HCID 22393540, compound → HCID 22393543, compound

HRID 1454283Notes

Reaction equation

HRID 1454283 reaction equation
[CH3:1][C:2]1[C:3]([N+:12]([O-])=O)=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[NH:6][CH2:5]2>C(OCC)(=O)C>[NH2:12][C:3]1[C:2]([CH3:1])=[CH:10][CH:9]=[C:8]2[C:4]=1[CH2:5][NH:6][C:7]2=[O:11]

Participants

3

Reactant 1

HCID 22393540HCID 22393540, compound

Product 1

HCID 22393543HCID 22393543, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

5-Methyl-4-nitro-2,3-dihydro-isoindol-1-one (800.00 mg, 4.16 mmol) was taken up in ethyl acetate in a Paar vessel and flushed with argon. Palladium on carbon (100 mg) was added and the argon atmosphere was replaced with hydrogen at 50 psi. The vessel was shaken for 12 h. The hydrogen was then replaced with argon and the catalyst was removed by filtration through celite. The solvent was removed under reduced pressure to yield 539.8 mg of the desired amine. C9H10N2O MS m/e=163.2 (M+H).

Workup

  1. customflushed with argon
  2. additionPalladium on carbon (100 mg) was added
  3. customthe catalyst was removed by filtration through celite
  4. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-596e7bea238c495e89ceec39edf30fbc
Source dataset
uspto-grants-2009_01
Patent number
US07479495B2

Reaction notes

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