Add: A mixture of 8-hydroxyquinoline-7-carboxylic acid ( 0.50 g , 2.64 mmol ) , benzylamine ( 0.34 g , 3.17 mmol ) , 1-hydroxybenzotriazole ( 0.45 g , 2.91 mmol ) , 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride ( 0.56 g , 2.91 mmol ) , and triethylamine ( 1.6 mL , 11.6 mmol ) in DMF ( 15 mL ) 
Dissolve: triethylamine ( 1.6 mL , 11.6 mmol ) in DMF ( 15 mL ) 
Heat: was heated at 80 °C overnight 
Concentrate: The reaction mixture was concentrated under vacuum 
Dissolve: The residue was dissolved in methanol 
Degass: subjected to HPLC purification on C-18 stationary phase 
Wash: eluted with water / acetonitrile / TFA mobile phase 
Yield: Collection and lyophilization of appropriate fractions provide the title compound as yellow solid 
