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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Facile and Scalable Methodology for the Pyrrolo[2,1-f][1,2,4]triazine of Remdesivir
Sarabindu Roy1, Ajay Yadaw1, Subho Roy1
1Kolkata - R&D Centre, TCG Lifesciences Private Limited, Chemistry, Block BN, Plot 7, Salt Lake Electronics Complex, Sector V, Kolkata, West Bengal 700091, India.
Abstract:
Pyrrolo[2,1-f][1,2,4]triazine (1) is an important regulatory starting material in the production of the antiviral drug remdesivir. Compound 1 was produced through a newly developed synthetic methodology utilizing simple building blocks such as pyrrole, chloramine, and formamidine acetate by examining the mechanistic pathway for the process optimization exercise. Triazine 1 was obtained in 55% overall yield in a two-vessel-operated process. This work describes the safety of the process, impurity profiles and control, and efforts toward the scale-up of triazine for the preparation of kilogram quantity.
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