Chloroform → HCID 57815172, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 0.40 g of 7-bromo-1-((1,3-dioxolan-2-yl)methyl)-1,5-naphthyridin-2(1H)-one in 4 mL of dioxane, 0.18 g of tert-butyl carbamate, 0.59 g of cesium carbonate, 22 mg of 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene, and 18 mg of tris(dibenzylideneacetone)dipalladium(0) were added at room temperature, and the mixture was stirred at 90 to 95° C. for 4 hour 15 minutes. After cooling to the room temperature, chloroform and water were added to the reaction mixture, the organic layer was separated, and washed with water and a saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, diethyl ether was added to the resultant residue and the solid was filtered off to obtain 0.29 g of tert-butyl (5-(1,3-dioxolan-2-yl)methyl-6-oxo-5,6-dihydro-1,5-naphthyridin-3-yl)carbamate as a light yellow solid.

Provenance & Evidence