Dimethylformamide → HCID 59239253, compound

Participants

Reaction Conditions

Reaction Steps

Step 2—Synthesis of compound xc: (S)-1-ethyl-3-(4-(4-(3-ethylmorpholino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea (0.097 g, 0.24 mmol) in dry N,N-Dimethylformamide (1.30 mL, 16.8 mmol) was added N,N-Diisopropylethylamine (0.1270 mL, 0.7291 mmol) followed by Isopropyl iodide (0.0488 mL, 0.488 mmol). The reaction mixture was heated at 50° C. and stirred overnight. The reaction mixture was purified by HPLC. 1H NMR (400 MHz, DMSO) δ 8.62 (s, 1H), 8.15 (d, J=8.7, 2H), 7.46 (d, J=8.7, 2H), 6.16 (t, J=5.5, 1H), 3.97 (s, 1H), 3.85 (d, J=10.7, 1H), 3.77 (d, J=11.4, 1H), 3.68 (t, J=13.3, 3H), 3.60-3.49 (m, 2H), 3.40 (t, J=11.0, 1H), 3.18-3.04 (m, 2H), 2.91-2.64 (m, 3H), 2.57 (d, J=15.4, 1H), 1.89-1.63 (m, 2H), 1.06 (t, J=7.5, 9H), 0.94 (t, J=6.3, 1H), 0.82 (t, J=7.4, 3H). LC/MS-m/z+453.2 (M+H)+

Provenance & Evidence