Hydrochloric Acid → 1-(4-Piperidinylmethyl)4-(4-pyridyl)piperidine hydrochloride

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Reaction Steps

Ethyl acetate saturated with gaseous HCl (50 ml) was added to a solution of 1-[1-tert-butoxycarbonyl(4-piperidinylmethyl)]-4-(4-pyridyl)piperidine (1.65 g) in ethyl acetate (15 ml) and the resulting suspension stirred at ambient temperature for 2 hours. Solvent was evaporated to give 1-(4-piperidinylmethyl)4-(4-pyridyl)piperidine hydrochloride (1.70 g) as a yellow hygroscopic foam: NMR (d6-DMSO): 1.40 (m, 2H), 2.00 (m, 4H). 2.20 (m, 1H), 2.40 (m, 1H), 2.80 (m, 2H), 3.00 (m, 4H), 3.20 (m, 4H), 3.60 (d, 2H), 7.85 (d, 2H), 8.80 (d, 2H): m/z 260 (M+1).

Provenance & Evidence