1,2-Dichloroethane → Ethyl 1-(1-(4-chlorobenzyl)-1H-pyrrole-2-carbonyl)piperidine-4-carboxylate

Participants

Reaction Steps

The following was added sequentially to anhydrous DMF (6 mL): 1-(4-chlorobenzyl)-1H-pyrrole-2-carboxylic acid (175 mg, 0.743 mmol), Hunig's Base (389 μl, 2.228 mmol), EDC (157 mg, 0.817 mmol), HOBT (125 mg, 0.817 mmol), and finally ethyl piperidine-4-carboxylate (172 μl, 1.114 mmol). The reaction was allowed to stir at room temperature for 24 h. At this time, a 1:1 solution of EtOAc:Et2O (100 mL) was added and washed with 10% Na2CO3 (2×50 mL) and brine (1×50 mL). The organic solution was then dried with anhydrous MgSO4 and concentrated in vacuo. Material was purified by column chromatography (20 g silica, 20% EtOAc/Hexanes) to provide 211 mg of the title compound.

Provenance & Evidence