Pyrazole → HCID 67491137, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2a (39.6 mg, 0.096 mmol), pyrazole (49.0 mg, 0120 mmol), copper (1) oxide (16.0 mg, 0.112 mmol), salicylaldoxime (19.0 mg, 0.139 mmol) and cesium carbonate (255 mg, 0.783 mmol) in acetonitrile (500 μL) was placed in a sealed tube and heated in a microwave reactor at 120° C. for 30 min. After cooling to room temperature, the reaction mixture was partitioned between EtOAc and brine. The layers were separated, and the aqueous layer was extracted with EtOAc. The combined organics were filtered through a short column of Celite®, eluting copiously with EtOAc, and concentrated in vacuo. The crude residue was purified by preparative thin layer chromatography on silica gel (10% MeOH/DCM as eluent) to afford the title compound, 6a. m/z (ES) 401 (MH); IC50=68 nM

Provenance & Evidence