[CH3:1][O:2][C:3]1[C:8]([Si](C)(C)C)=[CH:7][C:6]([C:13]([F:16])([F:15])[F:14])=[CH:5][N:4]=1.[I:17]I.ClCCl>CO.F[B-](F)(F)F.[Ag+]>[I:17][C:8]1[C:3]([O:2][CH3:1])=[N:4][CH:5]=[C:6]([C:13]([F:16])([F:15])[F:14])[CH:7]=12-Methoxy-3-trimethylsilyl-5-trifluoromethylpyridine (1.30 g, 5.21 mmol) in methanol (15 ml) was treated with silver tetrafluoroborate (1.22 g, 6.27 mmol), cooled to 0° C. and then iodine (1.32 g, 5.20 mmol) in methanol (25 ml) was slowly added. The solution was stirred at 0° C. for 4 hrs then at 22° C. for 16 hrs, before being refluxed for 8 hrs. After cooling, dichloromethane (50 ml) was added and the solution was washed with sodium thiosulphate solution (30 ml), brine (50 ml), then dried (Na2SO4) and concentrated to give a 1:1 mixture of the product and starting material as an oil (1.23 g).
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