Potassium Carbonate → HCID 89752097, compound

Participants

Reaction Conditions

Reaction Steps

tert-Butyl[(1R,2R)-2-({[5-ethyl-4-(6-hydroxypyrazolo[1,5-a]pyrimidin-3-yl)thiophen-2-yl]carbonyl}amino)-3,3-difluorocyclohexyl]carbamate (81.0 mg, 0.155 mmol), 2,2,2-trifluoroethyl trifluoromethanesulfonate (40.3 mg, 0.173 mmol), and potassium carbonate (27.9 mg, 0.202 mmol) were placed in a sealed tube and heated to 40° C. for 6 h. The reaction mixture was cooled to room temperature and diluted with dichloromethane. The organic layer was washed with 1N NaOH (aq) once and 1N HCl (aq) twice. Water was added and the product extracted 3× with dichloromethane. The organic layers were combined, dried with sodium sulfate, filtered, and concentrated under reduced pressure. The crude product was purified via column chromatography (0-100% EtOAc/Hex) to give the title compound (34.0 mg, 0.056 mmol). LRMS (APCI) calc'd for (C26H30F5N5O4S) [M+H]+, 604.2; found 604.0.

Provenance & Evidence