HCID 86589886, compound → HCID 86589887, compound

HRID 2417526Notes

Reaction equation

HRID 2417526 reaction equation
[CH3:1][O:2][C:3]1[C:4]([N+:26]([O-])=O)=[C:5]([CH:23]=[CH:24][CH:25]=1)[CH2:6][N:7]([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:8](=[O:16])[C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=1.[H][H]>C(OCC)(=O)C.C(O)C.[Pd]>[NH2:26][C:4]1[C:3]([O:2][CH3:1])=[CH:25][CH:24]=[CH:23][C:5]=1[CH2:6][N:7]([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:8](=[O:16])[C:9]1[CH:10]=[CH:11][C:12]([Cl:15])=[CH:13][CH:14]=1

Participants

6

Reactant 2

HCID 86589886HCID 86589886, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86589887HCID 86589887, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

1.8 g (4.4 mmol) of ethyl [(3-methoxy-2-nitrobenzyl)-(4-chlorobenzoyl)amino]acetate was dissolved in a mixture of 10 ml of ethyl acetate and 10 ml of ethanol. 180 mg of 10% palladium/carbon was added to the obtained solution, and they were stirred in the presence of hydrogen at room temperature for 4 hours. The reaction mixture was filtered through Celite and the solvent was evaporated. The obtained crude product was purified by the silica gel column chromatography to obtain the title compound.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. customthe solvent was evaporated
  3. customThe obtained crude product
  4. customwas purified by the silica gel column chromatography

Sources & evidence

ORD record
ord-0a713e6c559c4a9dbd2b8522121c021f
Source dataset
uspto-grants-2004_11
Patent number
US06825191B2

Reaction notes

Loading…