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

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Reaction Steps

Prepared according to general Procedure K using 4-chloro-6-fluoro-2-(5-fluoropyridin-3-yl)-3-methylquinoline (110 mg, 0.38 mmol), 2,5-dimorpholinoaniline (120 mg, 0.38 mmol) and a 4.0M solution of HCl in dioxane (0.09 mL, 0.38 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-2-(5-fluoro-3-pyridinyl)-3-methyl-4-quinolinamine was obtained. 1H NMR (500 MHz, chloroform-d) δ ppm 8.70 (1H, t, J=1.7 Hz), 8.60 (1H, d, J=2.7 Hz), 8.13-8.22 (1H, m), 7.77 (1H, dt, J=8.8, 2.3 Hz), 7.44-7.55 (2H, m), 7.25 (1H, s), 7.15 (1H, d, J=8.6 Hz), 6.51 (1H, dd, J=8.8, 2.7 Hz), 6.01 (1H, dd, J=2.4, 0.5 Hz), 3.91 (4H, t, J=4.6 Hz), 3.69-3.79 (4H, m), 3.06 (4H, t, J=4.6 Hz), 2.90-2.99 (4H, m), 2.34 (3H, s). Mass Spectrum (ESI) m/e=518.1 (M+1).

Provenance & Evidence