反应详情

温度

0 °C

To a solution of 3,5-dichloropicolinonitrile (22.5 g, 130 mmol) in DMF (500 mL) at 0° C. was added sodium methoxide (6.67 g, 124 mmol) slowly. The reaction was stirred for 5 minutes at 0° C., then it was allowed to warm to RT and stir for 30 minutes. The solution was partitioned between water and EtOAc. The organic layer was washed with water and concentrated. The crude product was purified via silica gel chromatography, eluting with 0-75% ethyl acetate in heptanes, to afford a 1:1 ratio of the desired isomer 3-chloro-5-methoxypicolinonitrile and 5-chloro-3-methoxypicolinonitrile (7.0 g, 41.5 mmol). The material was used without further purification. MS m/z=169 (M+H).

1. temperatureto warm to RT
2. stirringstir for 30 minutes
3. customThe solution was partitioned between water and EtOAc
4. washThe organic layer was washed with water
5. concentrationconcentrated
6. customThe crude product was purified via silica gel chromatography
7. washeluting with 0-75% ethyl acetate in heptanes