Trimethyl((tributylstannyl)ethynyl)silane → HCID 23284663, compound

Participants

Reaction Steps

Ethyl 1-(5-tert-butoxycarbonylamino-2,4-difluorophenyl)-8-bromo-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (6 g), tributylstannyltrimethylsilylacetylene (6 g) and tetrakis(triphenylphosphine)palladium (0.4 g) were added to dry toluene (30 ml). This suspension was heated under reflux overnight in a nitrogen atmosphere. After the temperature of the reaction mixture was given back to room temperature, the solvent was distilled off under reduced pressure. Ethyl acetate was added to the residue, and the mixture was washed with water. After an organic layer was collected and dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure. The resultant residue was subjected to column chromatography on silica gel (silica 240 cc/chloroform) to obtain the title compound (4.6 g) as a colorless powder.

Provenance & Evidence