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CS-W001157 4
Total: USD 88.00

Methyl 2-bromopyridine-4-carboxylate

  • CAS No. 26156-48-9

  • Cat. No. CS-W008679
  • Purity≥97%
  • MDL No.MFCD03791265

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

Methyl 2-bromopyridine-4-carboxylate|CS-W008679

Structure of 26156-48-9

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General Information

  • CAS No. 26156-48-9
  • Cat. No. CS-W008679
  • Purity ≥97%
  • MDL No. MFCD03791265
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrNO₂
  • Molecular Weight 216.03
  • Synonym(s) Methyl2-bromopyridine-4-carboxylate
  • SMILES O=C(C1=CC(Br)=NC=C1)OC

Description

Methyl 2-bromopyridine-4-carboxylate serves as a key building block in heterocyclic synthesis, featuring a brominated pyridine ring paired with a methyl ester group. This combination enables direct functionalization via cross-coupling reactions and facilitates selective derivatization under mild conditions. The molecule exhibits high stability and compatibility with transition-metal catalysis, making it ideal for constructing complex pharmaceutical intermediates and advanced materials.

Application

Methyl 2-bromopyridine-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its reactive bromine and ester functionalities. The molecule exhibits good bench stability and facilitates the construction of complex pyridine-based scaffolds commonly found in medicinal chemistry and agrochemical research. Its functional group tolerance supports downstream transformations including nucleophilic substitution and reduction.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      2-Bromoisonicotinic acid|CS-W002805
      66572-56-3
    • ~72%
    • In-stock
      Methyl 2-bromopyridine-4-carboxylate|CS-W008679
      26156-48-9

    References

    • PFIZER INC.; BAGLEY, Scott William; GRIFFITH, David Andrew; KUNG, Daniel Wei-Shung Patent: WO2011/58473 A1, 2011 ; Location in patent: Page/Page column 37 ;
  • Route2
    • null|null
      186581-53-3
    • In-stock
      2-Bromoisonicotinic acid|CS-W002805
      66572-56-3
    • ~%
    • In-stock
      Methyl 2-bromopyridine-4-carboxylate|CS-W008679
      26156-48-9

    References

    • Albaneze-Walker, Jennifer; Ceglia, Scott; Murry, Jerry Anthony; Soheili, Arash Patent: US2004/102472 A1, 2004 ; Location in patent: Page 35 ; US 20040102472 A1
  • Route3

    References

    • PFIZER INC.; BAGLEY, Scott William; GRIFFITH, David Andrew; KUNG, Daniel Wei-Shung Patent: WO2011/58473 A1, 2011 ;

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 : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-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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