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CS-W001157 4
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Methyl 5-bromo-3-methylpyridine-2-carboxylate

  • CAS No. 213771-32-5

  • Cat. No. CS-W004188
  • Purity≥98%
  • MDL No.MFCD07375126

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

Methyl 5-bromo-3-methylpyridine-2-carboxylate|CS-W004188

Structure of 213771-32-5

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General Information

  • CAS No. 213771-32-5
  • Cat. No. CS-W004188
  • Purity ≥98%
  • MDL No. MFCD07375126
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈BrNO₂
  • Molecular Weight 230.06
  • Synonym(s) Methyl 5-bromo-3-methylpicolinate
  • SMILES COC(=O)c1ncc(cc1C)Br

Description

Methyl 5-bromo-3-methylpyridine-2-carboxylate features a pyridine core functionalized with bromo, methyl, and ester groups at strategic positions. This trifunctional scaffold enables direct coupling in cross-coupling reactions and serves as a key intermediate in the synthesis of bioactive heterocycles and pharmaceutical candidates. The molecule exhibits enhanced stability under standard bench conditions and compatibility with transition metal catalysis.

Application

Methyl 5-bromo-3-methylpyridine-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions at the bromo position. The methyl and ester groups provide orthogonal functionality for further derivatization, while the pyridine core offers favorable electronic properties for medicinal chemistry applications. Bench-stable and readily purified by column chromatography, it facilitates efficient access to substituted pyridine scaffolds relevant to agrochemical and pharmaceutical development.

Synthesis

  • Route1
    • In-stock
      5-Bromo-2-carboxy-3-methylpyridine|CS-W003404
      886365-43-1
    • null|null
      74-88-4
    • ~82%
    • In-stock
      Methyl 5-bromo-3-methylpyridine-2-carboxylate|CS-W004188
      213771-32-5

    References

    • Incyte Corporation; Huang, Taisheng; Feng, Hao; Kong, Lingquan; Wang, Anlai; Ye, Hai Fen Patent: US2013/96144 A1, 2013 ; Location in patent: Paragraph 0392; 0393 ;
  • Route2
    • null|null
      67-56-1
    • In-stock
      2,5-Dibromo-3-methylpyridine|CS-W009012
      3430-18-0
    • null|null
      201230-82-2
    • ~%
    • In-stock
      Methyl 5-bromo-3-methylpyridine-2-carboxylate|CS-W004188
      213771-32-5

    References

    • EP977739 B1, ; Page/Page column 9-10 ;
  • Route3
    • null|null
      67-56-1
    • In-stock
      5-Bromo-3-methylpicolinonitrile|CS-W003818
      156072-86-5
    • ~%
    • In-stock
      Methyl 5-bromo-3-methylpyridine-2-carboxylate|CS-W004188
      213771-32-5

    References

    • US2006/199817 A1, ; Page/Page column 27 ; US 20060199817 A1

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   1.93912
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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