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Pyridin-3-yl trifluoromethanesulfonate
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CAS No. 107658-27-5
- Cat. No. CS-0440501
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 107658-27-5
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General Information
- CAS No. 107658-27-5
- Cat. No. CS-0440501
- Purity ≥98%
- MDL No. None
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₄F₃NO₃S
- Molecular Weight 227.16
- Synonym(s) Trifluoromethanesulfonic Acid 3-Pyridyl Ester
- SMILES C1=CC(=CN=C1)OS(=O)(=O)C(F)(F)F
Description
Pyridin-3-yl trifluoromethanesulfonate serves as a stable, bench-ready pyridyl transfer reagent. This electrophilic triflate integrates efficiently into cross-coupling protocols, enabling direct installation of the 3-pyridyl group under mild conditions. The trifluoromethanesulfonyl moiety ensures excellent leaving group capability, while the pyridine ring offers defined electronic and steric character for selective functionalization in complex molecular architectures.
Application
Pyridin-3-yl trifluoromethanesulfonate serves as a versatile arylating agent in palladium-catalyzed cross-coupling reactions. Its triflate leaving group enables efficient C–C bond formation under mild conditions, facilitating the construction of biaryl scaffolds with high functional group tolerance. The pyridyl moiety enhances solubility and stability during storage and reaction setup, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.
Synthesis
Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319
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Precautionary Statements : P264-P280-P302+P352-P362+P364
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Quality Control
Computational Chemistry Data
- TPSA 56.26
- LogP 1.31
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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