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

Participants

Reaction Steps

Prepared according to Procedure X by stirring palladium (II) acetate (1.545 mg, 6.88 μmol), XPhos (9.84 mg, 0.021 mmol), 4-chloro-7-fluoro-2-(5-fluoropyridin-3-yl)-3-methylquinoline (0.040 g, 0.138 mmol), N-(3-amino-5-morpholinophenyl)acetamide (0.032 g, 0.138 mmol), potassium carbonate (0.048 g, 0.344 mmol), and tert-butanol (1 mL) at 110° C. for 20 minutes. Purification by column chromatography (silica; 0-4% methanol in DCM) afforded N-(3-((7-fluoro-2-(5-fluoro-3-pyridinyl)-3-methyl-4-quinolinyl)amino)-5-(4-morpholinyl)phenyl)acetamide as a yellow amorphous solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 9.63 (1H, s), 8.65-8.79 (3H, m), 8.18 (1H, m), 8.02 (1H, m), 7.73 (1H, m), 7.50 (1H, m), 6.70 (1H, s), 6.55 (1H, s), 6.23 (1H, s), 3.66-3.78 (4H, m), 2.94-3.06 (4H, m), 2.14 (3H, s), 1.96 (3H, s). Mass Spectrum (ESI) m/e=490.1 (M+1).

Provenance & Evidence