反应详情

3-[(5-Isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-(4-methoxybenzyloxyimino)-methyl]-5-methyl-benzonitrile (71 mg, 0.164 mmol, 1.2 eq.) was dissolved in 2.0 mL DMF. Potassium carbonate (19 mg, 0.137 mmol, 1 eq.) and 4-bromomethyl-2-fluoro-pyridine (26 mg, 1 eq.) were added to the reaction, followed by lithium iodide (18 mg, 1 eq.) The reaction was stirred at room temperature overnight. Ethyl acetate was added to the reaction mixture, followed by washing with brine. The organic layer was concentrated down and purified (silica gel, 20-80% EtOAc/hexane) to white powder (32 mg, 36%). LC-MS shows 542.2 (M+1). 1H NMR (300 MHz, CDCl3): δ 8.80 (br, 1H), 7.93 (d, 1H), 7.62 (s, 1H), 7.42 (s, 1H), 7.32 (d, 2H), 7.21 (s, 1H), 6.92 (d, 2H), 6.72 (d, 1H), 6.40 (s, 1H), 5.08 (dd, 2H), 4.90 (d, 1H), 4.22 (d, 1H), 3.80 (s, 3H), 2.32 (s, 3H), 2.20 (m, 1H), 1.16 (d, 3H), 1.12 (d, 3H).

1. washby washing with brine
2. concentrationThe organic layer was concentrated down
3. custompurified (silica gel, 20-80% EtOAc/hexane) to white powder (32 mg, 36%)