2-Fluoro-3-(tributylstannyl)pyridine → HCID 86691832, compound

Participants

Reaction Conditions

Reaction Steps

To a microwave vial was added 5-chloro-1-(2,2-dimethylpropyl)-3-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (14-1) (25 mg, 0.1 mmol), 2-fluoro-3-(tributylstannanyl)pyridine (55 mg, 0.15 mmol), and bis(tri-t-butylphosphine)palladium(0) (10 mg, 0.02 mmol). The reagents were purged with nitrogen, dissolved in DMF (0.5 ml), and heated at 90° C. overnight. The reaction was cooled to room temperature, diluted with methanol, and passed through a syringe filter. The solution was purified using reverse phase chromatography (10-100%, 0.1% TFA in H2O/Acetonitrile) and the desired fractions were collected and concentrated to produce 1-(2,2-dimethylpropyl)-5-(2-fluoropyridin-3-yl)-3-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (22-1). HRMS (M+H)+: observed=315.1618, calculated=315.1616.

Provenance & Evidence