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CS-W001157 4
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6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one

  • CAS No. 1190319-62-0

  • Cat. No. CS-W006294
  • Purity≥95%
  • MDL No.MFCD12963039

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

6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one|CS-W006294

Structure of 1190319-62-0

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General Information

  • CAS No. 1190319-62-0
  • Cat. No. CS-W006294
  • Purity ≥95%
  • MDL No. MFCD12963039
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrN₂O
  • Molecular Weight 213.03
  • Synonym(s) 6-Bromo-1,3-dihydropyrrolo[3,2-b]pyridin-2-one
  • SMILES O=C1CC2=NC=C(C=C2N1)Br

Description

6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one is a bench-stable heterocyclic building block featuring a brominated pyrrolopyridinone core. This electron-deficient scaffold integrates readily into cross-coupling reactions and serves as a key intermediate in the synthesis of bioactive molecules and functional materials.

Application

6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one serves as a versatile building block for the synthesis of nitrogen-containing heterocycles and pharmaceutical intermediates. The bromo group enables palladium-catalyzed cross-coupling reactions, while the lactam functionality offers site-specific derivatization and hydrogen bonding capacity. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      1190862-16-8
    • ~60%
    • In-stock
      6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one|CS-W006294
      1190319-62-0

    References

    • Eastwood, Paul; Gonzalez, Jacob; Gomez, Elena; Caturla, Francisco; Balague, Cristina; Orellana, Adelina; Dominguez, Maria Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 18 p. 5270 - 5273
  • Route2
    • Ethyl 2-(3-amino-5-bromopyridin-2-yl)acetate|CS-0506701
      1379312-86-3
    • ~91%
    • In-stock
      6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one|CS-W006294
      1190319-62-0

    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
  • Route3

    References

    • Journal of Medicinal Chemistry, , 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   41.99
  • LogP   1.3387
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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