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CS-W001157 4
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Lithium hydrogen(5-chloropyridin-2-yl)boronate

  • CAS No. 652148-91-9

  • Cat. No. CS-W017966
  • Purity≥95%
  • MDL No.MFCD07368862

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

Lithium hydrogen(5-chloropyridin-2-yl)boronate|CS-W017966

Structure of 652148-91-9

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General Information

  • CAS No. 652148-91-9
  • Cat. No. CS-W017966
  • Purity ≥95%
  • MDL No. MFCD07368862
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄BClLiNO₂
  • Molecular Weight None
  • Synonym(s) acide (5-chloropyridin-2-yl)boronique
  • SMILES ClC1=CN=C(B([O-])O)C=C1.[Li+]

Description

Lithium hydrogen(5-chloropyridin-2-yl)boronate features a boronate moiety tethered to a chloropyridine ring, enabling direct functionalization in cross-coupling reactions. The electron-deficient pyridine core enhances reactivity in palladium-catalyzed processes, while the bench-stable boronate group facilitates handling under standard conditions. This reagent integrates seamlessly into synthetic sequences requiring selective C–C bond formation.

Application

Lithium hydrogen(5-chloropyridin-2-yl)boronate serves as a versatile boron building block for Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The 5-chloropyridin-2-yl moiety provides a robust platform for further functionalization and is compatible with diverse reaction partners. Its bench-stable nature and high reactivity facilitate reliable synthesis of substituted pyridine derivatives, commonly encountered in pharmaceutical and agrochemical scaffolds.

Synthesis

  • Route1

    References

    • Tetrahedron, , vol. 59, # 50 p. 10043 - 10049

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 : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   56.18
  • LogP   -4.2132
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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