HCID 15287747, compound → HCID 15220960, compound

HRID 263476Notes

Reaction equation

HRID 263476 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]([N:13]2[CH:17]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:16]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[C:15](=[O:30])[NH:14]2)=[O:12])=[CH:6][CH:5]=1)([O-])=O>CCO.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]([N:13]2[CH:17]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:16]([C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[C:15](=[O:30])[NH:14]2)=[O:12])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 15287747HCID 15287747, compound

Product 1

HCID 15220960HCID 15220960, compoundYield 27.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-[(4--Nitrophenyl)aminocarbonyl]-4,5-diphenyl-3-pyrazolidinone (500 mg, 1.24 mmol) was dissolved in 50 mL EtOH and hydrogenated with 5% Pd/C (500 mg) under 60 p.s.i. H2, overnight at room temperature. The mixture was filtered to remove catalyst, solvent removed in vacuo, and the product isolated by chromatography (0-50% EtOAc:hexane gradient) as 125 mg (27%) solid.

Workup

  1. customH2, overnight
  2. customat room temperature
  3. filtrationThe mixture was filtered
  4. customto remove catalyst, solvent
  5. customremoved in vacuo

Sources & evidence

ORD record
ord-2e75cdf66feb4147a8d6f9717f26222c
Source dataset
uspto-grants-1997_07
Patent number
US05643926

Reaction notes

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