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The emergence and spread of high\u2010level resistance to multiple antimalarial drugs by <jats:italic>Plasmodium falciparum<\/jats:italic> has brought about an urgent need for new treatments that will be active against multidrug resistant malaria infections. One such treatment, <jats:bold>ELQ\u2010331<\/jats:bold> (MMV\u2010167), an alkoxy carbonate prodrug of 4(1<jats:italic>H<\/jats:italic>)\u2010quinolone <jats:bold>ELQ\u2010300<\/jats:bold>, is currently in preclinical development with the Medicines for Malaria Venture. Clinical development of <jats:bold>ELQ\u2010331<\/jats:bold> or similar compounds will require the availability of isotopically labeled analogs. Unfortunately, a suitable method for the deuteration of these important compounds was not found in the literature. Here, we describe a facile and scalable method for the deuteration of 4(1<jats:italic>H<\/jats:italic>)\u2010quinolone <jats:bold>ELQ\u2010300<\/jats:bold>, its alkoxycarbonate prodrug <jats:bold>ELQ\u2010331<\/jats:bold>, and their respective N\u2010oxides using deuterated acetic acid.<\/jats:p>","DOI":"10.1002\/jlcr.4092","type":"journal-article","created":{"date-parts":[[2024,4,25]],"date-time":"2024-04-25T07:59:45Z","timestamp":1714031985000},"page":"186-196","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Synthesis of Deuterated Endochin\u2010Like Quinolones"],"prefix":"10.1002","volume":"67","author":[{"given":"Sovitj","family":"Pou","sequence":"first","affiliation":[{"name":"Medical Research Service VA Healthcare System  Portland Oregon USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Rolf\u00a0W.","family":"Winter","sequence":"additional","affiliation":[{"name":"Medical Research Service VA Healthcare System  Portland Oregon USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Katherine\u00a0M.","family":"Liebman","sequence":"additional","affiliation":[{"name":"Medical Research Service VA Healthcare System  Portland Oregon USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Rosie\u00a0A.","family":"Dodean","sequence":"additional","affiliation":[{"name":"Medical Research Service VA Healthcare System  Portland Oregon USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3827-8222","authenticated-orcid":false,"given":"Aaron","family":"Nilsen","sequence":"additional","affiliation":[{"name":"Medical Research Service VA Healthcare System  Portland Oregon USA"},{"name":"Department of Chemical Physiology &amp; 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