Reaction Steps
Step 2—Synthesis of vg: (S)-1-(4-(7-(4-chloro-1,3,5-triazin-2-yl)-4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)-3-ethylurea (0.147 g, 0.000288 mol), Palladium on Carbon 10% (0.1:0.9, Palladium:carbon black, 0.116 g), and Methanol (10.0 mL, 0.247 mol) were combined under N2 then purged with hydrogen, heated at 65° C. and stirred overnight. The reaction mixture was purged with N2, added celite, filtered through celite, filtered through a disc filter, concentrated, and purified by HPLC. 1H NMR (500 MHz, DMSO) δ 8.71 (s, 1H), 8.67 (d, J=2.0, 2H), 8.20 (d, J=8.8, 2H), 7.49 (d, J=8.8, 2H), 6.21 (t, J=5.6, 1H), 4.91 (d, J=18.6, 1H), 4.77 (d, J=18.6, 1H), 4.20-4.02 (m, 2H), 3.87 (d, J=12.5, 2H), 3.69 (d, J=8.4, 1H), 3.66-3.56 (m, 3H), 3.47-3.36 (m, 1H), 3.17-3.06 (m, 2H), 2.76 (s, 2H), 1.25 (d, J=6.7, 3H), 1.06 (t, J=7.2, 3H). LC/MS-m/z+476.2 (M+H)+.
