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CS-W001157 4
Total: USD 88.00

2-Bromo-6-nitropyridine

  • CAS No. 21203-78-1

  • Cat. No. CS-W009162
  • Purity≥97%
  • MDL No.MFCD00234012

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

2-Bromo-6-nitropyridine|CS-W009162

Structure of 21203-78-1

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General Information

  • CAS No. 21203-78-1
  • Cat. No. CS-W009162
  • Purity ≥97%
  • MDL No. MFCD00234012
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrN₂O₂
  • Molecular Weight 202.99
  • Synonym(s) 2-bromo-6-nitro-pyridin
  • SMILES O=[N+](C1=CC=CC(Br)=N1)[O-]

Description

2-Bromo-6-nitropyridine features a strategically positioned bromine atom and nitro group on the pyridine ring, enabling selective functionalization in cross-coupling reactions. This electron-deficient heteroaryl halide exhibits enhanced reactivity in palladium-catalyzed transformations, delivering access to complex nitrogen-containing architectures under standard conditions.

Application

2-Bromo-6-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal reactivity profile. The bromine and nitro groups facilitate sequential functionalization, with the nitro group amenable to reduction and subsequent derivatization. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • De Bettencourt-Dias, Ana; Bauer, Sebastian; Viswanathan, Subha; Maull, Brandi C.; Ako, Ayuk M. Dalton Transactions, 2012 , vol. 41, # 36 p. 11212 - 11218

Safety Information

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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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   56.03
  • LogP   1.7523
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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