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CS-W001157 4
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5-Bromo-2-(tert-butyl)pyridine

  • CAS No. 39919-58-9

  • Cat. No. CS-0119390
  • Purity≥96%
  • MDL No.None

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

5-Bromo-2-(tert-butyl)pyridine|CS-0119390

Structure of 39919-58-9

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General Information

  • CAS No. 39919-58-9
  • Cat. No. CS-0119390
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₂BrN
  • Molecular Weight 214.10
  • Synonym(s) 5-Bromo-2-tert-butylpyridine
  • SMILES CC(C1=NC=C(Br)C=C1)(C)C

Description

5-Bromo-2-(tert-butyl)pyridine features a sterically hindered tert-butyl group at the pyridine 2-position, enhancing stability and reducing unwanted side reactions. The bromine substituent at the 5-position enables efficient cross-coupling transformations, facilitating the construction of complex heteroaromatic scaffolds in medicinal chemistry and materials science applications.

Application

5-Bromo-2-(tert-butyl)pyridine serves as a versatile building block in cross-coupling chemistry, enabling efficient Suzuki and Stille reactions due to its stable bromine handle and sterically protected pyridine core. The tert-butyl group enhances solubility and bench stability while minimizing undesired side reactions. This compound functions effectively in the synthesis of functionalized heterocycles and pharmaceutical intermediates under standard catalytic conditions.

Synthesis

  • Route1

    References

    • Pfizer, Inc. Patent: US2006/211741 A1, 2006 ; Location in patent: Page/Page column 61 ;

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

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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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