Hydrochloric Acid → HCID 57543173, compound

Participants

Reaction Conditions

Reaction Steps

1.3 mL (1.3 mmol) of aqueous 1 M sodium hydroxide solution are added to a solution of 0.33 g (0.65 mmol) of methyl (E)-3-[2-butoxy-3′-(1-methyl-3-pentylureido)biphenyl-4-yl]-2-methoxyacrylate in 8 mL of tetrahydrofuran. The reaction mixture is stirred at 68° C. for 6 hours. After cooling, the reaction is worked up by addition of 2 mL (2 mmol) of aqueous 1 M hydrochloric acid solution and 10 mL of water and extraction with ethyl acetate. The organic phases are combined, washed with saturated sodium chloride solution and then dried over magnesium sulfate. The solvents are evaporated off. The residue obtained is purified by chromatography on a column of silica eluted with a 70/30 and then 50/50 heptane/ethyl acetate mixture. The product obtained is then recrystallized from isopropyl ether to give 0.25 g (90%) of (E)-3-[2-butoxy-3′-(1-methyl-3-heptylureido)biphenyl-4-yl]-2-methoxyacrylic acid in the form of a white solid with a melting point of 89° C.

Provenance & Evidence