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Continuous Flow Synthesis of Telmisartan enabled by SiliaCat DPP-Pd

SiliaCat DPP-Pd promotes the key Suzuki coupling step in the synthesis of Telmisartan, an antihypertensive drug, under continuous flow conditions.
Telmisartan (Micardis) is an antihypertensive drug that recently lost patent protection in the United States. Hence, there is interest in the development of novel synthetic schemes for this molecule. The classical batch approach was modified to a flow process, thus telescoping three steps (N-alkylation, saponification, Suzuki coupling) without isolation of intermediates or solvent exchange. The key Suzuki coupling, which previously used PdCl2dppf under homogeneous, batch conditions, was enabled by SiliaCat DPP-Pd. The heterogenous catalyst was packed in a flow cartridge mounted on a ThalesNano X-Cube. This new strategy cleanly yielded Talmisartan in 81% yield (1 mg/min) over three steps in 97% purity after simple aqueous workup.
Keywords:
Flow chemistry, bioactive compounds, Suzuki coupling, Telmisartan
Publication | A Flow-based Synthesis of Telmisartan |
Authors | Alex D. Martin, Ali R. Siamaki, Katherine Belecki, B. Frank Gupton |
Organization | Department of Chemistry and Department of Chemical and Life Science Engineering Virginia Commonwealth University 601 W. Main St. Richmond Virginia 23284 United States |
Source | Journal of Flow Chemistry Akadémiai Kiadó 2062-249X (Print) 2063-0212 (Online) Flow Chemistry Pages 1-1 |
Date | 2015 |
Reaction scheme | ![]() |
Full publication | http://www.akademiai.com/doi/abs/10.1556/JFC-D-15-00002 |
SiliaCat DPP-Pd


The significant costs associated with precious metal catalysts and their undesired tendency to remain in organic products has generated interest for an increase in reactivity and ways to recover and reuse these metals.
SiliaCat DPP-Pd is a unique diphenylphosphine palladium (II) heterogeneous catalysts made from a leach-resistant organoceramic matrix.
SiliaCat DPP-Pd features include:
- Ease of handling (no static charge) and purification
- Accurate Loading
- High Reactivity
- Can be used in microwaves reactors
- Suitable for continuous process catalysis (FLOW)
- No swelling, solvent independency, mechanical and thermal stability
- Leach-resistant & reusable
- Air stable, inert conditions not needed
- Scalable
SiliaCat DPP-Pd is an effective and useful palladium catalyst (but not limited to) for couping reactions such as Suzuki, Heck Sonogashira, Kumada, Stille and Buchwald amination.
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