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CS-W001157 4
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Ethyl 2-(3-bromopyridin-2-yl)acetate

  • CAS No. 197376-41-3

  • Cat. No. CS-0041501
  • Purity≥98%
  • MDL No.MFCD10566269

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

Ethyl 2-(3-bromopyridin-2-yl)acetate|CS-0041501

Structure of 197376-41-3

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General Information

  • CAS No. 197376-41-3
  • Cat. No. CS-0041501
  • Purity ≥98%
  • MDL No. MFCD10566269
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀BrNO₂
  • Molecular Weight 244.09
  • Synonym(s) Ethyl 2-(3-Bromo-2-pyridyl)acetate
  • SMILES CCOC(=O)CC1=NC=CC=C1Br

Description

Ethyl 2-(3-bromopyridin-2-yl)acetate features a pyridine ring flanked by a bromine atom and an ester-functionalized acetyl side chain, enabling direct incorporation into cross-coupling reactions. The electron-deficient pyridine moiety enhances reactivity in palladium-catalyzed transformations, while the ethyl ester group offers stability and ease of manipulation under standard conditions. This compound serves as a key intermediate for synthesizing bioactive heterocycles and pharmaceutical scaffolds.

Application

Ethyl 2-(3-bromopyridin-2-yl)acetate serves as a versatile building block for constructing pyridine-based scaffolds in medicinal chemistry and catalytic cross-coupling reactions. The bromo group enables reliable Suzuki, Stille, or Negishi coupling, while the ester functionality offers compatibility with reduction, hydrolysis, and further functionalization. Bench-stable and readily purified by column chromatography, it facilitates efficient access to biologically relevant heterocycles and API intermediates.

Synthesis

  • Route1
    • In-stock
      3-Bromo-2-methylpyridine|CS-W002494
      38749-79-0
    • null|null
      105-58-8
    • ~%
    • In-stock
      Ethyl 2-(3-bromopyridin-2-yl)acetate|CS-0041501
      197376-41-3

    References

    • Bremner; Dunn; Wilson; Sturrock; Wishart Synthesis, 1997 , # 8 p. 949 - 952

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   39.19
  • LogP   1.9497
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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