Sodium Chloride → HCID 59714849, compound

Participants

Reaction Steps

To a solution of 2-[1-[2-[4-(p-toluidino)piperidin-1-yl]ethyl]cyclobutyl]ethanol (synthesized in Example 66) (175 mg) in tetrahydrofuran (3 mL) was added triethylamine (0.46 mL) and 2-furoyl chloride (0.16 mL) sucessively. The solution was stirred at room temperature for 40 minutes. To the reaction solution were added methanol (4 mL) and a 3N aqueous potassium hydroxide solution (2 mL). The solution was stirred for additional 30 minutes. Saturated sodium chloride solution was added to the reaction solution and it was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was purified by chromatography [NH silica gel, hexane-ethyl acetate (1:1)] to give the title compound (159 mg).

Provenance & Evidence