A Greener Approach for the Large-Scale Synthesis of 1,4,5-Trisubstituted Pyrazole, AZD8329

The development of a convenient, safe and scalable process for <b>AZD8329</b> manufacturing is reported here. Synthesis was achieved in a two-step telescopic process with an excellent overall yield of 75%. In the first step enamine (<b>6</b>) was synthesized with 90% yield through three chemical transformations. In the next step <b>AZD8329</b> was synthesized from the reactions of <b>6</b> and 4-hydrazinobenzoic acid hydrochloride <b>7</b> through two chemical transformations. The process is very efficient and economical, and <b>AZD8329</b> was manufactured in multikilogram scale. A greener approach is demonstrated through usage of a minimum number of solvents and energy and with process mass intensity (PMI) <60 in the manufacturing process