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Amine to Amide

(HATU)







Mechanism:



HATU coupling mechanism


Steps:

  1. The base deprotonates the carboxylic acid. The resulting carboxylate anion attacks the electron deficient carbon atom of HATU.
  2. The resulting HOAt anion reacts with the newly formed activated carboxylic acid derived intermediate to form an OAt activated ester.
  3. The amine reacts with the OAt activated ester to form the amide pdt.