Potassium Carbonate → N-[3-[3-[4(6-fluoro-1,2-benzisoxazol-3-yl) 1-piperidinyl]propoxy]phenyl]acetamide hemifumarate

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Reaction Steps

A stirred mixture of 6fluoro-3-(4-piperidinyl)-1,2-benzisoxazole(9.25 g, 42 mmol). K2CO3 (8 g, 58 mmol) and 3-(3-acetamidophenoxy)propyl bromide (11.4 g, 42 mmol) in acetonitrile (350 ml) was heated at reflux for 3 hours. At the end of the reaction, the reaction was cooled, filtered and the solids washed with dichloromethane (100 ml). the organic solvent was removed on a rotary evaporator to leave a crude oil (18 g). Purification was by flash chromatography on a silica gel column. The product thus purified was an oil, 12.2 g, 70%. Analytically pure sample was prepared by dissolving 3 g of free base in ethanol and treating with fumaric acid solution in ethanol (850 mg:5 ml). The N-[3-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propoxy]phenyl]acetamide hemifumarate crystals obtained weighed 2.73 g, m.p.=184-186° C. Calculated for C23H26FN 3O2.0.5C4H4O4 : 63.95% C 6.01% H 8.94% N; Found: 63.47% C 5.94% H 8.78% N

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