Hydrochloric Acid → HCID 68999490, compound

Participants

Reaction Steps

A solution of 3-amino-4-[2-(1H-indazol-3-yl)vinyl]benzoic acid methyl ester (0.30 g, 1.0 mmol) obtained in Step 1 of Example 217 and triethylamine (0.43 ml, 3.1 mmol) in THF (10 mL) was added with benzoyl chloride (0.13 mL, 1.1 mmol) followed by stirring for 4 hours. The reaction mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogencarbonate solution and concentrated under reduced pressure to obtain crude product. Further, the product was dissolved in methanol (20 mL) and the solution was added with 2 mol/L aqueous sodium hydroxide solution (5.0 mL), followed by stirring at 60° C. for 1 hour. The reaction mixture was acidified by hydrochloric acid (6 mol/L) and the precipitated crystal was collected by filtration to obtain (E)-4-[2-(1H-indazol-3-yl)vinyl]-3-(benzoylamino)benzoic acid (0.35 g, 89%).

Provenance & Evidence