GENERAL STEPS: 4,6-Dichloro-2-phenylpyrimidine (5.0 g, 22.2 mmol) and sodium methanolate (3.6 g, 66.6 mmol) were dissolved in methanol (500 mL) and stirred under ice-bath conditions for 1 hour, followed by heating and refluxing for 7 hours. Upon completion of the reaction, the solvent was removed by evaporation and the resulting white solid was dissolved in dichloromethane (100 mL) and washed with deionized water. The organic phase was separated and concentrated by evaporation to give the target product 4-chloro-6-methoxy-2-phenylpyrimidine (3.98 g, 81% yield) as a white solid. The product was identified by nuclear magnetic resonance hydrogen spectrum (1H NMR, CD3OD): δ 8.39-8.36 (m, 2H), 7.53-7.44 (m, 3H), 6.76 (s, 1H), 4.08 (s, 3H); nuclear magnetic resonance carbon spectrum (13C NMR, CD3OD): δ 172.3, 165.9, 162.2, 137.4, 132.6, 129.5, 129.5, 106.0, 55.0. Mass spectrometry (MS) analysis: calculated value C11H9ClN2O [M+H]+ 221.0, measured value: 221.0.
