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CS-W001157 4
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6-Bromo-5-methoxypicolinic acid

  • CAS No. 54232-43-8

  • Cat. No. CS-0046118
  • Purity≥97%
  • MDL No.MFCD06655957

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

6-Bromo-5-methoxypicolinic acid|CS-0046118

Structure of 54232-43-8

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General Information

  • CAS No. 54232-43-8
  • Cat. No. CS-0046118
  • Purity ≥97%
  • MDL No. MFCD06655957
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrNO₃
  • Molecular Weight 232.03
  • Synonym(s) 6-Bromo-5-methoxypyridine-2-carboxylic acid
  • SMILES O=C(C1=NC(Br)=C(OC)C=C1)O

Description

6-Bromo-5-methoxypicolinic acid features a bromine substituent at the 6-position and a methoxy group at the 5-position on the picolinic acid scaffold. This combination imparts enhanced electrophilicity and modulates solubility, enabling efficient coupling in late-stage functionalization. The molecule exhibits bench-stable handling under standard conditions.

Application

6-Bromo-5-methoxypicolinic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its bromo group enables palladium-catalyzed cross-coupling reactions, while the methoxy and carboxylic acid functionalities offer orthogonal handles for further derivatization. The compound exhibits good bench stability and facilitates efficient functional group manipulation in standard synthetic workflows.

Synthesis

  • Route1
    • null|null
      672957-93-6
    • ~61%
    • In-stock
      6-Bromo-5-methoxypicolinic acid|CS-0046118
      54232-43-8

    References

    • F. HOFFMANN-LA ROCHE AG; BISSANTZ, Caterina; GRETHER, Uwe; HEBEISEN, Paul; KIMBARA, Atsushi; LIU, Qingping; NETTEKOVEN, Matthias; PRUNOTTO, Marco; ROEVER, Stephan; ROGERS-EVANS, Mark; SCHULZ-GASCH, Tanja; ULLMER, Christoph; WANG, Zhiwei; YANG, Wulun Patent: WO2012/168350 A1, 2012 ; Location in patent: Page/Page column 138 ; WO 2012/168350 A1
  • Route2

    References

    • Kelly, T. Ross; Lang, Fengrui Journal of Organic Chemistry, 1996 , vol. 61, # 14 p. 4623 - 4633
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 61, # 14 p. 4623 - 4633

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

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Computational Chemistry Data

  • TPSA   59.42
  • LogP   1.5509
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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