Hydrochloric Acid → HCID 59631245, compound

Participants

Reaction Conditions

Reaction Steps

Prepared according to Procedure K, method 2 using (R)-5-(2-methylmorpholino)-2-morpholinopyridin-3-amine (68 mg, 0.25 mmol; described herein), 4-chloro-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline (67 mg, 0.25 mmol; described herein), 4.0M hydrochloric acid in 1,4-dioxane (60 μL, 0.25 mmol), and NMP (280 μL, 3.0 mmol), and heating in a microwave at 165° C. for 3 h. Purification afforded 7-fluoro-3-methyl-N-(5-((2R)-2-methyl-4-morpholinyl)-2-(4-morpholinyl)-3-pyridinyl)-2-(2-pyridinyl)-4-quinolinamine as a yellow solid (absolute configuration of stereocenter not determined) 1H NMR (500 MHz, chloroform-d) δ ppm 8.68-8.76 (1H, m), 7.84-7.94 (2H, m), 7.75-7.84 (2H, m), 7.58 (1H, d, J=2.7 Hz), 7.39 (1H, ddd, J=7.3, 4.8, 1.6 Hz), 7.28 (1H, ddd, J=9.2, 8.0, 2.6 Hz), 6.76 (1H, s), 6.22 (1H, d, J=2.7 Hz), 3.82-3.97 (5H, m), 3.56-3.72 (2H, m), 3.22 (4H, m), 3.14 (1H, m), 2.97-3.10 (1H, m), 2.60-2.72 (1H, m), 2.29-2.42 (4H, m), 1.15 (3H, d, J=6.4 Hz). Mass Spectrum (ESI) m/e=515.2 (M+1).

Provenance & Evidence