反应详情

温度

100 °C

To a microwave vial were added of 4-(6-chloro-2-methylpyridin-3-yl)-6-(trifluoromethyl)-1H-indazole (0.33 g, 1.059 mmol), potassium vinyl trifluoroborate (0.312 g, 2.329 mmol), Et3N (0.298 mL, 2.117 mmol) and PdCl2(dppf) (0.077 g, 0.106 mmol) in IPA (12 mL) to give a light-brown suspension. The mixture was bubbled with nitrogen and heated at 100° C. for 30 minutes in a microwave reactor. Sodium methanesulfinate (0.540 g, 5.29 mmol) and acetic acid (0.606 mL, 10.59 mmol) were added and the reaction mixture was stirred at 60° C. for 18 hours and then cooled. The volatiles were evaporated, and the resulting crude residue was purified by LCMS, eluting with 40% ACN in H2O (containing 10 mM NH4HCO3) over a period of 8 minutes. The product-containing fractions were combined and the volatiles were evaporated using a GeneVac™ to give the title compound as white solid (0.192 g, 47.3%). 1H NMR (400 MHz, CD3OD) δ ppm 2.41 (s, 3H), 3.05 (s, 3H), 3.35-3.43 (m, 2H), 3.59-3.72 (m, 2H), 7.32 (s, 1H), 7.40 (d, J=7.83 Hz, 1H), 7.75 (d, J=7.83 Hz, 1H), 7.89 (s, 1H), 7.98 (s, 1H); ESI-MS m/z [M+H]+ calc'd for C17H16F3N3O2S, 384.1. found 384.09.

1. customto give a light-brown suspension
2. customThe mixture was bubbled with nitrogen
3. temperaturecooled
4. customThe volatiles were evaporated
5. customthe resulting crude residue was purified by LCMS
6. washeluting with 40% ACN in H2O (containing 10 mM NH4HCO3) over a period of 8 minutes
7. customthe volatiles were evaporated