838858-87-0Relevant academic research and scientific papers
Chemical development of ZD9331: Synthesis of a bromomethylquinazolinone avoiding a nonselective radical bromination
Bentley, Dagmar,Godfrey, Andrew A.,Warren, Kenneth E. H.
, p. 553 - 555 (2012/12/22)
An efficient regiospecific synthesis of ZD9331 Pivaloyloxymethyl (POM) Bromide (4) has been accomplished via ZD9331 Quinacetate HCl (15) avoiding a nonselective bromination. The original route used a radical bromination on a substrate with three methyl groups, which generated a range of bromomethyl derived compounds that carried through to the final active pharmaceutical ingredient (API). A strategy, based on the Zinin reaction, was developed to synthesize the required bromomethyl compound in a regioselective manner. This approach was successfully scaled to manufacture a tonne of material.
