4,6-Dichloropyridin-2-amine

Name: 4,6-Dichloropyridin-2-amine
Brand: ChemScene
Availability: InStock
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CAS No. 116632-24-7
Cat. No. CS-W003134
Purity≥96%
MDL No.MFCD04037218

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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 116632-24-7

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General Information

CAS No. 116632-24-7
Cat. No. CS-W003134
Purity ≥96%
MDL No. MFCD04037218
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄Cl₂N₂
Molecular Weight 163.01
Synonym(s) 2-Amino-4,6-dichloropyridine
SMILES Clc1cc(N)nc(c1)Cl

Description

4,6-Dichloropyridin-2-amine features a pyridine core bearing two chlorine substituents at the 4 and 6 positions, enhancing electrophilic reactivity at the 2-position. This bench-stable scaffold integrates readily into pharmaceutical intermediates and functional materials, serving as a key building block in medicinal chemistry and cross-coupling applications.

Application

4,6-Dichloropyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. Its ortho-chlorine atoms facilitate selective functionalization, while the amine group provides a handle for derivatization. The compound exhibits excellent bench stability and compatibility with standard synthetic protocols, making it ideal for modular synthesis of bioactive molecules and API intermediates.

Synthesis

Route1
- In-stock
  
  16063-69-7
- ~67%
- In-stock
  
  2587-02-2
- In-stock
  
  116632-24-7
References
- Altenbach, Robert J.; Adair, Ronald M.; Bettencourt, Brian M.; Black, Lawrence A.; Fix-Stenzel, Shannon R.; Gopalakrishnan, Sujatha M.; Hsieh, Gin C.; Liu, Huaqing; Marsh, Kennan C.; McPherson, Michael J.; Milicic, Ivan; Miller, Thomas R.; Vortherms, Timothy A.; Warrior, Usha; Wetter, Jill M.; Wishart, Neil; Witte, David G.; Honore, Prisca; Esbenshade, Timothy A.; Hancock, Arthur A.; Brioni, Jorge D.; Cowart, Marlon D. Journal of Medicinal Chemistry, 2008 , vol. 51, # 20 p. 6571 - 6580

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 38.91
LogP 1.9706
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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4,6-Dichloropyridin-2-amine

CAS No. 116632-24-7

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