Methyl iodide → 4-(4-Fluorophenyl)-7-{[{5-[1-hydroxy-1-(trifluoromethyl)propyl]-1,3,4-oxadiazol-2-yl}(methyl)amino]methyl}-2H-chromen-2-one

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Reaction Steps

The (−) isomer of 4-(4-fluorophenyl)-7-[({5-[1-hydroxy-1-(trifluoromethyl)propyl]-1,3,4-oxadiazol-2-yl}amino)methyl]-2H-chromen-2-one (0.100 g, 0.22 mmol), methyl iodide (2 mL) and K2CO3 (0.061 g 0.44 mmol) were heated at 50° C. until the disappearance of starting material. The mixture was cooled to rt and diluted with EtOAc-water. The organic layer was separated, dried and the solvent removed. Purification on silica gel (toluene-acetone, 8:2) gave the title compound. 1H NMR (400 MHz, acetone-d6): δ 7.68 (m, 2H), 7.51 (d, 1H), 7.48 (s, 1H), 7.39 (m, 3H), 6.49 (s, 1H), 6.12 (s, 1H), 4.8 (q, 2H), 3.17 (s, 3H), 2.26 (m, 1H), 2.09 (m, 1H), 1.02 (t, 3H).

Provenance & Evidence