反应详情

温度

85 °C

A mixture of 4-chloro-2-(2,6-dichloro-4-iodophenyl)thiazolo[5,4-c]pyridine (0.40 g, 0.905 mmol), carbamic acid tert-butyl ester (0.159 g, 1.36 mmol), XantPhos (0.053 g, 0.091 mmol) and K3PO4 (0.384 g, 1.81 mmol) in toluene (9 mL) and water (1.5 mL), was degassed with a stream of argon. Pd2(dba)3 (0.041 g, 0.045 mmol) was then added and the reaction mixture was heated at 85° C. for 2 hours using microwave irradiation and then thermally at 100° C. for 18 hours. After cooling to room temperature, the crude residue was partitioned between water and EtOAc. The aqueous phase was further extracted with EtOAc (×2) and the combined organic layers were washed with brine, dried (MgSO4) and concentrated under reduced pressure. The resultant residue was purified by column chromatography on silica gel eluting with 0-10% EtOAc in cyclohexane to afford the title compound as an off-white solid (0.352 g, 90% yield). LCMS (Method D): RT=4.68 min, m/z: 430 [M+H+].

1. customwas degassed with a stream of argon
2. custommicrowave irradiation
3. temperatureAfter cooling to room temperature
4. customthe crude residue was partitioned between water and EtOAc
5. extractionThe aqueous phase was further extracted with EtOAc (×2)
6. washthe combined organic layers were washed with brine
7. dry with materialdried (MgSO4)
8. concentrationconcentrated under reduced pressure
9. customThe resultant residue was purified by column chromatography on silica gel eluting with 0-10% EtOAc in cyclohexane