Water → HCID 46208245, compound

Participants

Reaction Steps

A mixture of 3-(2,3-difluorophenyl)-3-methoxyazetidine (0.75 g, 4.05 mmol), potassium carbonate (0.99 g, 8.1 mmol) and iodoethane (0.388 ml, 4.05 mmol) in acetonitrile (25 ml) was stirred at ambient temperature for 1 h. Water (50 mL) and ethyl acetate (50 mL) was added, the organic phase was collected and the aqueous phase was extracted with ethyl acetate (2×50 ml). The combined organic phase was dried (Na2SO4), filtered and evaporated to dryness. The crude product was purified by flash column chromatography on silica gel (ethyl acetate/methanol 1:1) to give the title compound (0.58 g, 63%). The amine was converted to the oxalic acid salt and recrystallized from ethanol/diethyl ether/diisopropyl ether: M.p. 147-148° C. MS m/z (relative intensity, 70 eV) 227 (M+, 4), 170 (66), 169 (bp), 140 (63), 127 (39).

Provenance & Evidence