Sodium Iodide → HCID 59063196, compound

Participants

Reaction Steps

4-(Chloromethyl)pyridine (88.1 mg) was added to a solution of (2S)-1-(1,3-benzoxazol-2-yl)-N2-(4-piperidinyl)-2-piperidinecarboxamide (118 mg) [see Example 31], potassium carbonate (56.6 mg) and sodium iodide (6.7 mg) in acetonitrile (10 ml) at 0° C. The reaction mixture was then stirred at room temperature for 18 hours, after which time the solvent was removed under reduced pressure. The crude product was purified by column chromatography on silica gel eluting with a solvent system of 93:7:1, by volume, dichloromethane:methanol: 0.88 aqueous ammonia solution to afford (2S)-1-(1,3-benzoxazol-2-yl)-N2-[1-(4-pyridinylmethyl)-4-piperidinyl]-2-piperidinecarboxamide (14.8 mg) as a red coloured gum.

Provenance & Evidence