Hydrochloric Acid → HCID 59038452, compound

Participants

Reaction Steps

An aqueous 1N solution of sodium hydroxide (0.6 mL, 0.6 mmol) was added to a suspension of rac.-(Z)-2-[[2-chloro-4-[(E)-1-hydroxy-3-(3-hydroxyphenyl)prop-2-en-1-yl]benzoyl]amino]-3-(quinolin-3-yl)propenoic acid methyl ester (Example 230; 95 mg, 0.184 mmol) in water (2 mL). The reaction mixture was stirred at room temperature for 16 h and then acidified with 1N hydrochloric acid solution (0.6 mL). The mixture was stirred for 1 h, then the solid was filtered off, washed with water, dried and purified by reverse phase HPLC and lyophilized to give rac.-(Z)-2-[[2-chloro-4-[(E)-1-hydroxy-3-(3-hydroxyphenyl)prop-2-en-1-yl]benzoyl]amino]-3-(quinolin-3-yl)propenoic acid (57 mg, 62% yield) as a colorless solid.

Provenance & Evidence