Borane;tetrahydrofuran → HCID 9821192, compound

Participants

Reaction Conditions

Reaction Steps

Borane-THF (1.0M, 5 mmol) was added dropwise to a THF solution (8 mL) of {3-[4-(2-methoxyphenyl)-piperazin-1-ylmethyl]-piperidin-1-yl}-phenyl-methanone (0.54 g, 1.37 mmol) from example 8 at 0° C. under nitrogen. The mixture was refluxed for 16 hours and after cooling to 0° C., the reaction was terminated by the addition of 2N-HCl (50 mL). After stirring for 1 hour, the solution was made basic with NaOH and the product extracted into ethyl acetate (3×35 mL). The combined organics were washed with water (50(mL), brine (50(mL) and dried over anhydrous sodium sulfate. Filtration and concentration in vacuum gave the required product (0.36 g, 69% yield). An ethanolic solution of the product was treated with a hot ethanolic solution of fumaric acid (2.0 equivalents) and afforded the fumarate salt of the titled compound as a light yellow colored solid.

Provenance & Evidence