反应详情

温度

100 °C

To 4-chloro-2-(2,6-dichloro-4-iodophenyl)-7-fluorothiazolo[5,4-c]pyridine (579 mg, 1.3 mmol), in toluene (12 mL) and water (2 mL), was added tert-butyl carbamate (221 mg, 1.9 mmol), XantPhos (72.9 g, 0.13 mmol) and K3PO4 (534 mg, 0.34 mmol). The resulting mixture was degassed with argon for 10 minutes, Pd2(dba)3 (57.7 mg, 0.063 mmol) was added and the reaction mixture was heated at 100° C. for 18 hours in a sealed vial. After cooling to room temperature, the reaction mixture was filtered through Celite® washing with EtOAc (5 mL). The filtrate was partitioned between water and the organic layer separated. The aqueous phase was further extracted with EtOAc (×2). The combined organic layers were dried (MgSO4), filtered concentrated under reduced pressure. The resultant residue was purified by column chromatography on silica gel eluting with 0-100% DCM in cyclohexane to afford the title compound as a white solid (303 mg, 54% yield). LCMS (Method D): RT=4.86 min, m/z: 448.0 [M+H+].

1. customThe resulting mixture was degassed with argon for 10 minutes
2. temperatureAfter cooling to room temperature
3. filtrationthe reaction mixture was filtered through Celite®
4. washwashing with EtOAc (5 mL)
5. customThe filtrate was partitioned between water
6. customthe organic layer separated
7. extractionThe aqueous phase was further extracted with EtOAc (×2)
8. dry with materialThe combined organic layers were dried (MgSO4)
9. filtrationfiltered
10. concentrationconcentrated under reduced pressure
11. customThe resultant residue was purified by column chromatography on silica gel eluting with 0-100% DCM in cyclohexane