Trifluoroacetic acid → HCID 14326677, compound

HRID 622750Notes

Reaction equation

HRID 622750 reaction equation
[O:1]=[C:2]1[NH:6][CH2:5][C:4](=[O:7])[N:3]1[NH:8][C:9]([C:11]1[N:12](CC2C=CC=CC=2)[CH:13]=[C:14]([O:18]CC2C=CC=CC=2)[C:15](=[O:17])[CH:16]=1)=[O:10].FC(F)(F)C(O)=O.[H][H]>CN(C)C=O.[Pd]>[O:1]=[C:2]1[NH:6][CH2:5][C:4](=[O:7])[N:3]1[NH:8][C:9]([C:11]1[NH:12][CH:13]=[C:14]([OH:18])[C:15](=[O:17])[CH:16]=1)=[O:10]

Participants

6

Reactant 3

HCID 6422Trifluoroacetic acidHCID 14326676HCID 14326676, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14326677HCID 14326677, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

To a solution of 10.8 g (0.025 mol) of N-(2,5-dioxo-1-imidazolidinyl)-1,4-dihydro-4-oxo-5-(phenylmethoxy)-1-(phenylmethyl)-2-pyridinecarboxamide in 200 ml of dimethylformamide was added 3.83 ml of trifluoroacetic acid (0.05 mol) and 6 g of palladium on charcoal (10%). With vigorous stirring, hydrogen was passed through the solution for 45 minutes. The catalyst was removed by filtration and the filtrate evaporated. The remaining syrup solidified on trituration with ether. Yield: 6.1 g, melting point 260°-270° C., dec.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-747503d96c8942cfb7a123bfb889357f
Source dataset
uspto-grants-1988_09
Patent number
US04772693

Reaction notes

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