Sodium Hydroxide → HCID 59438206, compound

Participants

Reaction Steps

Dissolve 1-(3-(piperazin-1-yl)pyridin-2-yl)piperidin-4-ol dihydrochloride (281.0, 0.838 mol) in saturated aqueous sodium chloride solution (2.45 liters). Add 2 M NaOH (˜1 L) to bring the pH to 11.3. Extract the mixture three times with DCM (3×2.04 L). Dry the combined organics over sodium sulfate, filter, and evaporate solvent on a rotary evaporator with a nitrogen bleed to obtain a foam. When the foam is stable, further dry the material for 2 to 3 hr. at 50° C. under vacuum to provide 1-(3-(piperazin-1-yl)pyridin-2-yl)piperidin-4-ol (207.5 g, 94.1%). 1H NMR 300 MHz (CDCl3) δ 7.923 (dd, J=3.1 Hz, 1H), 7.10 (d, J=6.3 Hz, 1H), 6.815 (m, 1H), 4.040 (m, 2H), 3.840 (m, 1H), 3.048 (bs, 8H), 2.898 (m, 2H), 2.028 (m, 2H), 1.862 (s, 2H ??), 1.634 (m, 2H).

Provenance & Evidence