4-Methoxy-2-methyl-7-nitro-2,3-dihydro-isoindol-1-one → 7-Amino-4-methoxy-2-methyl-2,3-dihydroisoindol-1-one

HRID 1948009Notes

Reaction equation

HRID 1948009 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[C:8]2[C:4]=1[CH2:5][N:6]([CH3:16])[C:7]2=[O:15]>CO.CCOC(C)=O.[Pd]>[NH2:12][C:9]1[CH:10]=[CH:11][C:3]([O:2][CH3:1])=[C:4]2[C:8]=1[C:7](=[O:15])[N:6]([CH3:16])[CH2:5]2

Participants

5

Reactant 1

HCID 598491794-Methoxy-2-methyl-7-nitro-2,3-dihydro-isoindol-1-one

Product 1

HCID 672539417-Amino-4-methoxy-2-methyl-2,3-dihydroisoindol-1-one

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Pd/C (7.67 mg, 0.0720 mmol) was added to a solution of 4-methoxy-2-methyl-7-nitro-2,3-dihydro-1H-isoindol-1-one in MeOH (2 mL) and EtOAc (2 mL) and the mixture was hydrogenated at stp overnight. The solution was filtered and the title compound was not further purified. MS (ES+): m/z 193.14 (100) [MH+]; HPLC: tR=0.65 min (UPLC, analytical).

Workup

  1. filtrationThe solution was filtered

Sources & evidence

ORD record
ord-a87f3dea0bc242039965186afe1938a9
Source dataset
uspto-grants-2013_03
Patent number
US08399433B2

Reaction notes

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