 hours. The reaction was filtered through Celite® with ethanol and methylene chloride and evaporated to a foam, 5.44 grams (100%).

Aufarbeitung

  1. filtrationThe reaction was filtered through Celite® with ethanol and methylene chloride
  2. customevaporated to a foam, 5.44 grams (100%)

Quellen und Nachweise

ORD-Eintrag
ord-a40f084f369e4adead6ee6001a79159a
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05618811

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