Pyridine → 1-(3-(3-chloro-5-fluoro-4-((5-(2-(4-fluoro-3-methoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazol-2-ylthio)methyl)phenylsulfonamido)propyl)pyridinium methanesulfonate

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A mixture of 3-(3-chloro-5-fluoro-4-((5-(2-(4-fluoro-3-methoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazol-2-ylthio)methyl)phenylsulfonamido)propyl methanesulfonate (50 mg, 0.064 mmol) and pyridine (0.1 mL, 12.8 mmol) in CH3CN was refluxed in sealed tube 3 h. After cooling and evaporation of volatiles, the residue was purified by column chromatography (DCM/MeOH=5:1) to give the title compound (36 mg, 80% yield). 1H NMR (400 MHz, CD3OD) δ 9.21 (d, J=5.71 Hz, 2H), 8.40 (t, J=7.79 Hz, 1H), 8.07-7.98 (m, 2H), 7.49 (s, 1H), 7.29 (dd, J=8.90, 1.32 Hz, 1H), 7.17 (s, 1H), 6.86 (dd, J=11.02, 8.48 Hz, 1H), 6.80 (dd, J=11.65, 5.39 Hz, 2H), 6.55 (dd, J=8.10, 2.16 Hz, 1H), 6.47 (ddd, J=8.34, 4.11, 2.22 Hz, 1H), 6.44-6.38 (m, 2H), 4.99 (t, J=6.27 Hz, 2H), 4.07 (s, 2H), 2.92-2.82 (m, 2H), 2.63 (s, 3H), 2.25-2.12 (m, 2H), 3.75 (s, 3H), 1.49 (s, 7H); MS (EI) m/z 701 (M+).

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