[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:19][C:18]3[C:13](=[C:14]([N+:20]([O-])=O)[CH:15]=[CH:16][CH:17]=3)[C:12]2=[O:23])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]>[Pd].CCOC(C)=O>[NH2:20][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]2[C:13]=1[C:12](=[O:23])[N:11]([C:8]1[CH:7]=[CH:6][C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:10][CH:9]=1)[CH2:19]2A solution of 2-(4-tert-butyl-phenyl)-7-nitro-2,3-dihydro-isoindol-1-one (110 mg, 0.35 mmol) and EtOAc (50 mL) was hydrogenated over 10% Pd/C (80 mg) at 1 atm and RT. After 2.5 h, the mixture was filtered through Celite® and concentrated in vacuo to afford the desired amine as a yellow solid.
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