反应详情

温度

70 °C

To a stirring solution of methyl 6-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(N-methylmethylsulfonamido)benzofuran-5-yl)-3-methoxypicolinate (400 mg, 0.74 mmol) in dioxane/H2O (10 mL/1 mL) was added LiOH.H2O (93 mg, 2.22 mmol) under N2 protection. The mixture was stirred at 70° C. for 3 h. The mixture was concentrated in vacuo and then extracted with EtOAc. After the organic layer was washed with HCl (a.q.), brine, dried over Na2SO4, filtered and evaporated, the crude product was purified by prep-TLC (PE:EtOAc=1:3) to give the product of 6-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(N-methylmethylsulfonamido)benzofuran-5-yl)-3-methoxypicolinic acid (300 mg, yield: 77%). 1H-NMR (Methanol-d4, 400 MHz) δ 7.86˜7.90 (m, 2H), 7.80 (s, 1H), 7.69 (s, 1H), 7.65 (s, 1H), 7.55˜7.57 (m, 1H), 7.14 (t, J=8.8 Hz, 2H), 3.83 (s, 3H), 3.04 (s, 3H), 2.86 (s, 3H), 2.82 (s, 3H). MS (M+H)+: 528.

1. concentrationThe mixture was concentrated in vacuo
2. extractionextracted with EtOAc
3. washAfter the organic layer was washed with HCl (a.q.), brine
4. dry with materialdried over Na2SO4
5. filtrationfiltered
6. customevaporated
7. customthe crude product was purified by prep-TLC (PE:EtOAc=1:3)