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CS-W001157 4
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Methyl 5-bromo-6-hydroxynicotinate

  • CAS No. 381247-99-0

  • Cat. No. CS-0061828
  • Purity≥97%
  • MDL No.None

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

Methyl 5-bromo-6-hydroxynicotinate|CS-0061828

Structure of 381247-99-0

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General Information

  • CAS No. 381247-99-0
  • Cat. No. CS-0061828
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrNO₃
  • Molecular Weight 232.03
  • Synonym(s) methyl 5-bromo-6-oxo-1H-pyridine-3-carboxylate
  • SMILES COC(=O)C1=CC(=C(N=C1)O)Br

Description

Methyl 5-bromo-6-hydroxynicotinate features a brominated pyridine core with complementary hydroxyl and ester functionalities. This bifunctional scaffold enables direct coupling in cross-coupling reactions and serves as a key intermediate in the synthesis of bioactive heterocycles. The molecule exhibits favorable solubility in common organic solvents and stability under standard bench conditions, facilitating its use in medicinal chemistry and process development workflows.

Application

Methyl 5-bromo-6-hydroxynicotinate serves as a versatile building block in heterocyclic synthesis, enabling selective functionalization at the C5 and C6 positions. The bromo group facilitates palladium-catalyzed cross-coupling reactions, while the hydroxyl function supports derivatization or protection strategies. Its bench-stable nature and compatibility with standard purification methods make it well-suited for iterative synthesis workflows in medicinal chemistry and API development.

Synthesis

  • Route1

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2009/106885 A1, 2009 ; Location in patent: Page/Page column 296-297 ; WO 2009/106885 A1
  • Route2
    • null|null
      67-56-1
    • In-stock
      5-Bromo-6-hydroxynicotinic acid|CS-W003480
      41668-13-7
    • ~%
    • In-stock
      Methyl 5-bromo-6-hydroxynicotinate|CS-0061828
      381247-99-0

    References

    • CHONG KUN DANG PHARMACEUTICAL CORP.; Lee, SeoHee; Oh, Jung Taek; Lee, JaeKwang; Lee, JaeWon; Bae, Suyeal; Ha, Nina; Lee, Sera Patent: US2014/31335 A1, 2014 ; Location in patent: Paragraph 0042; 0562; 0563 ;
  • Route3
    • 6-Hydroxynicotinic acid Avatrombopag Impurity|CS-0377520
      5006-66-6
    • ~%
    • In-stock
      Methyl 5-bromo-6-hydroxynicotinate|CS-0061828
      381247-99-0

    References

    • CHONG KUN DANG PHARMACEUTICAL CORP.; Lee, SeoHee; Oh, Jung Taek; Lee, JaeKwang; Lee, JaeWon; Bae, Suyeal; Ha, Nina; Lee, Sera Patent: US2014/31335 A1, 2014 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   59.42
  • LogP   1.3363
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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