Hydrochloric Acid → 7-Fluoro-3-methyl-N-(2-(4-morpholinyl)-5-(4-thiomorpholinyl)-3-pyridinyl)-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 (117 mg, 0.43 mmol), 2-morpholino-5-thiomorpholinopyridin-3-amine (120 mg, 0.43 mmol) and a 4.0M solution of HCl in dioxane (0.11 mL, 0.43 mmol) in NMP (1.0 mL) and heating in the microwave for 2 h at 150° C. After purification 7-fluoro-3-methyl-N-(2-(4-morpholinyl)-5-(4-thiomorpholinyl)-3-pyridinyl)-2-(2-pyridinyl)-4-quinolinamine was obtained. 1H NMR (400 MHz, chloroform-d) δ ppm 8.74 (1H, dd, J=4.1, 1.0 Hz), 7.85-7.96 (2H, m), 7.75-7.84 (2H, m), 7.58 (1H, d, J=2.7 Hz), 7.40 (1H, ddd, J=7.0, 4.9, 1.8 Hz), 7.28-7.32 (1H, m), 6.74 (1H, s), 6.19 (1H, d, J=2.7 Hz), 3.93 (4H, t, J=4.7 Hz), 3.31 (4H, ddd, J=4.9, 2.7, 2.5 Hz), 3.23 (4H, br. s.), 2.63 (4H, dt, J=5.1, 2.5 Hz), 2.38 (3H, s). Mass Spectrum (ESI) m/e=517.0 (M+1).

Provenance & Evidence