Hydrochloric Acid → 3-(5-(3-Chloro-2-(((2',4'-dichloro-[1,1'-biphenyl]-4-yl)amino)methyl)-5-(trifluoromethyl)phenyl)picolinamido)propanoic acid

Participants

Reaction Conditions

Reaction Steps

A 3M aqueous solution of NaOH (3.1 mL, 9.3 mmol) was added to a THF (12.6 mL) and MeOH (6.3 mL) solution of ethyl 3-(5-(3-chloro-2-(((2′,4′-dichloro-[1,1′-biphenyl]-4-yl)amino)methyl)-5-(trifluoromethyl)phenyl)picolinamido)propanoate (4.1 g, 6.3 mmol) and the resulting homogeneous mixture was heated to 40° C. After 30 min the resulting mixture was acidified with 6M aqueous HCl (1.6 mL, 9.6 mmol) diluted with EtOAc and 4M aqueous NaCl, and the layers were separated. The aqueous layer was extracted with EtOAc and the combined organics were washed with 4M NaCl, dried (Na2SO4), concentrated, and purified via HPLC to yield the title compound.

Provenance & Evidence