反应详情

To 4-methoxy-2-methylnicotinonitrile (Tet 6222, 2006) (100 mg, 0.67 mmol) in phosphoryl chloride (2 mL) was added phosphorus pentachloride (156 mg, 0.75 mmol). The mixture was heated to reflux under nitrogen for 15 h. The reaction was quenched with ice, stirred for 10 min, then neutralised with NaHCO3 and extracted with EtOAc. The combined organic extracts were dried (Na2SO4), evaporated to dryness and purified by column chromatography (Si—PCC, gradient 0-50% EtOAc in cyclohexane). Product containing fractions were evaporated to give the title compound as a pale pink solid, (35 mg, 34%). 1H NMR δ (ppm) (CDCl3-d): 8.56 (1H, d, J=5.46 Hz), 7.32 (2H, d, J=5.46 Hz), 2.81 (3H, s).

1. temperatureThe mixture was heated
2. temperatureto reflux under nitrogen for 15 h
3. customThe reaction was quenched with ice
4. extractionextracted with EtOAc
5. dry with materialThe combined organic extracts were dried (Na2SO4)
6. customevaporated to dryness
7. custompurified by column chromatography (Si—PCC, gradient 0-50% EtOAc in cyclohexane)
8. additionProduct containing fractions
9. customwere evaporated