HCID 21465888, compound → HCID 21465898, compound

HRID 1940199Notes

Reaction equation

HRID 1940199 reaction equation
[CH3:1][O:2][C:3](=[O:31])[CH2:4][N:5]([CH2:12][CH:13]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[Cl:30])[C:14]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:15]=1[N+:21]([O-])=O)[C:6](=[O:11])[C:7]([F:10])([F:9])[F:8]>C(OC(=O)C)C.[Pd]>[CH3:1][O:2][C:3](=[O:31])[CH2:4][N:5]([CH2:12][CH:13]([C:14]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:15]=1[NH2:21])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[Cl:30])[C:6](=[O:11])[C:7]([F:10])([F:9])[F:8]

Participants

4

Reactant 1

HCID 21465888HCID 21465888, compound

Product 1

HCID 21465898HCID 21465898, compoundYield 41.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of N-[2-(2-chlorophenyl)-2-(2-nitro-5-chlorophenyl)ethyl]-N-(trifluoroacetyl)glycine methyl ester (1 g) in acetic acid ethyl ester (20 ml) was added 10% Pd/C catalyst (100 mg). The mixture was subjected to catalytic reduction at ambient temperature under atmospheric pressure. After the reaction, the catalyst was removed and the solvent was distilled off. The residue was purified by means of a silica-gel column chromatography (hexane:acetic acid ethyl ester=4:1 v/v as an eluent) to give 0.39 g of an oily compound.

Workup

  1. customwas subjected to catalytic reduction at ambient temperature under atmospheric pressure
  2. customAfter the reaction
  3. customthe catalyst was removed
  4. distillationthe solvent was distilled off
  5. customThe residue was purified by means of a silica-gel column chromatography (hexane

Sources & evidence

ORD record
ord-72bf51f037694899a80ccee8fed56276
Source dataset
uspto-grants-1997_12
Patent number
US05698691

Reaction notes

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