HCID 59645465, compound → HCID 59645484, compound

HRID 2253312Notes

Reaction equation

HRID 2253312 reaction equation
[NH2:1][C:2]1[C:3]([C:22]([O:24][CH3:25])=[O:23])=[C:4]([CH:11]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:5]=[CH:6][C:7]=1[N+:8]([O-])=O>CO.CCOC(C)=O.[Pd]>[NH2:1][C:2]1[C:3]([C:22]([O:24][CH3:25])=[O:23])=[C:4]([CH:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:5]=[CH:6][C:7]=1[NH2:8]

Participants

5

Reactant 1

HCID 59645465HCID 59645465, compound

Product 1

HCID 59645484HCID 59645484, compoundYield 100%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of diethyl [3-amino-2-(methoxycarbonyl)-4-nitrophenyl]malonate (4.80 g, 13.6 mmol), 10% Pd/C (0.72 g) in MeOH (70 mL) and EtOAc (70 mL) was stirred under H2 atmosphere (balloon) at room temperature for 21 h. The catalyst was removed by filtration through diatomaceous earth. The cake was washed with EtOAc and the filtrate was concentrated to give the title compound (4.39 g, 100% yield) as a brown solid.

Workup

  1. customThe catalyst was removed by filtration through diatomaceous earth
  2. washThe cake was washed with EtOAc
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-83e7951cf2ee47548ddc7a8390da7146
Source dataset
uspto-grants-2008_01
Patent number
US07323567B2

Reaction notes

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