Practical Synthesis of Ethyl 3-Fluoro-1-pyrrole-2-carboxylate: A Key Fragment of a Potent Drug Candidate against Hepatitis B Virus

Adeline René , Maxime Quilan , Yicheng Deng , Yang Cheng , Christopher Teleha , Pierre Raboisson , Jean-François Bonfanti , Jérôme Fortin , André. Charette , Xavier Pannecoucke (1) , Thomas Poisson (1) , Philippe Jubault (1)

1 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse

We report herein the development of two efficient synthetic routes for the preparation of a key fragment required for the synthesis of potent drug candidates of Hepatitis B virus. The ethyl 3-fluoro-1-H-pyrrole-2-carboxylate scaffold was synthesized from readily available starting materials in good overall yields. The scalability of one of the developed routes was demonstrated and afforded the desired target in good yield and excellent purity (99%).

Domains: Chemical Sciences

Adeline René, Maxime Quilan, Yicheng Deng, Yang Cheng, Christopher Teleha, et al.. Practical Synthesis of Ethyl 3-Fluoro-1-pyrrole-2-carboxylate: A Key Fragment of a Potent Drug Candidate against Hepatitis B Virus. Organic Process Research and Development, 2019, 24 (5), pp.792-801. ⟨10.1021/acs.oprd.9b00382⟩. ⟨hal-02364011⟩