[C:1]([C:5]1[CH:6]=[C:7]([O:11][C:12]2[CH:13]=[C:14]([N+:18]([O-])=O)[CH:15]=[CH:16][CH:17]=2)[CH:8]=[CH:9][CH:10]=1)([O:3][CH3:4])=[O:2]>CO.[Pd]>[C:1]([C:5]1[CH:6]=[C:7]([O:11][C:12]2[CH:13]=[C:14]([NH2:18])[CH:15]=[CH:16][CH:17]=2)[CH:8]=[CH:9][CH:10]=1)([O:3][CH3:4])=[O:2]To a solution of 1 (440 mg) in 30 mL of methanol under a nitrogen atmosphere was added 10% Pd/C (30 mg). The solution was purged with H2 gas, then stirred at room temperature under a balloon atmosphere of H2. After 8 h, the reaction was flushed with nitrogen and filtered through celite to remove the catalyst, then concentrated in vacuo. The resulting brown oil was used without further purification.
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