HCID 22975755, compound → HCID 22975754, compound

HRID 1596687Notes

Reaction equation

HRID 1596687 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][N:9]2[CH2:14][CH2:13][C:12]3([CH2:19][CH2:18][CH:17]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:16][CH2:15]3)[CH2:11][CH2:10]2)=[CH:3][CH:2]=1>C(O)(=O)C.[Pt](=O)=O>[NH:1]1[CH2:2][CH2:3][CH:4]([CH2:7][CH2:8][N:9]2[CH2:14][CH2:13][C:12]3([CH2:15][CH2:16][CH:17]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:18][CH2:19]3)[CH2:11][CH2:10]2)[CH2:5][CH2:6]1

Participants

4

Reactant 1

HCID 22975755HCID 22975755, compound

Product 1

HCID 22975754HCID 22975754, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolvent

Procedure

0.17 g (0.5 mmol) of the compound from Example 22 were dissolved in 25 ml 90% acetic acid followed by addition of 30 mg platinum(IV) oxide. The mixture was filled into an autoclave and hydrogenated for 4 h at room temperature and a pressure of 20 atm. The catalyst was removed by filtration and the solvent evaporated under reduced pressure. The residue was treated with water and neutralized with sodium carbonate followed by extraction with dichloromethane. The organic layer was dried over sodium sulfate and concentrated in vacuo to leave the pure title compound.

Workup

  1. additionThe mixture was filled into an autoclave and hydrogenated for 4 h at room temperature
  2. customThe catalyst was removed by filtration
  3. customthe solvent evaporated under reduced pressure
  4. additionThe residue was treated with water and neutralized with sodium carbonate
  5. extractionfollowed by extraction with dichloromethane
  6. dry with materialThe organic layer was dried over sodium sulfate
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-6ae441cf8e034d64884445000f279ec4
Source dataset
uspto-grants-2001_09
Patent number
US06291469B1

Reaction notes

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