反应详情

温度

120 °C

In a teflon-capped vial, a mixture of N-(5-bromo-2-morpholinophenyl)-8-chloro-2,3-dimethylquinolin-4-amine (75 mg, 168 μmol), morpholine (0.02 mL, 252 μmol), Pd2dba3 (15 mg, 17 μmol), X-Phos (8 mg, 17 μmol) and cesium carbonate (82 mg, 252 μmol) in 1,4-dioxane (4.00 mL) was purged with nitrogen, capped and heated in a 120° C. oil bath for 72 h. The reaction mixture was partitioned between 25 mL EtOAc and 25 mL water. The organic separation was stirred over anhydrous magnesium sulfate, filtered and the filtrate concentrated under reduced pressure to afford and orange oil. The product was purified by preparative reversed-phase HPLC to afford a yellow oil. 1H NMR (400 MHz, chloroform-d) δ ppm 7.83 (2H, dd, J=11.7, 7.8 Hz), 7.34-7.44 (1H, m), 7.09-7.18 (2H, m), 6.90 (1H, dd, J=8.8, 2.5 Hz), 6.60 (1H, d, J=2.7 Hz), 3.76 (8H, ddd, J=17.8, 4.7, 4.5 Hz), 2.97-3.16 (8H, m), 2.92 (3H, s), 2.24 (3H, s). Mass Spectrum (ESI) m/e=453.1 (M+1).

1. customwas purged with nitrogen
2. customcapped
3. customThe reaction mixture was partitioned between 25 mL EtOAc and 25 mL water
4. customThe organic separation
5. filtrationfiltered
6. concentrationthe filtrate concentrated under reduced pressure
7. customto afford
8. customThe product was purified by preparative reversed-phase HPLC
9. customto afford a yellow oil