Hydrochloric Acid → HCID 69002294, compound

Participants

Reaction Steps

A solution of 3-amino-4-[2-(1H-indazol-3-yl)vinyl]benzoic acid methyl ester (0.51 g, 1.8 mmol) obtained in Step 1 of Example 217 and triethylamine (0.73 ml, 5.3 mmol) in THF (20 mL) was added with 2-thiophenecarbonyl chloride (0.20 g, 1.9 mmol) and stirred for 2 hours. The reaction mixture was added with saturated aqueous sodium hydrogencarbonate solution and extracted with ethyl acetate. The organic layer was concentrated under reduced pressure to obtain crude product. Further, the product was dissolved in methanol (10 mL) and 2 mol/L aqueous sodium hydroxide solution (2.0 mL) was added thereto, 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-[(thiophen-2-ylcarbonyl)amino]benzoic acid (0.28 g, 41%).

Provenance & Evidence