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CS-W001157 4
Total: USD 88.00

3-Methyl-5-nitropyridin-2(1H)-one

  • CAS No. 21901-34-8

  • Cat. No. CS-W014384
  • Purity≥98%
  • MDL No.MFCD03095073

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

3-Methyl-5-nitropyridin-2(1H)-one|CS-W014384

Structure of 21901-34-8

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General Information

  • CAS No. 21901-34-8
  • Cat. No. CS-W014384
  • Purity ≥98%
  • MDL No. MFCD03095073
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂O₃
  • Molecular Weight 154.12
  • Synonym(s) 3-Methyl-5-nitro-2-pyridone
  • SMILES O=C1C(C)=CC([N+]([O-])=O)=CN1

Description

Nalpha-Boc-Nμ-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzo[b]furan-5-sulfonyl)-L-arginine is used as a triflating reagent.

Application

3-Methyl-5-nitropyridin-2(1H)-one serves as a versatile building block in medicinal chemistry, enabling the synthesis of nitrogen-containing heterocycles via standard functional group manipulations. Its electron-deficient pyridinone core facilitates nucleophilic substitution and palladium-catalyzed coupling reactions, while the methyl and nitro groups offer orthogonal reactivity for downstream derivatization. The compound exhibits good bench stability and is amenable to purification by recrystallization or flash chromatography, supporting its use in scalable synthetic routes.

Synthesis

  • Route1

    References

    • Hartz, Richard A.; Ahuja, Vijay T.; Zhuo, Xiaoliang; Mattson, Ronald J.; Denhart, Derek J.; Deskus, Jeffrey A.; Vrudhula, Vivekananda M.; Pan, Senliang; Ditta, Jonathan L.; Shu, Yue-Zhong; Grace, James E.; Lentz, Kimberley A.; Lelas, Snjezana; Li, Yu-Wen; Molski, Thaddeus F.; Krishnananthan, Subramaniam; Wong, Henry; Qian-Cutrone, Jingfang; Schartman, Richard; Denton, Rex; Lodge, Nicholas J.; Zaczek, Robert; Macor, John E.; Bronson, Joanne J. Journal of Medicinal Chemistry, 2009 , vol. 52, # 23 p. 7653 - 7668
  • Route2
    • null|null
      5634-52-6
    • 5-Nitropyrimidine|CS-0078935
      14080-32-1
    • ~17%
    • In-stock
      3-Methyl-5-nitropyridin-2(1H)-one|CS-W014384
      21901-34-8

    References

    • Charushin, Valery N.; van der Plas, Henk C. Tetrahedron Letters, 1982 , vol. 23, # 38 p. 3965 - 3968
  • Route3
    • In-stock
      3-Methylpyridin-2(1H)-one|CS-W013671
      1003-56-1
    • null|null
      7697-37-2
    • ~%
    • In-stock
      3-Methyl-5-nitropyridin-2(1H)-one|CS-W014384
      21901-34-8

    References

    • Journal of Organic Chemistry, , vol. 14, p. 328,331

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-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   76
  • LogP   0.59152
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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