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

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Reaction Steps

Prepared according to general Procedure K using 4-chloro-6-fluoro-3-methyl-2-(pyridin-3-yl)quinoline (140 mg, 0.51 mmol), 2,5-dimorpholinoaniline (135 mg, 0.51 mmol) and a 4.0M solution of HCl in dioxane (0.13 mL, 0.51 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-(3-pyridinyl)-4-quinolinamine was obtained. 1H NMR (400 MHz, chloroform-d) δ ppm 8.88 (1H, d, J=2.3 Hz), 8.72 (1H, dd, J=5.1, 2.0 Hz), 8.16 (1H, dd, J=9.0, 5.5 Hz), 7.99 (1H, dt, J=7.8, 2.2 Hz), 7.43-7.57 (3H, m), 7.16-7.20 (1H, m), 7.13 (1H, d, J=8.6 Hz), 6.46 (1H, dd, J=8.6, 2.7 Hz), 5.97 (1H, d, J=2.7 Hz), 3.87-3.99 (4H, m), 3.67-3.80 (4H, m), 3.01-3.13 (4H, m), 2.83-2.98 (4H, m), 2.33 (3H, s). Mass Spectrum (ESI) m/e=500.0 (M+1).

Provenance & Evidence