Potassium Phosphate, Tribasic → HCID 66801353, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-bromo-2-(2,6-dichlorophenyl)-7-fluorothiazolo[5,4-c]pyridine (0.60 g, 1.6 mmol), carbamic acid tert-butyl ester (0.936 g, 8.0 mmol), XantPhos (0.093 g, 0.16 mmol) and K3PO4 (0.678 g, 3.2 mmol), in toluene (10 mL) and water (2 mL), was degassed with a stream of argon. Pd2(dba)3 (0.073 g, 0.08 mmol) was added and the reaction mixture was heated at 70° C. for 3 hours in a sealed vial. After cooling to room temperature, the crude reaction mixture was filtered through Celite® washing with EtOAc. The aqueous phase was further extracted with EtOAc and the combined organic layers were washed with brine, then dried (Na2SO4) and concentrated under reduced pressure. The resultant residue was purified by column chromatography on silica gel eluting with 0-40% EtOAc in pentane to afford the title compound as an off-white/yellow solid (0.74 g). LCMS (Method D): RT=4.26 min, m/z: 414 [M+H+].

Provenance & Evidence