Ethyl 4-piperidinecarboxylate → HCID 70147112, compound

Participants

Reaction Steps

To the acyl chloride (37 mg, 0.1 mmol) prepared from the compound of Example 351B, as a solution in CH2Cl2 was added 1.2 eq. of ethyl isonipecotate and 1.2 eq. of Hunig's base. The mixture was stirred at room temperature for 20 min., ˜90% of the solvent was removed in vacuo, and the resultant solution was loaded on a silica column to elute with hexane and EtOAc (3:2) to give 51 mg (98%) of the title compound. 1H-NMR (CDCl3, 300 MHz) δ 1.25 (t, J=7.5 Hz, 3H), 1.65-1.78 (m, 2H), 1.92-2.02 (br, 2H), 2.51-2.60 (m, 1H), 2.93-3.24 (br, 2H), 3.82 (s, 3H), 3.88-3.96 (m, 1H), 4.15 (q,J=7.5 Hz, 2H), 4.40-4.50 (br, 1H), 6.48 (d, J=l15 Hz, 1H), 6.72 (d, J=9 Hz, 1H), 7.02 (d, J=7.5 Hz, 2H), 7.12 (d, J=9 Hz, 1H), 7.49 (t, J=9 Hz, (qq, J=4.5 Hz, 1H). MS (DCI/NH3) m/e 528 (M+H)+.

Provenance & Evidence