Potassium Carbonate → N-(3-((7-fluoro-3-methyl-2-(2-pyridinyl)-4-quinolinyl)amino)-5-(4-morpholinyl)phenyl)acetamide

Participants

Reaction Steps

Prepared according to Procedure X using palladium (II) acetate (2.1 mg, 9.17 μmol), XPhos (0.013 g, 0.028 mmol), 4-chloro-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline (0.050 g, 0.183 mmol), N-(3-amino-5-morpholinophenyl)acetamide (0.043 g, 0.183 mmol), potassium carbonate (0.063 g, 0.458 mmol), and tert-butanol (0.5 mL). Purification by column chromatography (silica; 0-5% methanol in DCM) afforded N-(3-((7-fluoro-3-methyl-2-(2-pyridinyl)-4-quinolinyl)amino)-5-(4-morpholinyl)phenyl)acetamide as a yellow amorphous solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 9.59 (1H, s), 8.68-8.71 (1H, m), 8.43 (1H, s), 8.08 (1H, dd, J=9.3, 6.2 Hz), 7.98 (1H, dd, J=7.7, 1.9 Hz), 7.83-7.87 (1H, m), 7.68-7.76 (1H, m), 7.44-7.51 (2H, m), 6.80-6.83 (1H, m), 6.34-6.36 (1H, m), 6.11 (1H, t, J=2.1 Hz), 5.76 (1H, s), 3.67-3.73 (4H, m), 2.96-3.01 (4H, m), 2.20 (3H, s), 1.93 (3H, s). Mass Spectrum (ESI) m/e=472.1 (M+1).

Provenance & Evidence