Potassium Carbonate → 3-{5-Dimethylamino-3-[2-fluoro-6-(4-methoxy-benzylamino)-pyridin-4-ylmethyl]-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl}-5-methyl-benzonitrile

Participants

Reaction Steps

A solution 3-(5-dimethylamino-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl)-5-methyl-benzonitrile (0.0087 g, 0.0292 mmol), methanesulfonic acid 2-fluoro-6-(4-methoxy-benzylamino)-pyridin-4-ylmethyl ester (0.0095 g, 0.0292 mmol), lithium iodide (0.002 g, 0.0146 mmol) and potassium carbonate (0.004 g, 0.0292 mmol) in DMF (3.0 mL) was stirred at 0° C. for 7 h. Reaction mixture was diluted with acetonitrile and purified by reverse phase HPLC (Phenomenex Synergi® column, 5 to 100% acetonitrile/H2O) to give an yellow powder after lyophilization (0.0063 g, 40%). 1H NMR (300 MHz, CDCl3): δ 8.55 (br s, 1H), 7.62 (s, 1H), 7.52 (s, 1H), 7.49 (s, 1H), 7.22 (s, 1H), 7.19 (d, J=8.4 Hz, 2H), 6.85 (d, J=8.4 Hz, 2H), 5.77 (d, J=8.4 Hz, 1H), 4.22 (s, 2H), 3.77 (s, 3H), 2.39 (s, 6H). Mass spectrum: 543.1 (M+H)+.

Provenance & Evidence