piperidin-1-yl(piperidin-4-yl)methanone

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The following was added sequentially to anhydrous DMF (2 mL): 1-(4-fluorobenzyl)-1H-indole-2-carboxylic acid (50 mg, 0.186 mmol), Hunig's Base (0.065 ml, 0.371 mmol), EDC (46.3 mg, 0.241 mmol), HOBT (37.0 mg, 0.241 mmol), and piperidin-1-yl(piperidin-4-yl)methanone (36.4 mg, 0.186 mmol). The solution was allowed to stir at room temperature for 24 h. At this time, a 1:1 solution of diethylether/ethyl acetate (5 mL) was added, and this was washed with aqueous 10% Na2CO3 (3×2 mL). The extract was then dried with anhydrous MgSO4, filtered, and the filtrate was concentrated in vacuo. The crude residue was purified by column chromatography (20 g silica, 80% EtOAc/Hex) to provide 29 mg of the title compound. this was washed with aqueous 10% Na2CO3 (3×2 mL) The extract was then dried with anhydrous MgSO4 filtered the filtrate was concentrated in vacuo The crude residue was purified by column chromatography (20 g silica, 80% EtOAc/Hex)