Water → HCID 49869933, compound

Participants

Reaction Conditions

Reaction Steps

Compound 2c (1.50 mL of a 0.1 M DME solution, 0.150 mmol) was added to a mixture of 8-bromoimidazo[1,2-a]pyridine (29.6 mg, 0.150 mmol), sodium carbonate (150 μL of a 2 M aq. solution, 0.300 mmol) and tetrakistriphenylphosphine palladium(0) (17.3 mg, 0.015 mmol) in DME:water:EtOH (2.00 mL of a 12:4:3 mixture, respectively). The reaction mixture was placed in a sealed tube and heated in a microwave reactor at 120° C. for 15 min. After cooling to rt, the mixture was diluted with EtOAc and filtered through a short column Celite®, eluting copiously with EtOAc. The combined organics were concentrated in vacuo, and the resulting crude residue was purified by preparative thin layer chromatography on silica gel (10% MeOH/DCM as eluent) to afford the title compound, 2d. m/z (ES) 453 (MH)+. IC50=3.9 nM

Provenance & Evidence