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CS-W001157 4
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5-Bromo-1,3-dimethyl-2-pyridone

  • CAS No. 51417-13-1

  • Cat. No. CS-0040848
  • Purity≥97%
  • MDL No.MFCD16658881

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

5-Bromo-1,3-dimethyl-2-pyridone|CS-0040848

Structure of 51417-13-1

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General Information

  • CAS No. 51417-13-1
  • Cat. No. CS-0040848
  • Purity ≥97%
  • MDL No. MFCD16658881
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BrNO
  • Molecular Weight 202.05
  • Synonym(s) 5-bromo-1,3-dimethyl-pyridin-2-one
  • SMILES O=C1C(C)=CC(Br)=CN1C

Description

5-Bromo-1,3-dimethyl-2-pyridone features a brominated pyridone core with methyl groups at positions 1 and 3, delivering enhanced stability and tunable reactivity. This electron-deficient heterocycle integrates readily into cross-coupling reactions and serves as a key scaffold in medicinal chemistry. The bromine moiety enables further functionalization via palladium-catalyzed transformations.

Application

5-Bromo-1,3-dimethyl-2-pyridone serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. The bromine substituent enables palladium-catalyzed cross-coupling reactions, while the 2-pyridone core provides a stable, electron-deficient platform for further functionalization. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient access to complex pyridone-based scaffolds used in pharmaceutical development.

Synthesis

  • Route1
    • In-stock
      5-Bromopyridin-2-ol|CS-D0987
      13466-38-1
    • null|null
      74-88-4
    • ~%
    • In-stock
      5-Bromo-1,3-dimethyl-2-pyridone|CS-0040848
      51417-13-1

    References

    • INTELLKINE, LLC; INFINITY PHARMACEUTICALS, INC.; CASTRO, Alfredo C.; EVANS, Catherine A.; JANARDANANNAIR, Somarajannair; LESCARBEAU, Andre; LIU, Tao; SNYDER, Daniel A.; TREMBLAY, Martin R.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina Patent: US2013/53362 A1, 2013 ; Location in patent: Paragraph 1001; 1002 ;
  • Route2
    • In-stock
      3,5-Dibromo-1-methylpyridin-2-one|CS-D1344
      14529-54-5
    • null|null
      75-16-1
    • ~81%
    • In-stock
      5-Bromo-1,3-dimethyl-2-pyridone|CS-0040848
      51417-13-1

    References

    • Malhotra, Sushant; Seng, Pamela S.; Koenig, Stefan G.; Deese, Alan J.; Ford, Kevin A. Organic Letters, 2013 , vol. 15, # 14 p. 3698 - 3701
  • Route3

    References

    • Ashton, Wallace T.; Sisco, Rosemary M.; Kieczykowski, Gerard R.; Yang, Yi Tien; Yudkovitz, Joel B.; Cui, Jisong; Mount, George R.; Ren, Rena Ning; Wu, Tsuei-Ju; Shen, Xiaolan; Lyons, Kathryn A.; Mao, An-Hua; Carlin, Josephine R.; Karanam, Bindhu V.; Vincent, Stella H.; Cheng, Kang; Goulet, Mark T. Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 19 p. 2597 - 2602

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
Precautionary Statements : P264-P270-P301+P310-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   22
  • LogP   1.45622
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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