Trifluoroacetic acid → (2R,5S)-N-(2-Amino-pyrimidin-4-yl)-4-(4-cyano-3-trifluoromethylphenyl)-2,5-dimethylpiperazine-1-carboxamide

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Reaction Steps

A 15 ml portion of trifluoroacetic acid was added to 60 ml of dichloroethane solution containing 2.8 g of (2R,5S)-4-(4-cyano-3-trifluoromethylphenyl)-N-[2-(1,1-dimethylethoxycarbonyl)amino-4-pyrimidyl]-2,5-dimethylpiperazine-1-carboxamide synthesized in Example 6-2, and the mixture was stirred at room temperature for about 12 hours. The reaction solution was evaporated under reduced pressure, and the thus obtained residue was mixed with saturated sodium bicarbonate solution and extracted with chloroform. The thus obtained organic layer was washed with water and dried over anhydrous magnesium sulfate, and then the crude product obtained by evaporating the solvent was subjected to a silica gel column chromatography to obtain 1.97 g of the title compound from chloroform-methanol (30:1, v/v) eluate. Thereafter, this was crystallized from ethyl acetate-hexane to obtain 1.51 g of the title compound as crystals.

Provenance & Evidence