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CS-W001157 4
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5-Chloro-2-nitropyridine

  • CAS No. 52092-47-4

  • Cat. No. CS-W002991
  • Purity≥98%
  • MDL No.MFCD03092916

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

5-Chloro-2-nitropyridine|CS-W002991

Structure of 52092-47-4

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General Information

  • CAS No. 52092-47-4
  • Cat. No. CS-W002991
  • Purity ≥98%
  • MDL No. MFCD03092916
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃ClN₂O₂
  • Molecular Weight 158.54
  • Synonym(s) 2-Nitro-5-chloropyridine; 5-Chloro-2-nitropyridine
  • SMILES O=[N+](C1=NC=C(Cl)C=C1)[O-]

Description

5-Chloro-2-nitropyridine is a bench-stable heterocyclic building block featuring a chloro group at the 5-position and a nitro group at the 2-position of the pyridine ring. This electronic configuration enables selective functionalization in cross-coupling and nucleophilic substitution reactions, facilitating access to advanced pharmaceutical intermediates and agrochemical scaffolds under standard conditions.

Application

5-Chloro-2-nitropyridine serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds via cross-coupling and nucleophilic substitution reactions. Its orthogonal reactivity—nitro group reduction followed by cyclization or direct functionalization—facilitates rapid diversification of pyridine-based architectures. Bench-stable and compatible with standard synthetic workflows, it supports scalable synthesis of API intermediates and advanced pharmaceutical candidates.

Synthesis

  • Route1

    References

    • Kowa Company, Ltd. Patent: US6849647 B1, 2005 ; Location in patent: Page/Page column 145 ;
  • Route2
    • null|null
      134251-85-7
    • ~61%
    • In-stock
      5-Chloro-2-nitropyridine|CS-W002991
      52092-47-4
    • null|null
      134251-87-9

    References

    • Rakitin, O. A.; Vlasova, O. G.; Khmel'nitskii, L. I.; Falyakhov, I. F.; Sobachkina, T. N. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1990 , vol. 26, # 11 p. 1281 - 1283 Khimiya Geterotsiklicheskikh Soedinenii, 1990 , # 11 p. 1536 - 1538
  • Route3

    References

    • Czuba; Plazek Recueil des Travaux Chimiques des Pays-Bas, 1958 , vol. 77, p. 92,95

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335-H410
Precautionary Statements : P261-P264-P270-P271-P273-P280-P302+P352-P304+P340-P330-P362+P364-P391-P405-P501

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Computational Chemistry Data

  • TPSA   56.03
  • LogP   1.6432
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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