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CS-W001157 4
Total: USD 88.00

3-Bromo-6-ethoxypyridine

  • CAS No. 55849-30-4

  • Cat. No. CS-0014710
  • Purity≥97%
  • MDL No.MFCD00234311

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

3-Bromo-6-ethoxypyridine|CS-0014710

Structure of 55849-30-4

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General Information

  • CAS No. 55849-30-4
  • Cat. No. CS-0014710
  • Purity ≥97%
  • MDL No. MFCD00234311
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BrNO
  • Molecular Weight 202.05
  • Synonym(s) 5-Bromo-2-ethoxypyridine
  • SMILES BrC1=CN=C(OCC)C=C1

Description

3-Bromo-6-ethoxypyridine features a pyridine core functionalized with bromine at the 3-position and ethoxy at the 6-position, enabling direct coupling in cross-coupling reactions. The electron-deficient ring facilitates palladium-catalyzed transformations, while the ethoxy group enhances solubility and modulates reactivity. This compound serves as a key intermediate in pharmaceutical synthesis.

Application

3-Bromo-6-ethoxypyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity profile. The bromo group facilitates C–C bond formation under standard Suzuki, Stille, or Negishi conditions, while the ethoxy substituent provides moderate electron-withdrawing character and enhances solubility. This compound exhibits bench stability, ease of handling, and compatibility with common protecting group strategies, making it suitable for iterative synthesis of complex heterocyclic scaffolds.

Synthesis

  • Route1
    • In-stock
      2,5-Dibromopyridine|CS-W001991
      624-28-2
    • null|null
      64-17-5
    • ~96%
    • In-stock
      3-Bromo-6-ethoxypyridine|CS-0014710
      55849-30-4

    References

    • PROGENICS PHARMACEUTICALS, INC. Patent: WO2009/155527 A2, 2009 ; Location in patent: Page/Page column 127 ; WO 2009/155527 A2
  • Route2
    • In-stock
      2,5-Dibromopyridine|CS-W001991
      624-28-2
    • null|null
      141-52-6
    • ~89%
    • In-stock
      3-Bromo-6-ethoxypyridine|CS-0014710
      55849-30-4

    References

    • PFIZER PRODUCTS INC. Patent: WO2006/106416 A1, 2006 ; Location in patent: Page/Page column 36 ; WO 2006/106416 A1
  • Route3

    References

    • US2002/37889 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H317-H318-H335
Precautionary Statements : P261-P264-P270-P271-P272-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   22.12
  • LogP   2.2428
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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