2-Amino-5-bromo-3-nitropyridine

Name: 2-Amino-5-bromo-3-nitropyridine
Brand: ChemScene
Availability: InStock
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CAS No. 6945-68-2
Cat. No. CS-W002231
Purity≥98%
MDL No.MFCD00047441

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-Amino-5-bromo-3-nitropyridine|CS-W002231

Structure of 6945-68-2

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General Information

CAS No. 6945-68-2
Cat. No. CS-W002231
Purity ≥98%
MDL No. MFCD00047441
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄BrN₃O₂
Molecular Weight 218.01
Synonym(s) 5-Bromo-3-nitro-2-pyridinamine
SMILES O=[N+]([O-])C1=C(N)N=CC(Br)=C1

Description

2-Amino-5-bromo-3-nitropyridine features a trifunctional pyridine core with electron-withdrawing nitro and bromo groups flanking a nucleophilic amino substituent. This combination enables direct coupling reactions and facilitates regioselective functionalization in heterocyclic synthesis. The molecule exhibits bench-stable handling characteristics and integrates readily into complex molecular architectures under standard conditions.

Application

2-Amino-5-bromo-3-nitropyridine serves as a versatile building block for heterocyclic synthesis, enabling efficient access to functionalized pyridine scaffolds. The amino group facilitates nucleophilic substitution and coupling reactions, while the bromo and nitro functionalities provide orthogonal handles for cross-coupling and selective reduction. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  1072-97-5
- ~88%
- In-stock
  
  6945-68-2
References
- Epa, Kanishka; Aakeroey, Christer B.; Desper, John; Rayat, Sundeep; Chandra, Kusum Lata; Cruz-Cabeza, Aurora J. Chemical Communications, 2013 , vol. 49, # 72 p. 7929 - 7931
Route2
- In-stock
  
  1072-98-6
- ~%
- 5409-39-2
- In-stock
  
  6945-68-2
References
- US5624935 A1, ;
Route3
- 170158-61-9
- ~%
- In-stock
  
  6945-68-2
References
- Polish Journal of Chemistry, , vol. 69, # 4 p. 605 - 611

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 82.05
LogP 1.3345
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Amine

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Amino-5-bromo-3-nitropyridine

CAS No. 6945-68-2

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