Potassium Carbonate → N-(3-((2-(4,4-dimethyl-2-oxo-1-pyrrolidinyl)-7-fluoro-3-methyl-4-quinolinyl)amino)-5-(4-morpholinyl)phenyl)acetamide

Participants

Reaction Steps

Prepared according to Procedure X by stirring palladium (II) acetate (0.4 mg, 1.743 μmol), XPhos (2.5 mg, 5.23 μmol), 1-(4-chloro-7-fluoro-3-methylquinolin-2-yl)-4,4-dimethylpyrrolidin-2-one (0.018 g, 0.058 mmol), N-(3-amino-5-morpholinophenyl)acetamide (0.0164 g, 0.070 mmol), potassium carbonate (0.020 g, 0.145 mmol), and tert-butanol (0.5 mL) at 110° C. for 30 minutes. Purification by reverse-phase HPLC (0-70% acetonitrile in water) afforded N-(3-((2-(4,4-dimethyl-2-oxo-1-pyrrolidinyl)-7-fluoro-3-methyl-4-quinolinyl)amino)-5-(4-morpholinyl)phenyl)acetamide as a yellow amorphous solid. 1H NMR (500 MHz, CHLOROFORM-d) δ ppm 7.79 (1H, br. s.), 7.55 (2H, d, J=9.0 Hz), 7.13 (1H, t). 6.88 (1H, br. s.), 6.39 (1H, br. s.), 6.34 (1H, br. s.), 6.06 (1H, br. s.), 3.88 (2H, br. s.), 3.70-3.81 (4H, m), 2.98-3.15 (4H, m), 2.46 (2H, s), 2.13 (3H, br. s.), 2.09 (3H, s), 1.33 (6H, s). Mass Spectrum (ESI) m/e=506.2 (M+1).

Provenance & Evidence