反应详情

5-(4-Fluoro-phenyl)-3-(1-methyl-1H-tetrazol-5-yl)-thiophene-2-carboxylic acid (DNM-143) A solution of 5-(4-fluoro-phenyl)-3-(1-methyl-1H-tetrazol-5-yl)-thiophene-2-carboxylic acid methyl ester (28 mg, 0.088 mmol) and lithium hydroxide (10.5 mg, 0.44 mmol) in 3 mL of methanol, 4.5 mL of THF and 2 mL of H2O was stirred overnight at room temperature. The solvent was removed, and the residue was redissolved in 5 mL of H2O. After being acidified with 1N HCl, the precipitate formed was collected by suction filtration, washed with H2O, and dried under vacuum overnight. 24 mg (90%) of product was obtained as a white solid, mp: 270.0-272.0° C. (decomposed); 1H NMR (DMSO, 500 MHz) δ 7.89 (m, 2H), 7.77 (s, 1H), 7.36 (m, 2H); 13C NMR (DMSO, 125 MHz) δ 163.76, 161.79, 161.46, 150.48, 147.83, 132.96, 128.94, 128.49, 128.45, 128.39, 127.03, 116.56, 116.39, 34.12.

1. customThe solvent was removed
2. dissolutionthe residue was redissolved in 5 mL of H2O
3. customthe precipitate formed
4. filtrationwas collected by suction filtration
5. washwashed with H2O
6. customdried under vacuum overnight