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CS-W001157 4
Total: USD 88.00

4-Bromo-2-ethylpyridine

  • CAS No. 156761-88-5

  • Cat. No. CS-0035828
  • Purity≥97%
  • MDL No.None

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

4-Bromo-2-ethylpyridine|CS-0035828

Structure of 156761-88-5

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General Information

  • CAS No. 156761-88-5
  • Cat. No. CS-0035828
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BrN
  • Molecular Weight 186.05
  • Synonym(s) 4-bromo-2-ethyl-pyridine
  • SMILES CCC1=NC=CC(=C1)Br

Description

4-Bromo-2-ethylpyridine is a halogenated pyridine derivative featuring a bromine atom at the 4-position and an ethyl group at the 2-position. This configuration imparts enhanced reactivity in cross-coupling transformations, enabling efficient integration into complex heterocyclic architectures. The molecule exhibits favorable stability under standard handling conditions and demonstrates compatibility with palladium-catalyzed reactions.

Application

4-Bromo-2-ethylpyridine serves as a versatile building block in medicinal chemistry and catalytic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined halogen reactivity. The ethyl group at the 2-position provides steric and electronic modulation, enhancing regioselectivity in further functionalization. Its bench-stable nature and compatibility with common protecting groups facilitate efficient downstream transformations, making it a reliable scaffold for heterocyclic compound construction.

Synthesis

  • Route1
    • null|null
      925-90-6
    • In-stock
      4-Bromopyridine hydrochloride|CS-M3060
      19524-06-2
    • ~64%
    • In-stock
      4-Bromo-2-ethylpyridine|CS-0035828
      156761-88-5

    References

    • ELI LILLY AND COMPANY Patent: WO2006/91671 A1, 2006 ; Location in patent: Page/Page column 26 ; WO 2006/091671 A1
  • Route2
    • 2-Ethyl-4-nitropyridine|CS-1149822
      101860-96-2
    • ~63%
    • In-stock
      4-Bromo-2-ethylpyridine|CS-0035828
      156761-88-5

    References

    • PFIZER INC. Patent: WO2004/74270 A2, 2004 ; Location in patent: Page 190 ;
  • Route3

    References

    • Zhurnal Obshchei Khimii, , vol. 29, p. 915,918; engl. Ausg. S. 898

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   2.4065
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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