Triethylamine → trans-2',4'-Dibromo-4-(4-cyano-3-fluorophenyl)-2,5-dimethylpiperazine-1-carboxanilide

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Reaction Steps

A 300 mg portion of 2,4-dibromoaniline was dissolved in 10 ml of THF, and the solution was mixed with 153 mg of triphosgene under ice-cooling and then stirred at room temperature for 4 hours. Next, to this was added dropwise 5 ml of THF solution containing 427 mg of trans-4-(2,5-dimethylpiperazin-1-yl)-2-fluorobenzonitrile synthesized in Reference Example 1-1 and 460 mg of triethylamine, and the mixture was further stirred for 1 hour. After evaporation of the solvent, the thus obtained residue was dissolved in ethyl acetate, washed with saturated sodium bicarbonate solution and saturated brine in that order and then dried over sodium sulfate. After evaporation of the solvent under reduced pressure, the residue was purified by a silica gel column chromatography to obtain 390 mg of the title compound from chloroform-hexane (1:1, v/v) eluate as a light yellow product.

Provenance & Evidence