2-Bromo-3-methyl-5-nitropyridine

Name: 2-Bromo-3-methyl-5-nitropyridine
Brand: ChemScene
Availability: InStock
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CAS No. 23132-21-0
Cat. No. CS-D0964
Molecule weight217.02
Purity≥98%
MDL No.MFCD03095065

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Bromo-3-methyl-5-nitropyridine|CS-D0964

Structure of 23132-21-0

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General Information

CAS No. 23132-21-0
Cat. No. CS-D0964
Purity ≥98%
MDL No. MFCD03095065
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrN₂O₂
Molecular Weight 217.02
Synonym(s) 2-Bromo-5-nitro-3-picoline; 2-Bromo-3-methyl-5-nitropyridine
SMILES O=[N+](C1=CN=C(Br)C(C)=C1)[O-]

Description

2-Bromo-3-methyl-5-nitropyridine features a strategically positioned bromine atom flanked by electron-withdrawing nitro and methyl groups, enabling direct functionalization in cross-coupling reactions. The pyridine core provides enhanced solubility and stability under standard conditions, facilitating efficient integration into complex heterocyclic scaffolds for medicinal chemistry applications.

Application

2-Bromo-3-methyl-5-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined electrophilic sites. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the nitro and methyl functionalities offer orthogonal reactivity for sequential functionalization. Its bench-stable nature and compatibility with common protecting group strategies make it suitable for iterative synthesis of complex pyridine-based scaffolds used in medicinal chemistry and agrochemical development.

Synthesis

Route1
- In-stock
  
  21901-34-8
- ~10%
- In-stock
  
  23132-21-0
References
- THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING/MCGILL UNIVERSITY; TSANTRIZOS, Youla, S.; DE SCHUTTER, Joris, Wim; LIN, Yih-Shyan Patent: WO2011/147038 A1, 2011 ; Location in patent: Page/Page column 57 ;

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

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Computational Chemistry Data

TPSA 56.03
LogP 2.06072
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-3-methyl-5-nitropyridine

CAS No. 23132-21-0

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