1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → Methyl 4-[2-oxo-2-(2-{[3-(trifluoromethyl)phenyl]carbonyl}hydrazino)ethyl]benzoate

Participants

Reaction Steps

To a solution of 3-(trifluoromethyl)benzohydrazide hydrochloride (2.3 g) in N,N-dimethylformamide (20 mL) were added the compound (1.8 g) obtained in Example 206a, N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide (3.50 g), 1-hydroxybenzotriazole (1.25 g) and triethylamine (4.68 g). The reaction mixture was stirred at room temperature overnight, poured into water, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous sodium hydrogen carbonate and then saturated brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (1.0 g) as a colorless solid.

Provenance & Evidence