Reaction Steps
Prepared according to Procedure H using (R)-tert-butyl 4-(4-chloro-5,7-difluoro-3-methylquinolin-2-yl)-2-methylpiperazine-1-carboxylate (230 mg, 0.56 mmol) and 5-morpholinopyridin-3-amine in toluene to give (R)-tert-butyl 4-(5,7-difluoro-3-methyl-4-(5-morpholinopyridin-3-ylamino)quinolin-2-yl)-2-methylpiperazine-1-carboxylate. 1H NMR (CDCl3) δ ppm 7.94 (1H, d, J=2.3 Hz), 7.69 (1H, d, J=2.2 Hz), 7.30 (1H, ddd, J=10.0, 2.5, 1.2 Hz), 6.88 (1H, d, J=12.9 Hz), 6.80 (1H, ddd, J=13.9, 8.6, 2.5 Hz), 6.58 (1H, t, J=2.3 Hz), 4.38 (1H, br. s.), 3.98 (1H, d, J=13.1 Hz), 3.85 (4H, dd, J=5.7, 3.9 Hz), 3.70 (1H, d, J=10.2 Hz), 3.56 (1H, dt, J=12.9, 1.8 Hz), 3.32 (1H, td, J=12.7, 3.1 Hz), 3.14-3.21 (4H, m), 3.11 (1H, dd, J=12.8, 3.8 Hz), 2.92 (1H, td, J=12.5, 3.3 Hz), 2.10 (3H, s), 1.50 (9H, s), 1.29 (3H, d, J=6.8 Hz). Mass Spectrum (ESI) m/e=555.7 (M+1).