Potassium Phosphate, Tribasic → HCID 66803800, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-bromo-2-(2-chloro-6-fluorophenyl)-7-fluorothiazolo[5,4-c]pyridine (0.440 g, 1.22 mmol), carbamic acid tert-butyl ester (0.714 g, 6.1 mmol), XantPhos (0.071 g, 0.122 mmol) and K3PO4 (0.530 g, 2.5 mmol) in toluene (8 mL) and water (1.2 mL) was degassed with a stream of argon. Pd2(dba)3 (0.056 g, 0.061 mmol) was added and the reaction mixture was heated in a sealed vial at 70° C. for 3 hours. After cooling to room temperature, the crude mixture was filtered through Celite® washing with EtOAc. The organic layer was washed with brine, then dried (Na2SO4) and concentrated under reduced pressure. The resultant residue was purified by column chromatography on silica gel eluting with 0-50% EtOAc in pentane to afford the title compound as a white solid (350 mg, 72% yield). LCMS (Method D): RT=4.08 min, m/z: 398 [M+H+].

Provenance & Evidence