Ethanolamine → HCID 59239309, compound

Participants

Reaction Conditions

Reaction Steps

(S)-1-(2-(4-aminophenyl)-4-(3-methylmorpholino)-5,6-dihydropyrido[3,4-d]pyrimidin-7(8H)-yl)ethanone (0.100 g, 0.000272 mol) in dry 1,4-Dioxane (2.00 mL, 0.0256 mol) was added Triethylamine (0.0416 mL, 0.000299 mol) followed by 20% Phosgene in toluene (1:4, Phosgene:Toluene, 0.1580 mL). The reaction mixture was heated at 50° C. for 1 hour. The reaction mixture was cooled to room temperature and then added Ethanolamine (0.0986 mL, 0.00163 mol). The reaction mixture was stirred overnight. The reaction mixture was concentrated and purified by HPLC. 1H NMR (500 MHz, DMSO) δ 8.80 (d, J=5.5, 1H), 8.18 (dd, J=8.7, 3.1, 2H), 7.69 (s, 1H), 7.48 (d, J=8.5, 2H), 6.26 (s, 1H), 4.69-4.57 (m, 2H), 4.48 (d, J=18.7, 1H), 4.14 (s, 1H), 3.88 (d, J=9.4, 1H), 3.62 (ddd, J=22.1, 21.5, 8.2, 6H), 3.46 (t, J=5.7, 2H), 3.17 (dd, J=11.1, 5.5, 2H), 2.75 (s, 1H), 2.63 (s, 1H), 2.09 (d, J=27.2, 3H), 1.31-1.21 (m, 3H).

Provenance & Evidence