Ethanolamine → HCID 59239426, compound

Participants

Reaction Conditions

Reaction Steps

(S)-1-(2-(4-aminophenyl)-4-(3-methylmorpholino)-5,6-dihydropyrido[3,4-d]pyrimidin-7(8H)-yl)propan-1-one (0.100 g, 0.000262 mol) in dry 1,4-Dioxane (2.00 mL, 0.0256 mol) was added Triethylamine (0.0402 mL, 0.000288 mol) followed by 20% Phosgene in toluene (1:4, Phosgene:Toluene, 0.150 mL). The reaction mixture was heated at 50° C. for 1 hour. The reaction mixture was cooled to room temperature and then added Ethanolamine (0.0950 mL, 0.00157 mol). The reaction mixture was stirred overnight. The reaction mixture was concentrated and purified by HPLC. 1H NMR (500 MHz, DMSO) δ 8.80 (s, 1H), 8.18 (d, J=8.7, 2H), 7.48 (d, J=8.6, 2H), 6.29 (s, 1H), 4.75-4.55 (m, 2H), 4.47 (d, J=18.2, 1H), 4.11 (s, 1H), 3.87 (d, J=12.4, 1H), 3.70 (d, J=11.5, 2H), 3.61 (d, J=11.7, 3H), 3.44 (d, J=16.7, 3H), 3.17 (dd, J=11.3, 5.7, 2H), 2.73 (s, 1H), 2.62 (s, 1H), 2.45 (dd, J=14.7, 7.6, 2H), 1.26 (d, J=6.2, 3H), 1.04 (dd, J=15.4, 7.6, 3H). LC/MS-m/z+469.3 (M+H)+

Provenance & Evidence