Lithium Hydroxide → HCID 136364262, compound

Participants

Reaction Steps

To a solution of 4-(piperidin-4-yl)oxy-3-trifluoromethyl-N-(2-(carboxy)ethylcarbonyl)-N-(3-(6-hydroxy-3-amidinophenyl)prop-2-en-1-yl)benzenamine (400 mg) in 100 mL CH3CN was added acetyl chloride (500 mg) and Et3N (1.28 g) at ambient temperature. The resulting solution was stirred at ambient temperature for 2 hours. LiOH (500 mg) in water (1.0 mL) was then added to the reaction mixture and the resulting reaction mixture was stirred at ambient temperature for 2 hours. Acidification with trifluoroacetic acid, concentration, purification on HPLC (H2O/CH3CN, gradient) and freeze-drying afforded 4-(N′-(acetyl)piperidin-4-yl)oxy-3-trifluoromethyl-N-(2-(carboxy)ethylcarbonyl)-N-(3-(6-hydroxy-3- amidinophenyl)prop-2-en-1-yl)benzenamine.

Provenance & Evidence