Potassium Carbonate → HCID 57406361, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2′-acetyl-3-chloro-4-[(2,4-difluorobenzyl)oxy]-5′,6-dimethyl-2H-1,4′-bipyridin-2-one (from step 7) (0.024 g, 0.057 mmol) in dimethylformamide (0.5 mL) was added N, N dimethylformamide di-tert-butyl acetal (0.02 g, 0.1 mmol) and heated at 60° C. for 2 h. The reaction mixture was concentrated in vacuo, the residue was dissolved in toluene (1 mL) and the solvent was removed in vacuo. The resulting residue was dried in vacuo for 2 h. It was dissolved in DMF (1 mL) and potassium carbonate (0.025 g, 0.18 mmol) and 2,2,2-trimethylacetamidine hydrochloride (0.02 g, 0.14 mmol) were added. This mixture was heated at 80 C for 12 h under nitrogen. DMF was removed in vacuo and the residue was partitioned between water (5 mL) and ethyl acetate (15 mL). The organic phase was washed with water, dried with magnesium sulfate, and concentrated. The resulting residue was purified by silica-gel flash chromatography using 3% methanol in ethyl acetate. Appropriate fractions were combined and concentrated under reduced pressure to give 0.011 g of the title compound. ES-MS, m/z=511 (M+H).

Provenance & Evidence