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Under an argon atmosphere, a tetrahydrofuran solution (1.5 ml, 3 mmol) of isopropylmagnesium chloride was added dropwise to a tetrahydrofuran (2 ml) solution of 2-bromo-3-methoxypyridine (564 mg, 3 mmol) under ice cooling. The reaction mixture was then stirred at room temperature for 60 minutes. To the resulting brown solution, 2,5-difluorobenzaldehyde (328 μl, 3 mmol) was added dropwise under ice cooling. The temperature of the reaction mixture was gradually raised to room temperature. After addition of a saturated aqueous solution of ammonium chloride, the resulting mixture was extracted with ethyl acetate. After the solvent was dried, needle crystals obtained by concentration under reduced pressure were triturated with hexane to give the title compound (660 mg, 88%).

1. temperatureThe temperature of the reaction mixture was gradually raised to room temperature
2. extractionthe resulting mixture was extracted with ethyl acetate
3. customAfter the solvent was dried
4. customneedle crystals obtained by concentration under reduced pressure
5. customwere triturated with hexane