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

Name: 2,6-dichloro-N,N-dimethylpyridin-4-amine
Brand: ChemScene
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CAS No. 175461-34-4
Cat. No. CS-0061711
Purity≥98%
MDL No.None

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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-dichloro-N,N-dimethylpyridin-4-amine|CS-0061711

Structure of 175461-34-4

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General Information

CAS No. 175461-34-4
Cat. No. CS-0061711
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈Cl₂N₂
Molecular Weight 191.06
Synonym(s) (2,6-DICHLORO-PYRIDIN-4-YL)-DIMETHYL-AMINE
SMILES CN(C)C1=CC(=NC(=C1)Cl)Cl

Description

2,6-Dichloro-N,N-dimethylpyridin-4-amine features a pyridine core bearing two ortho-chloro substituents and a dimethylamino group at the 4-position, delivering enhanced electron-withdrawing character. This configuration enables efficient coupling in cross-coupling reactions, particularly in Pd-catalyzed processes where steric and electronic balance improves reaction kinetics. The molecule exhibits excellent bench stability and handles well under standard conditions.

Application

2,6-Dichloro-N,N-dimethylpyridin-4-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. The dichloro substitution pattern provides orthogonal reactivity for sequential functionalization, while the dimethylamino group enhances solubility and facilitates purification. Bench-stable and compatible with standard synthetic workflows, it functions reliably in the synthesis of bioactive molecules and complex intermediates.

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-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 16.13
LogP 2.4544
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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

CAS No. 175461-34-4

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