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5-Bromo-6-methylnicotinic acid

  • CAS No. 1190862-72-6

  • Cat. No. CS-D0307
  • Purity≥95%
  • MDL No.MFCD18257500

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

5-Bromo-6-methylnicotinic acid|CS-D0307

Structure of 1190862-72-6

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General Information

  • CAS No. 1190862-72-6
  • Cat. No. CS-D0307
  • Purity ≥95%
  • MDL No. MFCD18257500
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrNO₂
  • Molecular Weight 216.03
  • Synonym(s) 5-bromo-6-methylpyridine-3-carboxylic acid
  • SMILES O=C(O)C1=CN=C(C)C(Br)=C1

Description

5-Bromo-6-methylnicotinic acid features a bromine substituent at the 5-position and a methyl group at the 6-position of the nicotinic acid scaffold. This electron-deficient heterocycle integrates readily into synthetic routes requiring steric and electronic modulation, offering enhanced stability under standard conditions.

Application

5-Bromo-6-methylnicotinic acid serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the 3-position via palladium-catalyzed cross-coupling. The bromine substituent provides high reactivity in Suzuki, Stille, and Negishi reactions, while the methyl group enhances metabolic stability and lipophilicity. Bench-stable and readily purified by recrystallization, it functions effectively in the synthesis of heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1
    • Ethyl 5-bromo-6-methylnicotinate|CS-0187414
      1190862-70-4
    • ~43%
    • In-stock
      5-Bromo-6-methylnicotinic acid|CS-D0307
      1190862-72-6

    References

    • Laboratorios Almirall, S.A. Patent: EP2108641 A1, 2009 ; Location in patent: Page/Page column 55-56 ;

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   50.19
  • LogP   1.85072
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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