Potassium Carbonate → HCID 59631192, compound

Participants

Reaction Steps

Prepared according to Procedure X by stirring palladium (II) acetate (1.1 mg, 4.78 μmol), XPhos (6.8 mg, 0.014 mmol), 4-chloro-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline (0.026 g, 0.096 mmol), N-(3-amino-5-morpholinophenyl)cyclopropanecarboxamide (0.025 g, 0.096 mmol), potassium carbonate (0.033 g, 0.239 mmol), and tert-butanol (1 mL) at 110° C. for 1 hour. Purification by column chromatography (silica; 0-10% methanol in DCM) afforded N-(3-((7-fluoro-3-methyl-2-(2-pyridinyl)-4-quinolinyl)amino)-5-(4-morpholinyl)phenyl)cyclopropanecarboxamide as a yellow amorphous solid. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 8.68 (1H, d, J=4.3 Hz), 8.26 (1H, br. s.), 7.86 (2H, td, J=7.7, 1.7 Hz), 7.74 (1H, d, J=7.0 Hz), 7.62 (1H, dd, J=10.0, 2.0 Hz), 7.33-7.42 (1H, m), 7.24 (1H, br. s.), 7.14-7.21 (1H, m), 6.15 (2H, br. s.), 6.02 (1H, br. s.), 3.69-3.87 (4H, m), 3.05-3.20 (4H, m), 2.29 (3H, s), 1.27 (1H, t, J=7.1 Hz), 0.92-0.99 (2H, m), 0.57-0.73 (2H, m). Mass Spectrum (ESI) m/e=498.2 (M+1).

Provenance & Evidence