Reaction Steps
and 1-(4-((S)-7-acetyl-8-methyl-4-((S)-3-methylmorpholino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)-3-ethylurea (wr2): 1-Ethyl-3-(4-(8-methyl-4-((S)-3-methylmorpholino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea (0.172 g, 0.419 mmol) in dry N,N-Dimethylformamide (2.00 mL, 25.8 mmol) was added N,N-Diisopropylethylamine (0.219 mL, 1.26 mmol) followed by Acetyl chloride (0.0448 mL, 0.630 mmol). The reaction mixture was stirred for 2 hours. The reaction mixture was purified by HPLC and the diastereomers were separated by SFC. R-Diastereomer (wr1): 1H NMR (400 MHz, DMSO) δ 8.69 (s, 1H), 8.18 (d, J=8.6, 2H), 7.48 (d, J=8.6, 2H), 6.21 (s, 1H), 3.99 (s, 1H), 3.88 (d, J=12.3, 2H), 3.71 (d, J=10.8, 1H), 3.58 (dd, J=23.8, 11.1, 2H), 3.13 (dd, J=13.5, 6.4, 2H), 3.06-2.91 (m, 3H), 2.71 (t, J=14.7, 1H), 2.38 (d, J=39.3, 1H), 2.12 (d, J=6.4, 3H), 1.58 (d, J=6.8, 1H), 1.47-1.42 (m, 3H), 1.13 (t, J=7.2, 3H), 1.06 (t, J=7.1, 3H). LC/MS-m/z+453.2 (M+H)+; and