Hydrochloric Acid → HCID 68819895, compound

Participants

Reaction Steps

To a stirred solution of 1-isopropyl4-[1-(4-carboxy-phenyl)-piperidin4-carbonyl]-piperazine hydrochloride (D9)(0.25 g), morpholine (0.035 ml), HOBT (0.03 g), TEA (0.16 ml) in DCM (10 ml) was added EDC (0.10 g). DMF (2 ml)was added and the reaction stirred under argon ovemight. The reaction mixture was then evaporated to a minimum and residue dissolved in DCM (50 ml) and washed with sodium hydrogen carbonate (3×50 ml) and then brine (50 ml). The organic layer was then dried (MgSO4) and evaporated to give the free base product. Free base was converted to the HCl salt by dissolving in DCM (5 ml) and treating with excess 1HCl in diethyl ether, evaporated and then crystallised from acetone to give the title compound (E30) as a white solid (0.03 g). MS electrospray (+ve) 429 (MH+). 1H NMR δ [DMSO-d6]: 10.85 (1H, s), 7.38 (2H, d, J=8.4 Hz), 7.08 (2H, m), 4.51 (1H, m), 4.22 (1H, m), 3.81 (2H, m), 3.68-3.35 (12H, m), 3.20-2.81 (6H, m), 1.74 (4H, m), 1.29 (6H, d, J=6.4 Hz).

Provenance & Evidence