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CS-W001157 4
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Methyl 2,6-dibromoisonicotinate

  • CAS No. 119308-57-5

  • Cat. No. CS-0049187
  • Purity≥98%
  • MDL No.MFCD11042543

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

Methyl 2,6-dibromoisonicotinate|CS-0049187

Structure of 119308-57-5

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General Information

  • CAS No. 119308-57-5
  • Cat. No. CS-0049187
  • Purity ≥98%
  • MDL No. MFCD11042543
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅Br₂NO₂
  • Molecular Weight 294.93
  • Synonym(s) Methyl 2,6-dibromopyridine-4-carboxylate
  • SMILES COC(=O)C1=CC(Br)=NC(Br)=C1

Description

Methyl 2,6-dibromoisonicotinate features two bromine atoms at the 2- and 6-positions of the isonicotinate ring, creating a highly electron-deficient pyridine core. This configuration enables direct functionalization in cross-coupling reactions and serves as a key building block for brominated heterocycles in medicinal chemistry and materials science. The methyl ester group provides a handle for further derivatization under standard conditions.

Application

Methyl 2,6-dibromoisonicotinate serves as a versatile building block for the synthesis of brominated heterocycles and functionalized pyridine derivatives. Its dual bromine substituents at the 2- and 6-positions enable selective cross-coupling reactions, facilitating the construction of complex scaffolds in medicinal chemistry and materials science. The methyl ester group provides a handle for further derivatization, while the compound exhibits good bench stability and ease of purification, making it well-suited for routine synthetic workflows.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      Citrazinic acid|CS-0067136
      99-11-6
    • ~79%
    • In-stock
      Methyl 2,6-dibromoisonicotinate|CS-0049187
      119308-57-5

    References

    • Meredith, Erik L.; Beattie, Kimberly; Burgis, Robin; Capparelli, Michael; Chapo, Joseph; Dipietro, Lucian; Gamber, Gabriel; Enyedy, Istvan; Hood, David B.; Hosagrahara, Vinayak; Jewell, Charles; Koch, Keith A.; Lee, Wendy; Lemon, Douglas D.; Mckinsey, Timothy A.; Miranda, Karl; Pagratis, Nikos; Phan, Dillon; Plato, Craig; Rao, Chang; Rozhitskaya, Olga; Soldermann, Nicolas; Springer, Clayton; Van Eis, Maurice; Vega, Richard B.; Yan, Wanlin; Zhu, Qingming; Monovich, Lauren G. Journal of Medicinal Chemistry, 2010 , vol. 53, # 15 p. 5422 - 5438
  • Route2

    References

    • US2010/331509 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   2.3932
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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