反应详情

温度

110 °C

A pressure resistant vial was charged with 7-fluoro-1,5-naphthyridin-4(1H)-one (600 mg, 3.66 mmol) and POCl3 (6.8 mL, 73.1 mmol). Vessel sealed and stirred at 110° C. for 16 hrs. Reaction mixture was cooled to room temperature and poured onto ice while stirring vigorously. While keeping reaction mixture at 0° C., it was basified to pH˜8 with 6N NaOH. Product extracted with dichloromethane. Organic layer collected, dried over sodium sulfate and concentrated to afford desired material. This was passed through a silica plug in 1-5% (90:10:1 DCM/MeOH/NH4OH)/DCM to afford 8-chloro-3-fluoro-1,5-naphthyridine (430 mg, 64% yield) as a tan solid. MS [M+H]=182.9. Calc'd for C8H4ClFN2=182.58

1. customVessel sealed
2. customReaction mixture
3. temperaturewas cooled to room temperature
4. additionpoured onto ice
5. stirringwhile stirring vigorously
6. customreaction mixture at 0° C.
7. extractionProduct extracted with dichloromethane
8. customOrganic layer collected
9. dry with materialdried over sodium sulfate
10. concentrationconcentrated
11. customto afford desired material