Hydrochloric Acid → N-(2,5-di-4-morpholinylphenyl)-6-fluoro-3-methyl-2-(2-pyridinyl)-4-quinolinamine

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Prepared according to general Procedure K using 4-chloro-6-fluoro-3-methyl-2-(pyridin-2-yl)quinoline (100 mg, 0.37 mmol), 2,5-dimorpholinoaniline (97 mg, 0.37 mmol) and a 4.0M solution of HCl in dioxane (0.09 mL, 0.37 mmol) in MeOH (1.0 mL) and heating in the microwave for 2 h at 150° C. After purification N-(2,5-di-4-morpholinylphenyl)-6-fluoro-3-methyl-2-(2-pyridinyl)-4-quinolinamine was obtained. 1H NMR (500 MHz, chloroform-d) δ ppm 8.67-8.81 (1H, m), 8.19 (1H, dd, J=9.0, 5.4 Hz), 7.83-7.94 (2H, m), 7.42-7.52 (2H, m), 7.39 (1H, ddd, J=7.3, 4.8, 1.6 Hz), 7.17 (1H, s), 7.12 (1H, d, J=8.6 Hz), 6.45 (1H, dd, J=8.7, 2.8 Hz), 5.99 (1H, d, J=2.7 Hz), 3.84-3.98 (4H, m), 3.65-3.79 (4H, m), 3.06 (4H, dd, J=3.4, 2.0 Hz), 2.83-2.95 (4H, m), 2.39 (3H, s). Mass Spectrum (ESI) m/e=500.2 (M+1).

Provenance & Evidence