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

Participants

Reaction Steps

Prepared according to general Procedure K using 4,6-dichloro-2-(2-fluorophenyl)-3-methylquinoline (116 mg, 0.38 mmol), 2,5-dimorpholinoaniline (100 mg, 0.38 mmol) and a 4.0M solution of HCl in dioxane (0.095 mL, 0.38 mmol) in MeOH (1.0 mL) and heating in the microwave for 2 h at 150° C. After purification 6-chloro-N-(2,5-di-4-morpholinylphenyl)-2-(2-fluorophenyl)-3-methyl-4-quinolinamine was obtained as a yellow film. 1H NMR (400 MHz, chloroform-d) δ ppm 8.10 (1H, d, J=9.0 Hz), 7.90 (1H, d, J=2.3 Hz), 7.58-7.67 (2H, m), 7.47 (1H, d, J=8.2 Hz), 7.31-7.37 (1H, m), 7.16-7.22 (1H, m), 7.13 (1H, d, J=8.6 Hz), 6.45 (1H, dd, J=8.6, 2.7 Hz), 6.00-6.08 (1H, m), 3.93 (4H, t, J=4.5 Hz), 3.76 (4H, dd, J=5.9, 3.9 Hz), 3.06 (4H, d, J=1.2 Hz), 2.91-3.02 (4H, m), 2.20 (3H, d, J=2.3 Hz). Mass Spectrum (ESI) m/e=533.2 (M+1).

Provenance & Evidence