Cl.[F:2][C:3]1([F:8])[CH2:7][CH2:6][NH:5][CH2:4]1.C(=O)([O-])[O-].[K+].[K+].[Cl:15][C:16]1[C:22](Cl)=[CH:21][C:19]([NH2:20])=[C:18]([N+:24]([O-:26])=[O:25])[CH:17]=1>CN(C=O)C>[Cl:15][C:16]1[C:22]([N:5]2[CH2:6][CH2:7][C:3]([F:8])([F:2])[CH2:4]2)=[CH:21][C:19]([NH2:20])=[C:18]([N+:24]([O-:26])=[O:25])[CH:17]=13,3-Difluoropyrrolidine hydrochloride (3.12 g, 21.7 mmol) followed by potassium carbonate (4.00 g, 29.0 mmol) were added to 4,5-dichloro-2-nitroaniline (3.00 g, 14.5 mmol) in DMF (60 mL). The reaction mixture was stirred at 130° C. over the weekend. After cooling the reaction mixture was poured into ice-water and extracted with EtOAc. The combined organic layers were washed with water, dried, concentrated and the crude was purified by chromatography to give the sub-title compound.
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