Benzhydrylpiperazine → HCID 66679934, compound

Participants

Reaction Steps

0.77 g (5.9 mmol) of N,N-diisopropylethylamine and 1.19 g (5.9 mmol) of p-nitrophenyl chloroformate were added to a mixed solution of THF/chloroform (30 mL/60 mL) comprising 1.0 g (5.4 mmol) of methyl 2-amino-5-chlorobenzoate at 0° C. The mixture was stirred at room temperature for 1.5 hours. Thereafter, 1.36 g (5.4 mmol) of 1-benzhydrylpiperazine was added at room temperature, and the mixture was stirred for 16 hours. Ethyl acetate was added to the reaction mixture, and the mixture was washed with saturated saline. The organic layer was dried over anhydrous sodium sulfate and filtered through silica gel. The resulting organic layer was condensed under reduced pressure, and the residue was recrystallized with ethyl acetate/n-hexane, thereby giving 1.81 g of methyl 5-chloro-2-({[4-(diphenylmethyl)piperazine-1-yl]carbonyl}amino)benzoate (yield: 73%).

Provenance & Evidence