S(Cl)([Cl:4])(=O)=O.[C:6]([C:10]1[CH:15]=[CH:14][C:13]([CH:16]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([O:25][CH3:26])[N:19]=2)O)=[CH:12][CH:11]=1)([CH3:9])([CH3:8])[CH3:7].C(N(CC)CC)C>C1CCCCC1>[C:6]([C:10]1[CH:15]=[CH:14][C:13]([CH:16]([Cl:4])[C:18]2[N:19]=[C:20]([O:25][CH3:26])[C:21]([Cl:24])=[CH:22][CH:23]=2)=[CH:12][CH:11]=1)([CH3:9])([CH3:8])[CH3:7]Sulfuryl chloride (0.37 mL) was added to a solution of (4-tert-butylphenyl)(5-chloro-6-methoxypyridin-2-yl)methanol obtained in Example 7-4(1) (200 mg) and triethylamine (0.27 mL) in cyclohexane (4 mL) at room temperature, and then the mixture was stirred at the same temperature for 17 hours. After completion of the reaction, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=20:1) to give 6-[(4-tert-butylphenyl)(chloro)methyl]-3-chloro-2-methoxypyridine as a colorless oil (203 mg, 96%).
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