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CS-W001157 4
Total: USD 88.00

2-Bromo-4-(tert-butyl)pyridine

  • CAS No. 50488-34-1

  • Cat. No. CS-0119949
  • Purity≥95%
  • MDL No.MFCD11223221

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

2-Bromo-4-(tert-butyl)pyridine|CS-0119949

Structure of 50488-34-1

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General Information

  • CAS No. 50488-34-1
  • Cat. No. CS-0119949
  • Purity ≥95%
  • MDL No. MFCD11223221
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₂BrN
  • Molecular Weight None
  • Synonym(s) None
  • SMILES CC(C1=CC(Br)=NC=C1)(C)C

Description

2-Bromo-4-(tert-butyl)pyridine features a sterically hindered tert-butyl group flanking a brominated pyridine core, enhancing stability and directing regioselective coupling reactions. This bench-stable reagent integrates efficiently into cross-coupling protocols, enabling reliable construction of complex heteroaryl architectures in synthetic and medicinal chemistry workflows.

Application

2-Bromo-4-(tert-butyl)pyridine serves as a versatile building block in medicinal chemistry and catalysis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined reactivity at the C2 position. The tert-butyl group provides steric bulk and enhanced stability, improving handling and purification. Its compatibility with diverse functional groups facilitates efficient synthesis of substituted pyridines and complex heterocyclic scaffolds relevant to pharmaceutical development.

Synthesis

  • Route1
    • null|null
      23569-17-7
    • ~13%
    • In-stock
      2-Bromo-4-(tert-butyl)pyridine|CS-0119949
      50488-34-1

    References

    • Hendricks, Robert Than; Hermann, Johannes; Kondru, Rama; Lou, Yan; Lynch, Stephen M.; Owens, Timothy D.; Soth, Michael Patent: US2011/230462 A1, 2011 ; Location in patent: Page/Page column 97 ; US 20110230462 A1
  • Route2

    References

    • Peters, Martin; Breinbauer, Rolf Tetrahedron Letters, 2010 , vol. 51, # 50 p. 6622 - 6625
  • Route3
    • null|null
      87432-73-3
    • ~%
    • In-stock
      2-Bromo-4-(tert-butyl)pyridine|CS-0119949
      50488-34-1

    References

    • Taylor, Stephen L.; Lee, David Y.; Martin, J. C. Journal of Organic Chemistry, 1983 , vol. 48, # 22 p. 4156 - 4158

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.1416
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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