Tetrahydro-4H-pyran-4-one → 5,7-difluoro-3-methyl-N-(5-morpholinopyridin-3-yl)-2-(4-(tetrahydro-2H-pyran-4-yl)piperazin-1-yl)quinolin-4-amine

Participants

Reaction Steps

Essentially prepared according to Procedure L using 5,7-difluoro-3-methyl-N-(5-morpholinopyridin-3-yl)-2-(piperazin-1-yl)quinolin-4-amine (67.0 mg, 0.15 mmol) and dihydro-2H-pyran-4(3H)-one to give 5,7-difluoro-3-methyl-N-(5-morpholinopyridin-3-yl)-2-(4-(tetrahydro-2H-pyran-4-yl)piperazin-1-yl)quinolin-4-amine. 1H NMR (CDCl3) δ ppm 1H NMR 7.93 (1H, d, J=2.5 Hz), 7.69 (1H, d, J=2.2 Hz), 7.30 (1H, ddd, J=10.0, 2.6, 1.3 Hz), 6.87 (1H, d, J=12.7 Hz), 6.79 (1H, ddd, J=13.9, 8.7, 2.4 Hz), 6.58 (1H, t, J=2.3 Hz), 4.07 (2H, dd, J=11.2, 3.9 Hz), 3.80-3.92 (4H, m), 3.46-3.53 (4H, m), 3.41 (2H, td, J=11.7, 1.6 Hz), 3.16 (4H, dd, J=5.7, 3.9 Hz), 2.75-2.93 (4H, m), 2.06 (3H, s), 1.87 (2H, d, J=12.3 Hz), 1.61-1.78 (2H, m). Mass Spectrum (ESI) m/e=525.4 (M+1).

Provenance & Evidence