HCID 19873212, compound → HCID 19873234, compound

HRID 466242Notes

Reaction equation

HRID 466242 reaction equation
[CH3:1][C:2]1[NH:3][CH:4]=[C:5]([NH:17][C:18](=[O:25])[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:6]=1[C:7]([O:9]CC1C=CC=CC=1)=[O:8]>CC(N(C)C)=O.[Pd]>[CH3:1][C:2]1[NH:3][CH:4]=[C:5]([NH:17][C:18](=[O:25])[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:6]=1[C:7]([OH:9])=[O:8]

Participants

4

Reactant 1

HCID 19873212HCID 19873212, compound

Product 1

HCID 19873234HCID 19873234, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 31374DimethylacetamideSolvent

Procedure

25.8 g (0.01 mol) of the compound obtained in Example 28 are dissolved at room temperature, with stirring, in 150 ml of dimethylacetamide. After the addition of 5 g of palladium-containing carbon (5% Pd on activated carbon), hydrogenation is carried out at an excess pressure of 4 bar. After 70 minutes, the absorption of hydrogen is complete. The catalyst is filtered off and the reaction mixture is concentrated to a residue in vacuo. The residue is then dissolved in 300 ml of methanol. After treatment with activated carbon, the solution is stirred into ice-water. The resulting precipitate is filtered off and dried until the weight is constant.

Workup

  1. additioncontaining carbon (5% Pd on activated carbon), hydrogenation
  2. customthe absorption of hydrogen
  3. filtrationThe catalyst is filtered off
  4. concentrationthe reaction mixture is concentrated to a residue in vacuo
  5. dissolutionThe residue is then dissolved in 300 ml of methanol
  6. filtrationThe resulting precipitate is filtered off
  7. customdried until the weight

Sources & evidence

ORD record
ord-056cf8784ec242b7b37d0fed7f706d15
Source dataset
uspto-grants-1992_10
Patent number
US05155152

Reaction notes

Loading…