Reaction Steps
(S)-1-ethyl-3-(4-(4-(3-ethylmorpholino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea (0.248 g, 0.604 mmol), 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (0.263 g, 0.819 mmol) and Formic acid (0.0346 mL, 0.917 mmol) were combined then added dry N,N-Dimethylformamide (2.50 mL, 32.3 mmol) followed by N,N-Diisopropylethylamine (0.583 mL, 3.35 mmol). The reaction mixture stirred for overnight. The reaction mixture was purified by HPLC. 1H NMR (400 MHz, DMSO) δ 8.64 (s, 1H), 8.23 (d, J=20.5, 1H), 8.17 (d, J=8.7, 2H), 7.48 (d, J=8.7, 2H), 6.16 (t, J=5.1, 1H), 4.64 (dd, J=18.2, 11.9, 1H), 4.41 (dd, J=73.9, 18.2, 1H), 3.91 (d, J=17.0, 1H), 3.84 (d, J=11.1, 1H), 3.76 (dd, J=15.6, 12.5, 2H), 3.70-3.61 (m, 2H), 3.59-3.36 (m, 3H), 3.18-3.05 (m, 2H), 2.85-2.58 (m, 2H), 1.91-1.65 (m, 2H), 1.06 (t, J=7.2, 3H), 0.89-0.77 (m, 3H). LC/MS-m/z+439.2 (M+H)+.
