反应详情

温度

100 °C

A 250 mL round bottomed flask charged with 1,5-naphthyridin-2(1H)-one (2.98 g, 20.37 mmol) and phosphorus oxychloride (40 ml, 437 mmol) was heated at 100° C. for 3 h. The reaction was cooled to room temperature and excess POCl3 was removed in vacuo. The residue was poured onto ice and neutralized with NaHCO3. The mixture was extracted with DCM (4×) and the combined organic layers were evaporated onto silica gel and purified by flash chromatography (ISCO (80 gram)) eluting with EtOAc:DCM (0:1→1:4) to give 1.08 g (32%, 2 steps) of a light-yellow amorphous solid. ESI-MS 164.9, 166.9 [M+1].

1. temperatureThe reaction was cooled to room temperature
2. customexcess POCl3 was removed in vacuo
3. additionThe residue was poured onto ice and neutralized with NaHCO3
4. extractionThe mixture was extracted with DCM (4×)
5. customthe combined organic layers were evaporated onto silica gel
6. custompurified by flash chromatography (ISCO (80 gram))
7. washeluting with EtOAc:DCM (0:1→1:4)
8. customto give 1.08 g (32%, 2 steps) of a light-yellow amorphous solid