In an aminolysis of an acid chloride, pyridine is often used to minimize the amount of the
strong nucleophile, however, so it can react with an acid chloride via a nucleophilic addition–elimination mechanism. Nevertheless, this reaction involving pyridine does not interfere with the production of the desired amide.
(a) Draw the mechanism and the product for the nucleophilic addition–elimination reaction of pyridine with an acid chloride.
(b) Explain why this reaction involving pyridine does not interfere with the production of the desired amide product.
Hint: What reaction would ensue between the amine shown and the product of the reaction from part (a)?
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