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CS-W001157 4
Total: USD 88.00

6-Bromo-3-nitropyridin-2-amine

  • CAS No. 84487-04-7

  • Cat. No. CS-W022461
  • Purity≥96%
  • MDL No.MFCD07774108

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

6-Bromo-3-nitropyridin-2-amine|CS-W022461

Structure of 84487-04-7

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General Information

  • CAS No. 84487-04-7
  • Cat. No. CS-W022461
  • Purity ≥96%
  • MDL No. MFCD07774108
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄BrN₃O₂
  • Molecular Weight 218.01
  • Synonym(s) 2-pyridinamine, 6-bromo-3-nitro-; 6-Bromo-3-nitropyridin-2-amine
  • SMILES NC1=NC(Br)=CC=C1[N+]([O-])=O

Description

6-Bromo-3-nitropyridin-2-amine features a bromine atom at the 6-position and a nitro group at the 3-position on a pyridine scaffold bearing an amino substituent at the 2-position. This electron-deficient heterocycle integrates readily into cross-coupling reactions, enabling efficient access to complex nitrogen-containing architectures under standard conditions.

Application

6-Bromo-3-nitropyridin-2-amine serves as a versatile building block for heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its bromine and amino functionalities. The nitro group facilitates selective reduction or electrophilic substitution, while the molecule exhibits good bench stability and ease of purification. This compound functions effectively in the construction of advanced pharmaceutical scaffolds and functionalized pyridine derivatives under standard reaction conditions.

Synthesis

  • Route1

    References

    • BANYU PHARMACEUTICAL CO., LTD. Patent: WO2004/2986 A2, 2004 ; Location in patent: Page 127-128 ; WO 2004/002986 A2
  • Route2

    References

    • US6348474 B1, ; Page column 136 ;
  • Route3

    References

    • Arienti, Kristen L.; Axe, Frank U.; Breitenbucher, J. Guy; Huang, Liming; Lee, Alice; McClure, Kelly J. Patent: US2003/176438 A1, 2003 ;

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-H317-H319
Precautionary Statements : P261-P264-P270-P272-P280-P301+P310-P302+P352-P305+P351+P338-P330-P337+P313-P362+P364-P501

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Computational Chemistry Data

  • TPSA   82.05
  • LogP   1.3345
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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