Dimethylformamide → HCID 59239635, compound

Participants

Reaction Steps

1-ethyl-3-(4-(4-morpholino-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea (0.087 g, 0.23 mmol) in dry N,N-Dimethylformamide (1.00 mL, 12.9 mmol) at 0° C. was added N,N-Diisopropylethylamine (0.1190 mL, 0.6832 mmol) followed by 1.0 M of Isopropyl Chloroformate in Toluene (0.340 mL). The reaction mixture was allowed to warm slowly to room temperature and stirred overnight. The reaction mixture was concentrated and purified by HPLC. 1H NMR (400 MHz, DMSO) δ 8.66 (s, 1H), 8.18 (d, J=8.8, 2H), 7.48 (d, J=8.8, 2H), 6.18 (t, J=5.5, 1H), 4.84 (dt, J=12.5, 6.2, 1H), 4.49 (s, 2H), 3.79-3.68 (m, 4H), 3.55 (s, 2H), 3.47 (d, J=4.4, 4H), 3.18-3.05 (m, 2H), 2.68 (t, J=5.0, 2H), 1.24 (d, J=6.2, 6H), 1.06 (t, J=7.2, 3H). LC/MS-m/z+469.3 (M+H)+

Provenance & Evidence