Propargyl bromide → HCID 86755075, compound

Participants

Reaction Conditions

Reaction Steps

Then, a mixture of 20 mg of sodium hydride (60% in oil) and 1.3 ml of tetrahydrofuran was cooled to 0° C. To this was added dropwise a solution of 0.21 g of 3-(2,4-dichloro-5-ethoxycarbonylaminophenyl)-1-methyl-6-trifluoromethyl-2-oxo-1,2-dihydropyrazine (present compound 1-346) in 1.3 ml of tetrahydrofuran. After stirring at 0° C. for 10 minutes, 42 μl of propargyl bromide was added, and the mixture was stirred at 0° C. for 1 hour. After completion of the reaction, the reaction mixture was poured into saturated ammonium chloride solution, followed by extraction with diethyl ether. The organic layer was dried with anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography, which afforded 36 mg (yield, 16%) of 3-{2,4-dichloro-5-[N-(ethoxycarbonyl)propargylamino]phenyl}-1-methyl-6-trifluoromethyl-2-oxo-1,2-dihydropyrazine (present compound 1-351; m.p., 132.3° C.).

Provenance & Evidence