反应详情

温度

90 °C

A screw-cap vial was charged with 4-chloro-5-fluoro-3-methyl-2-(pyridin-2-yl)-quinoline (50 mg, 0.18 mmol), 2-(methylsulfonyl)-5-morpholinoaniline (47.0 mg, 0.18 mmol), XPhos precatalyst (CAS 1028206-56-5; 27.1 mg, 0.037 mmol), sodium tert-butoxide (44.1 mg, 0.46 mmol), and toluene (1.8 mL). The mixture was stirred at 90° C. for 2 h, then cond. The crude residue was dissolved in EtOAc, washed with water, and the organic layer was dried over magnesium sulfate and cond. The crude product was purified by reverse-phase HPLC (0-70% acetonitrile in water), affording 5-fluoro-3-methyl-N-(2-(methylsulfonyl)-5-morpholinophenyl)-2-(pyridin-2-yl)quinolin-4-amine as an amorphous beige solid. Mass Spectrum (ESI) m/e=493.0 (M+1). 1H NMR (400 MHz, CDCl3) δ ppm 8.80 (1H, br. s), 8.72 (1H, d, J=4.7 Hz), 8.14 (1H, br. s), 7.95 (2H, br. s.), 7.80 (1H, d, J=9.0 Hz), 7.64 (1H, m), 7.42 (1H, d, J=3.3 Hz), 7.20 (1H, m), 6.52 (1H, d, J=9.2 Hz), 6.04 (1H, s), 3.70-3.81 (4H, m), 3.18 (3H, s), 3.05-3.17 (4H, m), 2.30 (3H, s).

1. washwashed with water
2. dry with materialthe organic layer was dried over magnesium sulfate and cond
3. customThe crude product was purified by reverse-phase HPLC (0-70% acetonitrile in water)