Dimethylformamide → 1-Ethyl-3-(4-(7-(5-methylpyrazine-2-carbonyl)-4-morpholino-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea

Participants

Reaction Steps

5-Methylpyrazine-2-carboxylic acid (0.0490 g, 0.000355 mol) in dry N,N-Dimethylformamide (1.80 mL, 0.0232 mol) was added 1-Hydroxybenzotriazole (0.0547 g, 0.000405 mol) followed by N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (0.0797 g, 0.000416 mol) then followed by N,N-Diisopropylethylamine (0.114 mL, 0.000654 mol) and then 1-ethyl-3-(4-(4-morpholino-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea (0.1007 g, 0.0002633 mol). The reaction mixture was stirred overnight. The reaction mixture was vacuum filtered, washed with DMF and then washed with water. 1H NMR (400 MHz, DMSO) δ 8.81 (d, J=3.3, 1H), 8.64 (d, J=12.5, 2H), 8.26-8.10 (m, 2H), 7.47 (dd, J=18.5, 8.7, 2H), 6.15 (dd, J=13.1, 5.8, 1H), 4.74 (d, J=15.5, 2H), 3.87 (s, 1H), 3.71 (dd, J=14.7, 4.6, 5H), 3.48 (d, J=3.9, 4H), 3.18-3.03 (m, 2H), 2.75 (d, J=13.1, 2H), 2.59 (s, 3H), 1.06 (dd, J=12.5, 7.1, 3H). LC/MS-m/z+503.2 (M+H)+,

Provenance & Evidence