4-Chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine (2.00 g, 7.17 mmol) and 1-(chloromethyl)-4-methoxybenzene (2.24 g, 14.3 mmol) were used as raw materials, and 4-chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine was solubilized in dry DMF (30 mL), followed by the addition of KOH (0.800 g 14.3 mmol) and 1-(chloromethyl)-4-methoxybenzene. The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the crude product obtained was purified by silica gel column chromatography with the eluent being petroleum ether/ethyl acetate (gradient from 10:1 to 8:1, v/v) to afford the target compound 4-chloro-3-iodo-1-(4-methoxyphenyl)-1H-pyrazolo[4,3-c]pyridine as a white solid (2.4 g, 82% yield).