HCID 22393544, compound → HCID 22393533, compound
Reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[N+:11]([O-])=O)[C:7](=[O:14])[NH:6][CH2:5]2>C(OCC)(=O)C>[NH2:11][C:10]1[CH:9]=[C:8]2[C:4]([CH2:5][NH:6][C:7]2=[O:14])=[CH:3][C:2]=1[CH3:1]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
5-Methyl-6-nitro-2,3-dihydro-isoindol-1-one (100.00 mg, 0.52 mmol) was taken up in ethyl acetate in a Paar vessel and flushed with argon. Palladium on carbon (25 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 65.8 mg of the desired amine. C9H10N2O MS m/e=163.2 (M+H).
Workup
- customflushed with argon
- additionPalladium on carbon (25 mg) was added
- customthe catalyst was removed by filtration through celite
- customThe solvent was removed under reduced pressure
Sources & evidence
- ORD record
- ord-4481283e9fed41c4963bd51616c9c50d
- Source dataset
- uspto-grants-2009_01
- Patent number
- US07479495B2
Reaction notes
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