反应详情

温度

120 °C

Cs2CO3 (0.806 g, 2.47 mmol) was added to a solution of ethyl 4-hydroxybenzofuran-6-carboxylate (8a) (0.27 g, 1.24 mmol) and 1-fluoro-4-(methylsulfonyl)benzene (0.22 g, 1.26 mmol) in DMF (5 mL). The mixture was stirred at 120° C. for 8 hours and then cooled to room temperature. 1-Methyl-1H-pyrazol-3-amine (0.18 g, 1.85 mmol) and HATU (0.7 g, 1.85 mmol) were added. The reaction mixture was stirred at 50° C. for one hour and then filtered. Purification by HPLC gave a solid (103 mg, 21% yield) as the expected product. 1H NMR (400 MHz, DMSO-d6) δ 10.97 (s, 1 H) 8.24-8.26 (m, 1 H) 8.17-8.19 (m, 1 H) 7.92-7.97 (m, 2 H) 7.65-7.67 (m, 1 H) 7.60-7.61 (m, 2 H) 7.25-7.29 (m, 1 H) 6.87-6.88 (m, 1 H) 6.58 (m, 1 H) 3.78 (s, 3 H), 3.21 (s, 3 H), 2.58 (m, 3 H). LCMS for C20H17N3O5S m/z 412.10 (M+H)+.

1. temperaturecooled to room temperature
2. stirringThe reaction mixture was stirred at 50° C. for one hour
3. filtrationfiltered
4. customPurification by HPLC