2-Chloro-3-methoxypyridine

6636-78-8

74-88-4

52605-96-6

Step 1: 2-Chloro-3-hydroxypyridine (2.59 g, 20 mmol), iodomethane (2.98 g, 21 mmol) and potassium carbonate (K2CO3, 5.52 g, 40 mmol) were added to N,N-dimethylformamide (DMF, 50 mL). The reaction mixture was stirred at 60 °C for 4 hours. After completion of the reaction, it was cooled to room temperature and the mixture was poured into water and extracted with ethyl acetate. The organic phases were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to afford 2-chloro-3-methoxypyridine (2.58 g, 90% yield). Mass spectrum (ESI) m/z: 144.0 [M + H]+.