[CH3:1][N:2]([N:12]1[CH:16]=[CH:15][CH:14]=[CH:13]1)[C:3]1[CH:8]=[CH:7][N:6]=[CH:5][C:4]=1[N+:9]([O-])=O.C(O)(C)C>[Pd].CO>[CH3:1][N:2]([C:3]1[CH:8]=[CH:7][N:6]=[CH:5][C:4]=1[NH2:9])[N:12]1[CH:13]=[CH:14][CH:15]=[CH:16]1In a Parr shaker apparatus was placed a mixture prepared from 5.0 g of N-methyl-N-(1H-pyrrol-1-yl)-3-nitro-4-pyridinamine, 310 mg of 10% palladium on carbon, 175 ml of isopropanol and 30 ml of methanol. This was shaken for 18 hours at ambient temperature.
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