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Potassium (6-chloropyridin-3-yl)trifluoroborate

  • CAS No. 1235099-38-3

  • Cat. No. CS-0156780
  • Molecule weight219.44
  • Purity≥97%
  • MDL No.MFCD09993185

*For research and further manufacturing use only, not for direct human use.

Potassium (6-chloropyridin-3-yl)trifluoroborate|CS-0156780

Structure of 1235099-38-3

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General Information

  • CAS No. 1235099-38-3
  • Cat. No. CS-0156780
  • Purity ≥97%
  • MDL No. MFCD09993185
  • Storage Store at room temperature, keep dry and cool
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BClF₃KN
  • Molecular Weight 219.44
  • Synonym(s) Potassium 6-chloropyridine-3-trifluoroborate
  • SMILES C1=CC(=NC=C1[B-](F)(F)F)Cl.[K+]

Description

Potassium (6-chloropyridin-3-yl)trifluoroborate delivers a stable, bench-compatible boronate handle for cross-coupling reactions. The para-chloropyridine motif enables selective functionalization via palladium-catalyzed transformations. This reagent integrates cleanly into complex molecular architectures with minimal side reactivity.

Application

Potassium (6-chloropyridin-3-yl)trifluoroborate serves as a stable, bench-friendly boronate building block for palladium-catalyzed cross-coupling reactions. It enables efficient C–C bond formation with aryl, heteroaryl, and vinyl halides under standard Suzuki-Miyaura conditions. The trifluoroborate moiety provides excellent functional group tolerance and compatibility with diverse reaction substrates, facilitating the synthesis of complex pyridine-containing scaffolds relevant to pharmaceutical development.

Synthesis

  • Route1

    References

    • Bexrud, Jason; Lautens, Mark Organic Letters, 2010 , vol. 12, # 14 p. 3160 - 3163

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   -1.2066
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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