Cesium carbonate → HCID 59321127, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-iodo-7-(2-methyl-2H-tetrazol-5-yl)-imidazo[1,2-a]pyridine (170 mg, 0.52 mmol), 1-[3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-3-(2,2,2-trifluoro-ethyl)-urea (16, 225 mg, 0.65 mmol) and Cs2CO3 (340 mg, 1.04 mmol) in dry DME (2.5 ml) was deoxygenated by evacuate/fill N2 (×2). PdCl2dppf (38 mg, 0.05 mmol) was added, and the mixture was deoxygenated again (×3). The reaction was stirred and heated at 80° C. for 16 hours. After cooling to RT the mixture was partitioned between EtOAc/H2O. The aqueous layer was extracted with EtOAc (×2). The combined EtOAc extracts were dried (Na2SO4) and filtered and evaporated. The residue was purified by preparative HPLC to give the title compound (60 mg) as a solid.

Provenance & Evidence