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CS-W001157 4
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5-Bromo-1-methyl-1,2-dihydropyridin-2-one

  • CAS No. 81971-39-3

  • Cat. No. CS-0046811
  • Purity≥97%
  • MDL No.None

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

5-Bromo-1-methyl-1,2-dihydropyridin-2-one|CS-0046811

Structure of 81971-39-3

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General Information

  • CAS No. 81971-39-3
  • Cat. No. CS-0046811
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrNO
  • Molecular Weight 188.02
  • Synonym(s) 5-Bromo-1-methylpyridin-2(1H)-one
  • SMILES O=C1N(C=C(C=C1)Br)C

Description

5-Bromo-1-methyl-1,2-dihydropyridin-2-one is a bench-stable heterocyclic building block featuring a brominated pyridinone core with a methyl group at the nitrogen. This electron-deficient scaffold integrates readily into cross-coupling reactions and serves as a key intermediate in medicinal chemistry for constructing bioactive scaffolds.

Application

5-Bromo-1-methyl-1,2-dihydropyridin-2-one serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyridine-based scaffolds through palladium-catalyzed cross-coupling reactions. Its bromine handle facilitates C–C bond formation under mild conditions, while the enaminone functionality offers compatibility with diverse functional groups and enhanced bench stability for routine synthetic workflows.

Synthesis

  • Route1

    References

    • Chemistry of Heterocyclic Compounds (New York, NY, United States), , vol. 18, # 12 p. 1284 - 1286 Khimiya Geterotsiklicheskikh Soedinenii, , vol. 18, # 12 p. 1662 - 1664
  • Route2

    References

    • WO2013/49565 A1, ;
  • Route3
    • In-stock
      5-Bromopyridin-2-ol|CS-D0987
      13466-38-1
    • null|null
      74-88-4
    • ~98%
    • In-stock
      5-Bromo-1-methyl-1,2-dihydropyridin-2-one|CS-0046811
      81971-39-3

    References

    • Vitae Pharmaceuticals, Inc.; Boehringer Ingelheim International GmbH Patent: US2010/331320 A1, 2010 ; Location in patent: Page/Page column 56 ;

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   22
  • LogP   1.1478
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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