4-Chloro-5,7-difluoro-3-methyl-2-(2-(methylsulfonyl)phenyl)quinoline → N-(5-(3,6-dihydro-2H-pyran-4-yl)pyridin-3-yl)-5,7-difluoro-3-methyl-2-(2-(methylsulfonyl)phenyl)-quinolin-4-amine

Participants

Reaction Steps

Essentially prepared according to Procedure H using 4-chloro-5,7-difluoro-3-methyl-2-(2-(methylsulfonyl)phenyl)quinoline (50.0 mg, 0.140 mmol) and 5-(3,6-dihydro-2H-pyran-4-yl)pyridin-3-amine in toluene to give N-(5-(3,6-dihydro-2H-pyran-4-yl)pyridin-3-yl)-5,7-difluoro-3-methyl-2-(2-(methylsulfonyl)phenyl)-quinolin-4-amine. 1H NMR (CDCl3) δ ppm 8.23 (2H, d, J=2.2 Hz), 8.20 (1H, dd, J=8.0, 1.2 Hz), 7.75-7.82 (1H, m), 7.68 (1H, td, J=7.7, 1.4 Hz), 7.50 (1H, ddd, J=9.3, 2.5, 1.3 Hz), 7.42 (1H, dd, J=7.6, 1.2 Hz), 7.15 (1H, d, J=13.7 Hz), 7.01-7.11 (2H, m), 6.22 (1H, dt, J=2.9, 1.4 Hz), 4.28 (2H, q, J=2.6 Hz), 3.89 (2H, td, J=5.4, 2.1 Hz), 3.14 (3H, s), 2.33-2.58 (2H, m), 1.86 (3H, s). Mass Spectrum (ESI) m/e=508.1 (M+1).

Provenance & Evidence