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CS-W001157 4
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Methyl 2-(5-bromopyridin-2-yl)acetate

  • CAS No. 917023-06-4

  • Cat. No. CS-0036244
  • Purity≥98%
  • MDL No.MFCD12031821

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

Methyl 2-(5-bromopyridin-2-yl)acetate|CS-0036244

Structure of 917023-06-4

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General Information

  • CAS No. 917023-06-4
  • Cat. No. CS-0036244
  • Purity ≥98%
  • MDL No. MFCD12031821
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈BrNO₂
  • Molecular Weight 230.06
  • Synonym(s) (5-bromo-2-pyridinyl)-acetic acid methyl ester
  • SMILES COC(=O)CC1=NC=C(C=C1)Br

Description

Methyl 2-(5-bromopyridin-2-yl)acetate features a brominated pyridine ring linked to a methyl acetate group, enabling direct incorporation into cross-coupling reactions. The electron-deficient pyridine moiety enhances reactivity in palladium-catalyzed transformations, while the ester functionality offers synthetic versatility for downstream derivatization. This bench-stable compound serves as a key building block for pharmaceutical intermediates and functional materials.

Application

Methyl 2-(5-bromopyridin-2-yl)acetate serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation in the synthesis of biologically active heterocycles. The bromopyridine moiety facilitates Suzuki, Stille, and Negishi couplings, while the ester group offers compatibility with reduction and functionalization protocols. Its bench-stable nature and straightforward purification make it ideal for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      192642-83-4
    • null|null
      18107-18-1
    • ~69%
    • In-stock
      Methyl 2-(5-bromopyridin-2-yl)acetate|CS-0036244
      917023-06-4

    References

    • CHUGAI SEIYAKU KABUSHIKI KAISHA Patent: EP1894911 A1, 2008 ; Location in patent: Page/Page column 82 ;
  • Route2
    • null|null
      67-56-1
    • In-stock
      5-Bromo-2-pyridineacetic acid|CS-W008991
      192642-85-6
    • ~92%
    • In-stock
      Methyl 2-(5-bromopyridin-2-yl)acetate|CS-0036244
      917023-06-4

    References

    • Liang, Chungen; Tang, Guozhi; Wong, Jason Christopher; Wu, Xihan Patent: US2010/69328 A1, 2010 ; Location in patent: Page/Page column 36 ;
  • Route3

    References

    • AFRAXIS, INC.; CAMPBELL, David; DURÓN, Sergio, G. Patent: WO2013/43232 A2, 2013 ; WO 2013/043232 A2

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   1.5596
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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