HCID 20244784, compound → HCID 20244783, compound

HRID 647879Notes

Reaction equation

HRID 647879 reaction equation
[N:1]([CH:4]1[CH2:10][CH2:9][C:8]2[CH:11]=[CH:12][CH:13]=[CH:14][C:7]=2[N:6]([CH:15]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH3:16])[C:5]1=[O:24])=[N+]=[N-]>C(O)C.[Pd]>[NH2:1][CH:4]1[CH2:10][CH2:9][C:8]2[CH:11]=[CH:12][CH:13]=[CH:14][C:7]=2[N:6]([CH:15]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH3:16])[C:5]1=[O:24]

Participants

4

Reactant 1

HCID 20244784HCID 20244784, compound

Product 1

HCID 20244783HCID 20244783, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 3-azido-1-(1-t-butyloxycarbonylethyl)-2,3,4,5-tetrahydro-1H-[1]-benzazepin-2-one (7 g) in ethanol (70 ml) was hydrogenated on a Parr shaker at 3 atmospheres pressure for 3 hours using 10% Pd-C (0.5 g) as catalyst. The catalyst was removed by filtration and the ethanol removed under reduced pressure to give 3-amino-1-(1-t-butyloxycarbonylethyl)-2,3,4,5-tetrahydro-1H-[1]-benzazepin-2-one as an oil. High pressure liquid chromatography (HPLC) indicated that the product was an approximately 1:1 mixture of diastereomers. This material was used without further purification.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe ethanol removed under reduced pressure

Sources & evidence

ORD record
ord-4bc71a81384e44a08d54520e18916a99
Source dataset
uspto-grants-1983_10
Patent number
US04410520

Reaction notes

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