HCID 67214906, compound → (3aS,7aS)-1-[1-(4-piperidyl)-4-piperidyl]-3a,4,5,6,7,7a-hexahydro-3H-benzoimidazol-2-one

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Reaction Steps

tert-butyl 4-(2-oxooctahydro-1H-benzimidazol-1-yl)-1,4′-bipiperidine-1′-carboxylate (1.2 g, 2.95 mmol) was dissolved in a mixture of 4M HCl in dioxane (15 mL) and water (5 mL). The mixture was stirred at rt for 1 hour then concentrated in vacuo to provide the title compound as a white solid (0.7 g). 1H NMR (400 MHz, CHLOROFORM-D) free base: δ ppm 1.22-1.53 (m, 5H), 1.49-1.69 (m, 1H), 1.69-1.88 (m, 7H), 1.94 (m, 1H), 2.04-2.52 (m, 6H), 2.60 (t, J=11.33 Hz, 2H), 2.82-3.09 (m, 4H), 3.17 (d, J=12.89 Hz, 2H), 3.59-3.88 (m, 1H), 4.47-4.68 (m, 1H). MS (M+1): 307.3.

Provenance & Evidence