[CH3:1][O:2][C:3]([CH:5]1[CH2:8][N:7]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([N+:16]([O-])=O)[CH:11]=2)[CH2:6]1)=[O:4]>CCO.[Pd]>[CH3:1][O:2][C:3]([CH:5]1[CH2:8][N:7]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([NH2:16])[CH:11]=2)[CH2:6]1)=[O:4]To a solution of INT 2 (250 mg, 0.99 mmol) in EtOH (10 mL) was added Pd—C 10% (25 mg). The mixture was stirred under 1 atm of H2 for 1 hour. The mixture was quenched with CH2Cl2 and filtered through a pad of Celite. The filtrate was concentrated to give INT 3.
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