Ethyl isocyanate → HCID 58138345, compound

Participants

Reaction Steps

To a suspension of N-(5-fluoro-2-hydroxypyrimidin-4-yl)acetamide (as prepared in U.S. Pat. No. 3,309,359; 0.25 g, 1.46 mmol) in dry THF (5 mL) was added ethyl isocyanate (0.127 mL, 1.61 mmol), and the mixture was stirred at room temperature for 1 h. The solvent was removed in vacuo, and the solid residue was suspended in Et2O (10 mL). The suspension was suction filtered and washed with Et2O (2×10 mL). The resulting solid was dried in vacuo to yield 4-acetamido-N-ethyl-5-fluoro-2-oxopyrimidine-1(2H)-carboxamide (0.350 g, 99%) as a white solid: mp 233-235° C.; 1H NMR (300 MHz, DMSO-d6) δ 10.89 (s, 1H), 10.01 (s, 1H), 8.62 (d, J=7.0 Hz, 1H), 3.40-3.27 (m, 2H), 2.30 (s, 3H), 1.15 (t, J=7.2 Hz, 3H); ESIMS m/z 241

Provenance & Evidence