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CS-W001157 4
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Ethyl 2-(5-bromo-3-nitropyridin-2-yl)acetate

  • CAS No. 1211540-74-7

  • Cat. No. CS-0187397
  • Purity≥98%
  • MDL No.None

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

Ethyl 2-(5-bromo-3-nitropyridin-2-yl)acetate|CS-0187397

Structure of 1211540-74-7

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General Information

  • CAS No. 1211540-74-7
  • Cat. No. CS-0187397
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BrN₂O₄
  • Molecular Weight 289.08
  • Synonym(s) (5-BroMo-3-nitropyridin-2-yl)acetic acid ethyl ester
  • SMILES CCOC(=O)CC1=C(C=C(C=N1)Br)[N+](=O)[O-]

Description

Ethyl 2-(5-bromo-3-nitropyridin-2-yl)acetate features a brominated, nitro-substituted pyridine core paired with an ester-functionalized acetic acid side chain. This structure enables direct incorporation into cross-coupling reactions and serves as a key intermediate in the synthesis of bioactive heterocycles. The molecule exhibits bench-stable handling characteristics under standard conditions.

Application

Ethyl 2-(5-bromo-3-nitropyridin-2-yl)acetate serves as a versatile building block for the synthesis of functionalized pyridine derivatives. The molecule combines a bromo group for palladium-catalyzed cross-coupling and a nitro group amenable to reduction or substitution, enabling access to diverse heterocyclic scaffolds. Its stability under standard reaction conditions and ease of purification support reliable use in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • Diethyl 2-(5-bromo-3-nitropyridin-2-yl)malonate|CS-0541094
      911434-04-3
    • ~77%
    • In-stock
      Ethyl 2-(5-bromo-3-nitropyridin-2-yl)acetate|CS-0187397
      1211540-74-7

    References

    • Gonzalez-Lopez De Turiso, Felix; Shin, Youngsook; Brown, Matthew; Cardozo, Mario; Chen, Yi; Fong, David; Hao, Xiaolin; He, Xiao; Henne, Kirk; Hu, Yi-Ling; Johnson, Michael G.; Kohn, Todd; Lohman, Julia; McBride, Helen J.; McGee, Lawrence R.; Medina, Julio C.; Metz, Daniela; Miner, Kent; Mohn, Deanna; Pattaropong, Vatee; Seganish, Jennifer; Simard, Jillian L.; Wannberg, Sharon; Whittington, Douglas A.; Yu, Gang; Cushing, Timothy D. Journal of Medicinal Chemistry, 2012 , vol. 55, # 17 p. 7667 - 7685
  • Route2

    References

    • Gonzalez-Lopez De Turiso, Felix; Shin, Youngsook; Brown, Matthew; Cardozo, Mario; Chen, Yi; Fong, David; Hao, Xiaolin; He, Xiao; Henne, Kirk; Hu, Yi-Ling; Johnson, Michael G.; Kohn, Todd; Lohman, Julia; McBride, Helen J.; McGee, Lawrence R.; Medina, Julio C.; Metz, Daniela; Miner, Kent; Mohn, Deanna; Pattaropong, Vatee; Seganish, Jennifer; Simard, Jillian L.; Wannberg, Sharon; Whittington, Douglas A.; Yu, Gang; Cushing, Timothy D. Journal of Medicinal Chemistry, 2012 , vol. 55, # 17 p. 7667 - 7685

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   82.33
  • LogP   1.8579
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   4

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