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CS-W001157 4
Total: USD 88.00

Methyl 3-bromoisonicotinate

  • CAS No. 59786-31-1

  • Cat. No. CS-W004946
  • Purity≥97%
  • MDL No.MFCD03788226

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

Methyl 3-bromoisonicotinate|CS-W004946

Structure of 59786-31-1

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General Information

  • CAS No. 59786-31-1
  • Cat. No. CS-W004946
  • Purity ≥97%
  • MDL No. MFCD03788226
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrNO₂
  • Molecular Weight 216.03
  • Synonym(s) Methyl 3-Bromopyridine-4-carboxylate
  • SMILES O=C(OC)C1=CC=NC=C1Br

Description

Methyl 3-bromoisonicotinate is a bench-stable, moisture-tolerant building block featuring a brominated pyridine core. This electron-deficient heterocycle integrates readily into cross-coupling reactions and serves as a key intermediate in the synthesis of bioactive nitrogen-containing compounds.

Application

Methyl 3-bromoisonicotinate serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the C3 position of the pyridine ring. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, including Suzuki, Stille, and Negishi couplings, with high efficiency and functional group tolerance. The methyl ester group provides compatibility with standard reduction and hydrolysis protocols, allowing access to carboxylic acid derivatives. Bench-stable and readily purified by crystallization, it functions reliably in the construction of heterocyclic scaffolds and pharmaceutical intermediates.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      3-bromoisonicotinic acid|CS-W002194
      13959-02-9
    • ~60%
    • In-stock
      Methyl 3-bromoisonicotinate|CS-W004946
      59786-31-1

    References

    • Imbert, Thierry; Monse, Barbara; Koek, Wouter Patent: US2005/80085 A1, 2005 ; Location in patent: Page/Page column 12 ;
  • Route2
    • null|null
      124-38-9
    • null|null
      74-88-4
    • ~%
    • In-stock
      Methyl 3-bromoisonicotinate|CS-W004946
      59786-31-1

    References

    • WO2006/4195 A1, ; Page/Page column 70; 130 ; WO 2006/004195 A2
  • Route3

    References

    • US5294610 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   1.6307
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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