2,6-Dichloro-3-cyanopyridine

Name: 2,6-Dichloro-3-cyanopyridine
Brand: ChemScene
Availability: InStock
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CAS No. 40381-90-6
Cat. No. CS-W003041
Purity≥98%
MDL No.MFCD03411341

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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 40381-90-6

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General Information

CAS No. 40381-90-6
Cat. No. CS-W003041
Purity ≥98%
MDL No. MFCD03411341
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂Cl₂N₂
Molecular Weight 173.00
Synonym(s) 2,6-Dichloropyridine-3-carbonitrile
SMILES ClC1=NC(Cl)=C(C#N)C=C1

Description

2,6-Dichloro-3-cyanopyridine is a versatile heterocyclic building block featuring two chlorines at the 2 and 6 positions flanking a cyano group at the 3 position. This electronic configuration imparts strong electron-withdrawing character, enabling efficient coupling reactions in pharmaceutical and agrochemical synthesis. The molecule exhibits excellent stability under standard bench conditions and facilitates selective functionalization at the pyridine ring.

Application

2,6-Dichloro-3-cyanopyridine serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds via nucleophilic aromatic substitution. The dichloro pattern provides orthogonal reactivity at C2 and C6, while the cyano group offers a handle for further functionalization. Its bench-stable nature and compatibility with standard coupling conditions make it well-suited for medicinal chemistry and process development workflows.

Synthesis

Route1
- 76175-82-1
- ~87%
- In-stock
  
  40381-90-6
References
- Nuss, John M.; Harrison, Stephen D.; Ring, David B.; Boyce, Rustum S.; Johnson, Kirk; Pfister, Keith B.; Ramurthy, Savithri; Seely, Lynn; Wagman, Allan S.; Desai, Manjo; Levine, Barry H. Patent: US2002/156087 A1, 2002 ; US 20020156087 A1
Route2
- 91467-46-8
- ~%
- In-stock
  
  40381-90-6
References
- Player, Mark R.; Lu, Tianbao; Hu, Huaping; Zhu, Xizhen; Teleha, Christopher; Kreutter, Kevin Patent: US2007/225282 A1, 2007 ; Location in patent: Page/Page column 31-32 ; US 20070225282 A1
Route3
- In-stock
  
  62068-78-4
- ~30%
- In-stock
  
  40381-90-6
References
- Bach, Peter; Marczynke, Michaela; Giordanetto, Fabrizio European Journal of Organic Chemistry, 2012 , # 35 p. 6940 - 6952

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 36.68
LogP 2.26008
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Chloride

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

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2,6-Dichloro-3-cyanopyridine

CAS No. 40381-90-6

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