Abstract

The preparation of Elanco Animal Health immunopotentiator (S)-ethyl-1-(2-thiopheneacetyl)-3-piperidinecarboxylate (1) is described. The synthesis includes a new resolution of racemic ethyl nipecotate with dibenzoyl-l-tartaric acid. The resolved salt is found to couple directly with commercially available 2-thiopheneacetyl chloride under environmentally friendly Schotten−Baumann conditions to afford the amide in high yield. The final product is an oil which is purified by wiped film evaporative distillation.

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