Diisopropylethylamine → HCID 178490379, compound

Participants

Reaction Steps

To a solution containing 93 mg (0.28 mmol) of 2-{3-[2-(1H-imidazol-4-yl)ethyl]ureido}-3-(4-methoxyphenyl)propanoic acid and 100 mg (0.31 mmol) of 4-cyclohexyl-piperidine-4-carboxylic acid trifluoroacetate in 0.8 mL of dimethylformamide are added 0.16 mL of diisopropylethylamine and 90 mg (0.28 mmol) of TBTU. The reaction medium is stirred at room temperature for 18 hours. The reaction is stopped by adding water, and the organic compounds are extracted with dichloromethane. The organic phase is dried and evaporated. The oil obtained is purified by preparative HPLC (conditions cf. page 38). 35 mg of cyclohexyl-1-[2-{3-[2-(1H-imidazol-4-yl)ethyl]ureido}-3-(4-methoxyphenyl)propionyl]piperidine-4-carboxylic acid trifluoroacetate are obtained in a yield of 19%.

Provenance & Evidence