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A short synthesis of Dronedarone
Barbara Piotrkowska1, Sven Nerdinger2, Erwin Schreiner2
1Selvita Services sp. z o.o., Bobrzynskiego 14, Krakow 30-348, Poland.
Bioorganic & Medicinal Chemistry
|May 3, 2018
Summary
A modified Nenitzescu reaction efficiently synthesizes Dronedarone in two stages, achieving a 55% yield. This improved method avoids extra steps for benzofuran core decoration, simplifying Dronedarone production.
Area of Science:
- Organic Chemistry
- Medicinal Chemistry
Background:
- Dronedarone is an antiarrhythmic drug used to treat atrial fibrillation.
- Existing synthesis methods for Dronedarone can be lengthy and require additional steps for functionalization.
Purpose of the Study:
- To develop an improved and more efficient synthetic route for Dronedarone.
- To streamline the synthesis by avoiding post-modification of the benzofuran core.
Main Methods:
- A modified Nenitzescu reaction was employed.
- The synthesis involved reacting quinonimine 20 with 1,3-diketone 14 (R = CH2CH2CH2NBu2) in a two-stage process.
Main Results:
- The two-stage process yielded Dronedarone in an overall yield of nearly 55%.
- The method successfully produced Dronedarone without requiring extra steps for benzofuran core decoration.
Conclusions:
- The modified Nenitzescu reaction offers a significant improvement over existing methods for Dronedarone synthesis.
- This streamlined approach enhances efficiency and simplifies the production of Dronedarone.
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