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CS-W001157 4
Total: USD 88.00

(5-Cyclopropylpyridin-3-yl)boronic acid

  • CAS No. 1044210-58-3

  • Cat. No. CS-0127893
  • Purity≥95%
  • MDL No.MFCD11870259

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

(5-Cyclopropylpyridin-3-yl)boronic acid|CS-0127893

Structure of 1044210-58-3

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General Information

  • CAS No. 1044210-58-3
  • Cat. No. CS-0127893
  • Purity ≥95%
  • MDL No. MFCD11870259
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀BNO₂
  • Molecular Weight 162.98
  • Synonym(s) 5-Cyclopropylpyridin-3-ylboronic acid
  • SMILES OB(C1=CC(C2CC2)=CN=C1)O

Description

This boronate moiety features a cyclopropyl-substituted pyridine core, delivering enhanced stability and solubility in polar solvents. The electron-deficient heteroaryl framework enables efficient Suzuki-Miyaura cross-coupling under standard conditions, facilitating rapid access to biologically relevant scaffolds with minimal protodeboronation.

Application

(5-Cyclopropylpyridin-3-yl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl architectures. The cyclopropyl group enhances metabolic stability and modulates electronic properties, while the boronic acid functionality offers excellent bench stability and compatibility with diverse reaction conditions. Its robustness and predictable reactivity make it a practical choice for medicinal chemistry campaigns and process-scale synthesis.

Synthesis

  • Route1
    • null|null
      5419-55-6
    • In-stock
      3-Bromo-5-cyclopropylpyridine|CS-0042831
      1044210-57-2
    • ~%
    • In-stock
      (5-Cyclopropylpyridin-3-yl)boronic acid|CS-0127893
      1044210-58-3

    References

    • US2010/16298 A1, ; Page/Page column 205 ;
  • Route2

    References

    • HOUSEY, Gerard, M. Patent: WO2008/91681 A2, 2008 ; Location in patent: Page/Page column 242-243 ;
  • Route3
    • null|null
      5419-55-6
    • In-stock
      3-Bromo-5-cyclopropylpyridine|CS-0042831
      1044210-57-2
    • ~%
    • In-stock
      (5-Cyclopropylpyridin-3-yl)boronic acid|CS-0127893
      1044210-58-3

    References

    • Housey, Gerad M. Patent: US2010/16298 A1, 2010 ; Location in patent: Page/Page column 205 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   53.35
  • LogP   -0.3612
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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