反应详情

温度

100 °C

To a degassed solution of (2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(N-methylmethylsulfonamido)furo[2,3-b]pyridin-5-yl)boronic acid (100 mg, 0.24 mmol), 2-chloro-11-fluoro-5,6-dihydroindolo[1,2-h][1,7]naphthyridine (60 mg, 0.21 mmol) and K2CO3 (98 mg, 0.72 mmol) in 1,4-dioxane (3 mL) and H2O (5 drops) was added Pd2(dba)3 (10 mg) and X-Phos (10 mg) under nitrogen atmosphere. The reaction mixture was stirred at 100° C. for 2 h, concentrated in vacuo to remove 1,4-dioxane. The residue was diluted with H2O and extracted with DCM. The combined organic layers were washed with brine (20 mL), dried over Na2SO4, filtered, concentrated and purified to give the desired product (80 mg, yield: 55%) through the prep-HPLC. 1H-NMR (CDCl3, 400 MHz) δ 8.60 (s, 1H), 8.00˜8.04 (m, 2H), 7.76 (d, J=8.0 Hz, 1H), 7.67 (d, J=8.0 Hz, 1H), 7.35 (s, 1H), 7.21 (t, J=8.8 Hz, 2H), 7.14˜7.16 (m, 2H), 6.75˜6.80 (m, 1H), 5.97 (br s, 1H), 4.33 (t, J=6.4 Hz, 2H), 3.25˜3.32 (m, 5H), 3.18 (s, 3H), 3.00 (d, J=4.8 Hz, 3H). MS (M+H)+: 614.

1. concentrationconcentrated in vacuo
2. customto remove 1,4-dioxane
3. additionThe residue was diluted with H2O
4. extractionextracted with DCM
5. washThe combined organic layers were washed with brine (20 mL)
6. dry with materialdried over Na2SO4
7. filtrationfiltered
8. concentrationconcentrated
9. custompurified