[NH2:1][C:2]1[C:10]([N+:11]([O-])=O)=[CH:9][C:8]([F:14])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5]>C1COCC1.C(O)C.[Ni]>[NH2:1][C:2]1[C:10]([NH2:11])=[CH:9][C:8]([F:14])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5]To a solution of EXAMPLE 45C (11.2 g) in a mixture of THF (50 mL) and ethanol (50 mL) was added Raney nickel (50% in water, 11.0 g). The mixture was stirred under hydrogen (60 psi) for 5 hours. Solid material was filtered off and the filtrate was concentrated.
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