[Cl:1][C:2]1[C:3]([C:12]2[C:13]([Cl:22])=[CH:14][C:15]([Cl:21])=[C:16]([CH:20]=2)[C:17]([OH:19])=O)=[N:4][N:5]([CH3:11])[C:6]=1[O:7][CH:8]([F:10])[F:9].[O:23]1[CH2:27][CH2:26][O:25][CH:24]1[CH2:28][CH2:29][NH:30][CH3:31]>O1CCCC1>[O:23]1[CH2:27][CH2:26][O:25][CH:24]1[CH2:28][CH2:29][N:30]([CH3:31])[C:17](=[O:19])[C:16]1[CH:20]=[C:12]([C:3]2[C:2]([Cl:1])=[C:6]([O:7][CH:8]([F:9])[F:10])[N:5]([CH3:11])[N:4]=2)[C:13]([Cl:22])=[CH:14][C:15]=1[Cl:21]After a solution of 1 g (2.7 mmol) of 5-(4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl)-2,4-dichlorobenzoic acid and 0.66 g (4.1 mmol) of 1,1-carbonyldiimidazole had been stirred for 1 hour in 20 ml of tetrahydrofuran, 0.55 g (4.1 mmol) of N-[2-(1,3-dioxolan-2-yl)-ethyl]-N-methylamine were added. The mixture was subsequently stirred for a further 16 hours at approximately 20° C. The reaction mixture was then concentrated. The crude product was purified by chromatography on silica gel (eluent: hexane/ethyl acetate=1:1). Yield: 0.4 g.
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