Organic Letters · 2020 · 39 citations · 30 references
PharmacyMedicinal ChemistryPharmacologyDrug DesignLead OptimizationSynthetic Medicinal ChemistryAntiviral Prodrug DesignDiversity-oriented SynthesisHigh-throughput SynthesisLead Compound DesignPotency OptimizationSafer Chemical SynthesisChemical Synthesis PlanningPyrazine ChemistryPyrrolidine Synthesis
is an important precursor to remdesivir. Initial results toward an efficient synthesis are disclosed consisting of sequential cyanation, amination, and triazine formation beginning from pyrrole. This route makes use of highly abundant, commoditized raw material inputs. The yield of triazine was doubled from 31% to 59%, and the synthetic step count was reduced from 4 to 2. These efforts help to secure the remdesivir supply chain.
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Dustin S. Siegel, Hon C. Hui, Edward Doerffler et al. · Journal of Medicinal Chemistry · 2017 · 665 citations · Full text
Qiang Yang, Min Sheng, James J. Henkelis et al. · Organic Process Research & Development · 2019 · 141 citations · Full text