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CS-W001157 4
Total: USD 88.00

3-Bromo-1-methyl-1,2-dihydropyridin-2-one

  • CAS No. 81971-38-2

  • Cat. No. CS-0051492
  • Purity≥96%
  • MDL No.MFCD11226865

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

3-Bromo-1-methyl-1,2-dihydropyridin-2-one|CS-0051492

Structure of 81971-38-2

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General Information

  • CAS No. 81971-38-2
  • Cat. No. CS-0051492
  • Purity ≥96%
  • MDL No. MFCD11226865
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrNO
  • Molecular Weight 188.02
  • Synonym(s) 3-Bromo-1-methylpyridin-2(1H)-one
  • SMILES CN1C=CC=C(Br)C1=O

Description

3-Bromo-1-methyl-1,2-dihydropyridin-2-one is a bench-stable, electron-deficient heterocycle featuring a bromine substituent at the 3-position and a methyl group at nitrogen. This structure enables direct functionalization in cross-coupling reactions and serves as a key intermediate in the synthesis of bioactive pyridine derivatives.

Application

3-Bromo-1-methyl-1,2-dihydropyridin-2-one serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyridones via palladium-catalyzed cross-coupling reactions. The bromine atom facilitates reliable C–C bond formation under standard Suzuki, Stille, or Negishi conditions, while the enaminone functionality supports further functionalization. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for modular synthesis of bioactive heterocycles and API intermediates.

Synthesis

  • Route1
    • In-stock
      3-Bromopyridin-2-ol|CS-W003045
      13466-43-8
    • null|null
      74-88-4
    • ~99%
    • In-stock
      3-Bromo-1-methyl-1,2-dihydropyridin-2-one|CS-0051492
      81971-38-2

    References

    • Becknell, Nadine C.; Lyons, Jacquelyn A.; Aimone, Lisa D.; Gruner, John A.; Mathiasen, Joanne R.; Raddatz, Rita; Hudkins, Robert L. Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 23 p. 7076 - 7080
  • Route2
    • In-stock
      3-Bromopyridin-2-ol|CS-W003045
      13466-43-8
    • null|null
      77-78-1
    • ~84%
    • In-stock
      3-Bromo-1-methyl-1,2-dihydropyridin-2-one|CS-0051492
      81971-38-2

    References

    • Tee, Oswald S.; Paventi, Martino Journal of the American Chemical Society, 1982 , vol. 104, # 15 p. 4142 - 4146
  • Route3
    • α-Pyridone Levetiracetam Impurity|CS-0213990
      142-08-5
    • ~%
    • In-stock
      3-Bromo-1-methyl-1,2-dihydropyridin-2-one|CS-0051492
      81971-38-2

    References

    • Elan Pharmaceuticals, Inc. Patent: US6465513 B1, 2002 ;

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-H320-H335
Precautionary Statements : P261-P280-P302+P352

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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