反应详情

温度

60 °C

A solution of 2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-5-(1-(3,3-difluoro-cyclobutyl)vinyl)thiazolo[5,4-b]pyridine (299.1 mg, 0.692 mmol) in THF (13.33 mL) was added a solution of trimethylsulfoxonium iodide (913 mg, 4.15 mmol) and potassium 2-methylpropan-2-olate (466 mg, 4.15 mmol) in DMSO (8.0 mL) under argon, and the resulting solution was stirred at 60° C. for 2.5 h. The reaction mixture was then cooled to 25° C., THF was removed in vacuo, and the residual mixture was diluted with DCM (200 mL). The resulting solution was sequentially washed with sat. aq. NH4Cl and brine). The combined aqueous layers were extracted with DCM, and the combined organic layers were then dried over sodium sulfate, filtered, and concentrated in vacuo. Chromatographic purification of the residue (silica gel, 0-70% EtOAc/hexanes) furnished 2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-5-(1-(3,3-difluoro-cyclobutyl)cyclopropyl)thiazolo[5,4-b]pyridine as a light yellow solid. MS (ESI) m/z: Calculated: 446.1; Observed: 447.1 (M++1).

1. temperatureThe reaction mixture was then cooled to 25° C.
2. customTHF was removed in vacuo
3. additionthe residual mixture was diluted with DCM (200 mL)
4. washThe resulting solution was sequentially washed with sat. aq. NH4Cl and brine)
5. extractionThe combined aqueous layers were extracted with DCM
6. dry with materialthe combined organic layers were then dried over sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. customChromatographic purification of the residue (silica gel, 0-70% EtOAc/hexanes)