HCID 86754470, compound → HCID 86754471, compound

HRID 1597623Notes

Reaction equation

HRID 1597623 reaction equation
[CH2:1]([O:3][C:4](=[O:32])[C@@H:5]([NH:22][S:23]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)(=[O:25])=[O:24])[CH2:6][NH:7][C:8](=[O:21])[CH2:9][NH:10]C(OCC1C=CC=CC=1)=O)[CH3:2]>CCO.[Pd]>[CH2:1]([O:3][C:4](=[O:32])[C@@H:5]([NH:22][S:23]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)(=[O:24])=[O:25])[CH2:6][NH:7][C:8](=[O:21])[CH2:9][NH2:10])[CH3:2]

Participants

4

Reactant 1

HCID 86754470HCID 86754470, compound

Product 1

HCID 86754471HCID 86754471, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 702EthanolSolvent

Procedure

Protected amine 3-5 (0.47 g, 1.01 mmol) was dissolved in 10 mL EtOH, 10% Pd/C (94 mg) was added, and the reaction was stirred under an H2 balloon. After 4 h, additional 10% Pd/C was added (94 mg), and the reaction was continued for 3 d. The mixture was filtered through Celite, concentrated, and azeotroped with CHCl3, providing amine 3-6 as a gum.

Workup

  1. waitthe reaction was continued for 3 d
  2. filtrationThe mixture was filtered through Celite
  3. concentrationconcentrated
  4. customazeotroped with CHCl3

Sources & evidence

ORD record
ord-40f7441020e34895bcf7d097ea410960
Source dataset
uspto-grants-2001_09
Patent number
US06294549B1

Reaction notes

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