Pyridine → HCID 44816974, compound

Participants

Reaction Steps

(S)-3-methyl-6-(4-(4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenylamino)pyrimidine-2,4(1H,3H)-dione (0.0325 g, 0.0000723 mol) in dry N,N-Dimethylformamide (2.00 mL, 0.0258 mol) was added dry Pyridine (0.030 mL, 0.00037 mol) followed by 1,3-thiazole-2-carbonyl chloride (0.0300 g, 0.000203 mol). The reaction mixture was stirred overnight. The reaction mixture was concentrated, chromatographed through silica gel (4 g, 0-10% MeOH in dichloromethane), and then purifed by HPLC. 1H NMR (400 MHz, DMSO) δ 10.74 (s, 1H), 8.69 (s, 1H), 8.32 (t, J=7.8, 2H), 8.13-8.04 (m, 2H), 7.31 (dd, J=8.3, 4.7, 2H), 5.50 (dd, J=75.0, 18.3, 1H), 5.04 (d, J=2.8, 1H), 4.79 (dd, J=47.1, 18.7, 1H), 4.67-4.28 (m, 1H), 4.17 (d, J=6.1, 1H), 4.05-3.73 (m, 2H), 3.73-3.55 (m, 4H), 3.45 (dd, J=17.5, 7.1, 1H), 3.09 (s, 3H), 2.82 (d, J=22.7, 2H), 1.28 (d, J=6.7, 3H). LC/MS-m/z+561.2 (M+H)+

Provenance & Evidence