1,2-Dichloroethane → 3-Benzyloxy-N-(4-fluorobenzyl)-5-methyl-4-oxo-7-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxamide

Participants

Reaction Steps

To a solution of 3-benzyloxy-5-methyl-4-oxo-7-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylic acid (20 mg, 0.053 mmol) in anhydrous DMF were added HOBT (11 mg, 0.079 mmol), EDC (15 mg, 0.079 mmol), Et3N (7 μL, 0.053 mmol), and 4-fluorobenzylamine (7 μL, 0.064 mmol). The reaction mixture was stirred at room temperature for 1 hour. Purification was achieved by reverse phase chromatography on a C-18 column using a gradient elution of 95-5% H2O (0.1% TFA)/CH3CN (0.1% TFA). Collection and concentration of the appropriate fractions yielded the title product as a white solid. ES MS (M+1)=485.

Provenance & Evidence