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CS-W001157 4
Total: USD 88.00

5-Bromo-2-(tert-butoxy)pyridine

  • CAS No. 850495-91-9

  • Cat. No. CS-0231666
  • Purity≥98%
  • MDL No.None

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

5-Bromo-2-(tert-butoxy)pyridine|CS-0231666

Structure of 850495-91-9

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General Information

  • CAS No. 850495-91-9
  • Cat. No. CS-0231666
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₂BrNO
  • Molecular Weight 230.10
  • Synonym(s) 5-BROMO-2-TERT-BUTOXY-PYRIDINE
  • SMILES CC(C)(C)OC1=NC=C(C=C1)Br

Description

5-Bromo-2-(tert-butoxy)pyridine features a sterically shielded tert-butoxy group at the 2-position, enhancing stability and solubility in organic media. The electron-deficient pyridine ring pairs with the bromo substituent at C5 to enable efficient coupling reactions. This bench-stable reagent integrates readily into cross-coupling protocols for constructing complex heterocyclic architectures under mild conditions.

Application

5-Bromo-2-(tert-butoxy)pyridine serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient access to functionalized pyridine scaffolds. The tert-butoxy group provides excellent stability and facilitates selective derivatization, while the bromide supports reliable Suzuki, Stille, and Negishi couplings. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Rocha, Silvia V.; Finney, Nathaniel S. Organic Letters, 2010 , vol. 12, # 11 p. 2598 - 2601
  • Route2
    • In-stock
      2,5-Dibromopyridine|CS-W001991
      624-28-2
    • null|null
      865-48-5
    • ~56%
    • In-stock
      5-Bromo-2-(tert-butoxy)pyridine|CS-0231666
      850495-91-9

    References

    • Wang, Po-Shih; Liang, Chih-Kai; Leung, Man-Kit Tetrahedron, 2005 , vol. 61, # 11 p. 2931 - 2939

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   22.12
  • LogP   3.0214
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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