Ethanolamine → HCID 59239236, compound

Participants

Reaction Conditions

Reaction Steps

(S)-4-(4-(3-methylmorpholino)-7-(pyrimidin-4-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)aniline (0.0700 g, 0.000173 mol) in dry 1,4-Dioxane (1.50 mL, 0.0192 mol) was added Triethylamine (0.0266 mL, 0.000191 mol) followed by 20% Phosgene in toluene (1:4, Phosgene:Toluene, 0.100 mL). The reaction mixture was heated at 50° C. for 1 hour. The reaction mixture was cooled to room temperature and then added Ethanolamine (0.0628 mL, 0.00104 mol). The reaction mixture was stirred overnight. The reaction mixture was concentrated and purified by HPLC. 1H NMR (400 MHz, DMSO) δ 8.82 (s, 1H), 8.56 (s, 1H), 8.22 (dd, J=13.0, 7.3, 3H), 7.49 (d, J=8.8, 2H), 6.96 (d, J=5.4, 1H), 6.30 (t, J=5.6, 1H), 4.76 (d, J=18.6, 1H), 4.64 (d, J=18.3, 1H), 4.13 (d, J=6.9, 1H), 4.01 (d, J=12.8, 1H), 3.88 (d, J=11.5, 1H), 3.80-3.57 (m, 5H), 3.45 (m, 3H), 3.17 (m, 2H), 2.75 (s, 2H), 1.26 (d, J=6.7, 3H). LC/MS-m/z+491.2 (M+H)+

Provenance & Evidence