反应详情

温度

105 °C

A screw-cap vial was charged with 4-chloro-5,7-difluoro-3-methyl-2-(5-(methylthio)pyridin-3-yl)quinoline (50 mg, 0.15 mmol), 2,5-dimorpholinopyridin-3-amine (39.2 mg, 0.15 mmol), tris(dibenzylideneacetone)dipalladium (0) (13.6 mg, 0.015 mmol), XPhos (14.2 mg, 0.030 mmol), sodium tert-butoxide (42.8 mg, 0.445 mmol), and toluene (1.5 mL). The mixture was stirred at 105° C. for 2 h, then cond. The resulting residue was partitioned between DCM and water, and the organic layer was dried over magnesium sulfate and cond. The crude material was purified by recrystallization in MeOH, affording N-(2,5-dimorpholinopyridin-3-yl)-5,7-difluoro-3-methyl-2-(5-(methylthio)pyridin-3-yl)quinolin-4-amine. Mass Spectrum (ESI) m/e=565.0 (M+1). 1H NMR (400 MHz, CDCl3) δ ppm 8.61 (1H, d, J=2.3 Hz), 8.59 (1H, s), 7.86 (2H, m), 7.68 (2H, m), 7.09 (1H, m), 6.39 (1H, br. s.), 3.92 (4H, br. s.), 3.83 (4H, br. s.), 3.05-3.50 (4H, br. s.), 3.05 (4H, br. s.), 2.60 (3H, s), 2.18 (3H, br. s.).

1. customThe resulting residue was partitioned between DCM and water
2. dry with materialthe organic layer was dried over magnesium sulfate and cond
3. customThe crude material was purified by recrystallization in MeOH