2,6-Dibromo-N,N-dimethylpyridin-4-amine

Name: 2,6-Dibromo-N,N-dimethylpyridin-4-amine
Brand: ChemScene
Availability: InStock
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CAS No. 192447-58-8
Cat. No. CS-0161490
Purity≥97%
MDL No.MFCD28672017

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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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2,6-Dibromo-N,N-dimethylpyridin-4-amine|CS-0161490

Structure of 192447-58-8

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General Information

CAS No. 192447-58-8
Cat. No. CS-0161490
Purity ≥97%
MDL No. MFCD28672017
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈Br₂N₂
Molecular Weight 279.96
Synonym(s) None
SMILES CN(C)C1=CC(Br)=NC(Br)=C1

Description

2,6-Dibromo-N,N-dimethylpyridin-4-amine features two bromine substituents at the 2 and 6 positions of a pyridine ring, flanking a dimethylamino group at the 4-position. This electron-rich scaffold enables efficient coupling in cross-coupling reactions, particularly in Pd-catalyzed transformations. The steric shielding from the N,N-dimethyl groups enhances stability under reaction conditions. The molecule exhibits excellent solubility in common organic solvents, facilitating handling in synthetic workflows.

Application

2,6-Dibromo-N,N-dimethylpyridin-4-amine serves as a versatile building block for the synthesis of functionalized pyridine derivatives. The dibromo substitution pattern enables sequential cross-coupling reactions, while the N,N-dimethylamino group enhances electron density at C4, facilitating palladium-catalyzed coupling and enabling access to complex heterocyclic scaffolds used in medicinal chemistry and materials science. The compound exhibits good bench stability and is readily purified by column chromatography.

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-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 16.13
LogP 2.6726
H_Acceptors 2
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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2,6-Dibromo-N,N-dimethylpyridin-4-amine

CAS No. 192447-58-8

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