Benzoyl chloride → HCID 72548491, compound

Participants

Reaction Steps

N-hexyl-5-methylamino-2,4-dioxo-pyrimidine-1-carboxamide (0.08 g, 0.30 mmol) was dissolved in dry pyridine (4 mL). To the resulting solution, benzoyl chloride (0.04 mL, 0.39 mmol) was added. The reaction was stirred at room temperature under nitrogen atmosphere for 18 hrs, then concentrated under reduced pressure. The crude was purified by column chromatography using SI (5 g) cartridge (cyclohexane:EtOAc 84:16) to afford the title compound (0.05 g, 45%) as colorless oil. 1H NMR (400 MHz, CDCl3): δ 0.89 (t, J=6.9 Hz, 3H), 1.28-1.33 (m, 6H), 1.53-1.59 (m, 2H), 3.29 (s, 3H), 3.34 (dt, J=5.7, 7.0 Hz, 2H), 7.33-7.43 (m, 5H), 8.22 (br s, 1H), 8.31 (br s, 1H) 8.88 (t, J=5.7 Hz, 1H). 13C NMR (101 MHz, CDCl3): δ 13.96, 22.48, 26.44, 29.04, 31.31, 37.17, 41.41, 121.47, 127.17, 128.43, 130.27, 135.29, 137.63, 149.03, 150.05, 159.01, 171.78. MS (ESI) m/z: 371 [M-H]−.

Provenance & Evidence