Imidazole-1-carboxylic acid 4-trifluoromethylbenzyl ester → 3-[3-(Ethoxycarbonylmethyl-amino)-4-methyl-phenyl]-piperidine-1-carboxylic acid 4-trifluoromethyl-benzyl ester

Participants

Reaction Steps

(2-Methyl-5-piperidin-3-yl-phenylamino)-acetic acid ethyl ester (63 mg, 0.23 mmol) was dissolved in 3 mL toluene and imidazole-1-carboxylic acid 4-trifluoromethyl-benzyl ester (93 mg, 0.34 mmol) was added. The reaction was stirred for 18 h at room temperature under nitrogen. The reaction was flash chromatographed with 15% ethyl acetate/hexanes to yield 40 mg (37%) of the desired 3-[3-(ethoxycarbonylmethyl-amino)-4-methyl-phenyl]-piperidine-1-carboxylic acid 4-trifluoromethyl-benzyl ester as a clear oil.

Provenance & Evidence