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

HRID 511439Notes

Reaction equation

HRID 511439 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-f7117982141144bc9151866a48213d0d
Source dataset
uspto-grants-2015_08
Patent number
US09096624B2

Reaction notes

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