Isopropanol → HCID 68996687, compound

Participants

Reaction Steps

To a solution of (E)-N-{2-[2-(1H-indazol-3-yl)vinyl]phenyl}thiophene-2-carboxamide (0.28 g, 0.81 mmol) obtained in Example 14 in THF (5.6 mL), n-butyllithium (2.7 mol/L n-hexane solution, 3.0 mL, 8.1 mmol) was added dropwise at −78° C. under nitrogen atomosphere, followed by stirring for 1.0 hour. Then, under carbon dioxide gas atmosphere, the mixture was stirred at −78° C. for 30 minutes and at 0° C. for 2.0 hours. The reaction mixture was added with 2-propanol and saturated aqueous ammonium chloride solution, extracted with ethyl acetate and the organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=100/0 to 80/20) to obtain (E)-2-{2-[2-(1H-indazol-3-yl)vinyl]phenylcarbamoyl}thiophene-3-carboxylic acid (0.14 g, 44%).

Provenance & Evidence