2-Bromo-4-nitropyridine

Name: 2-Bromo-4-nitropyridine
Brand: ChemScene
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CAS No. 6945-67-1
Cat. No. CS-W015484
Purity≥97%
MDL No.MFCD03701383

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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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Structure of 6945-67-1

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General Information

CAS No. 6945-67-1
Cat. No. CS-W015484
Purity ≥97%
MDL No. MFCD03701383
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃BrN₂O₂
Molecular Weight 202.99
Synonym(s) 2-bromo-4-niropyridine; 2-Bromo-4-nitropyridine
SMILES O=[N+](C1=CC(Br)=NC=C1)[O-]

Description

2-Bromo-4-nitropyridine features a bromine atom at the 2-position and a nitro group at the 4-position on a pyridine ring, creating a highly functionalized heterocycle. This electronic asymmetry enables selective cross-coupling reactions in medicinal chemistry and materials synthesis. The molecule exhibits enhanced reactivity under standard palladium-catalyzed conditions while maintaining bench-stable handling characteristics.

Application

2-Bromo-4-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its reactive bromine and electron-deficient pyridine core. The nitro group enhances electrophilicity and provides a handle for subsequent reduction or functionalization. Its bench-stable nature and compatibility with diverse reaction conditions make it a practical choice for constructing complex pharmaceutical scaffolds and functionalized heterocycles.

Synthesis

Route1
- 52092-43-0
- ~89%
- In-stock
  
  6945-67-1
References
- RIGEL PHARMACEUTICALS, INC. Patent: WO2004/18463 A2, 2004 ; Location in patent: Page 42 ;
Route2
- 1124-33-0
- ~%
- In-stock
  
  6945-67-1
References
- Yakugaku Zasshi, , vol. 76, p. 1337,1340 Chem.Abstr., , p. 6639

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 56.03
LogP 1.7523
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-4-nitropyridine

CAS No. 6945-67-1

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