[N+:1]([C:4]1[CH:25]=[CH:24][C:7]([C:8]([N:10]2[CH2:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]2=3)=[O:9])=[CH:6][CH:5]=1)([O-])=O>C(OCC)(=O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([C:8]([N:10]2[CH2:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]2=3)=[O:9])=[CH:24][CH:25]=1A solution of 2.15 g of 5,6-dihydro-5-(4-nitrobenzoyl)phenanthridine in 50 ml of ethyl acetate and 0.5 g of 10% palladium-on-carbon is hydrogenated in a Parr apparatus under an atmosphere of hydrogen for three hours. The mixture is filtered through diatomaceous earth and the solvent removed to give 1.7 g of the product as a yellow foam.
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