反应详情

温度

80 °C

A screw cap vial was charged with acetonitrile (8 mL), water (2.5 mL) and Na2CO3 (1.41 g, 13.0 mmol, 4.7 equiv.) and degassed by bubbling nitrogen through for 10 min. Then 2-(3-pyridyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole (800 mg, 2.78 mmol, 1.0 equiv.), 2-chloro-6,7-dihydro-5H-quinolin-8-one (807 mg, 4.44 mmol, 1.6 equiv.) and Pd(PPh3)4 (161 mg, 0.139 mmol, 0.05 equiv.) were added and the mixture was heated to 80° C. for 18 hours. Water was added to the mixture, the aqueous phase was extracted twice with ethyl acetate, the combined organic phase were washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography on silica gel (eluant gradient: Heptane/ethyl acetate 1:0 to 0:1) to afford the title compound (180 mg, 0.58 mmol, 21%) as brown crystals. LCMS (+ve); 0.76 min, 308 (M+1)

1. customA screw cap vial
2. customdegassed
3. customby bubbling nitrogen through for 10 min
4. extractionthe aqueous phase was extracted twice with ethyl acetate
5. washthe combined organic phase were washed with brine
6. dry with materialdried over Na2SO4
7. concentrationconcentrated in vacuo
8. customThe residue was purified by column chromatography on silica gel (eluant gradient: Heptane/ethyl acetate 1:0 to 0:1)