Dimethylformamide → HCID 59239390, compound

Participants

Reaction Steps

(S)-1-ethyl-3-(4-(4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea (0.196 g, 0.376 mmol), 4,6-dichloropyrimidine (0.112 g, 0.752 mmol) N,N-Diisopropylethylamine (0.150 mL, 0.861 mmol) and dry N,N-Dimethylformamide (1.1 mL, 14 mmol) were combined, The reaction was microwaved on 200 watts, 120° C. for 20 minutes on a CEM microwave. The reaction mixture was concentrated and chromatographed through silica gel (40 g, 0-10% MeOH in dichloromethane), and purified by HPLC. 1H NMR (500 MHz, DMSO) δ 8.69 (s, 1H), 8.41 (s, 1H), 8.20 (d, J=8.7, 2H), 7.50 (d, J=8.7, 2H), 7.12 (s, 1H), 6.20 (t, J=5.6, 1H), 4.72 (s, 3H), 4.12 (s, 1H), 4.08-3.92 (m, 1H), 3.88 (d, J=9.4, 1H), 3.80 (s, 1H), 3.64 (dt, J=25.7, 10.3, 4H), 3.43 (t, J=12.6, 1H), 3.17-3.04 (m, 2H), 2.75 (s, 2H), 1.26 (d, J=6.7, 3H), 1.06 (t, J=7.2, 3H). LC/MS-m/z+509.2 (M+H)+.

Provenance & Evidence