[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][N:5]=[C:4]([C:11]([OH:13])=O)[CH:3]=1.S(Cl)(Cl)=O.N1C=CC=CC=1.[F:24][C:25]([F:34])([F:33])[C:26]1[CH:31]=[CH:30][N:29]=[C:28]([NH2:32])[CH:27]=1>ClCCl.CO.C1COCC1>[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][N:5]=[C:4]([C:11]([NH:32][C:28]2[CH:27]=[C:26]([C:25]([F:33])([F:24])[F:34])[CH:31]=[CH:30][N:29]=2)=[O:13])[CH:3]=1A mixture of 4-amino-5-nitropicolinic acid (180 mg, 1.0 mmol) in 10 mL dichloromethane with 280 μL thionyl chloride was refluxed for 1 h, cooled to ambient temperature and concentrated to dryness i. vac. The residue was mixed with 10 mL THF and 10 mL dichloromethane and pyridine (100 μL, 1.3 mmol), and 4-trifluoromethyl-pyridin-2-amine (160 mg, 1.0 mmol) was added to the mixture. After stirring for 45 min the mixture was disturbed with methanol and concentrated i.vac. The residue was purified by chromatography on HPLC (C18 StableBond, eluent: H2O+0.15% HCOOH+10-100% acetonitrile)
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