Nitrogen → HCID 54597212, compound

Participants

Reaction Steps

To a solution of cyclopentane-carboxaldehyde (138 mg, 1.4 mmol) and 2-[4-((2S,3′S)-2-methyl-[1,3′]bipyrrolidinyl-1′-yl)-phenyl]-N-piperidin-4-yl-acetamide hydrochloride (0.52 g, 1.18 mmol) in DCE (10 mL) was added powder sodium triacetoxyborohydride slowly under N2 at r.t. The yellowish milky solution was stirred at r.t. overnight. LC/MS showed a major peak at 2.300 min with MS of 453. The reaction was quenched with NaHCO3 aq. (15 mL) and NaOH (1N, 5 mL). The two layers were separated, and the aqueous layer was extracted with DCM (10 mL×2). The combined DCM extracts were washed with sodium bicarbonate (10 mL), and brine (5 mL×2), dried (anhydrous potassium carbonate), filtered, and concentrated in vacuo to get 0.30 g (56%) of the title compound as a tan solid.

Provenance & Evidence