Potassium Carbonate → 2-{4-[6-(3,5-Dimethyl-benzoyl)-5-isopropyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl]-6-methyl-pyridin-2-yl}-isoindole-1,3-dione

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Reaction Steps

To a stirred solution of (20) (286 mg, 1 mmol), anhydrous powdered potassium carbonate (134 mg, 1 mmol), and lithium iodide (134 mg, 1 mmol) in DMF (5 ml) at room temperature, was added 2-(4-Chloromethyl-6-methyl-pyridin-2-yl)-isoindole-1,3-dione (286 mg, 1 mmol). After stirring for overnight, the mixture was evaporated in vacuo and the residue was purified by silica gel column chromatography (eluent, EA:hexanes (1:1)) to afford 273 mg (51%) of a white solid. m.p. 310-311° C.; 1H NMR (200 MHz, CDCl3) δ 1.14 (3H, d, J=6.9 Hz), 1.22 (3H, d, J=6.9 Hz), 2.27 (6H, s), 2.36 (1H, m), 2.43 (3H, s), 4.54 (1H, d, J=16.2 Hz), 5.04 (1H, d, J=16.2 Hz), 6.82 (1H, s), 6.94 (1H, s), 7.21 (1H, s), 7.39 (2H, s), 7.77-7.82 (2H, m), 7.91-7.95 (2H, m), 8.96 (1H, s).

Provenance & Evidence