Hydrochloric Acid → N-(5-(1,1-Dioxido-4-thiomorpholinyl)-2-(4-morpholinyl)-3-pyridinyl)-7-fluoro-3-methyl-2-(2-pyridinyl)-4-quinolinamine

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Reaction Steps

Prepared according to general Procedure K using 4-chloro-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline (61 mg, 0.22 mmol), 5-(1,1-dioxidothiomorpholin-4-yl)-2-morpholin-4-ylpyridin-3-amine (70 mg, 0.22 mmol) and a 4.0M solution of HCl in dioxane (0.05 mL, 0.22 mmol) in NMP (1.0 mL) and heating in the microwave for 2 h at 150° C. After purification N-(5-(1,1-dioxido-4-thiomorpholinyl)-2-(4-morpholinyl)-3-pyridinyl)-7-fluoro-3-methyl-2-(2-pyridinyl)-4-quinolinamine was obtained. 1H NMR (400 MHz, chloroform-d) δ ppm 8.74 (1H, dd, J=3.5, 1.2 Hz), 7.87-7.99 (2H, m), 7.75-7.85 (2H, m), 7.61 (1H, d, J=2.7 Hz), 7.41 (1H, d, J=1.6 Hz), 7.32 (1H, s), 6.76 (1H, s), 6.22 (1H, d, J=2.7 Hz), 3.94 (4H, t, J=4.7 Hz), 3.53-3.67 (4H, m), 3.25 (4H, br. s.), 2.90-3.11 (4H, m), 2.37 (3H, s). Mass Spectrum (ESI) m/e=549.3 (M+1).

Provenance & Evidence