6-Chloro-5-methylpyridine-2-carbonitrile

Name: 6-Chloro-5-methylpyridine-2-carbonitrile
Brand: ChemScene
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CAS No. 875293-89-3
Cat. No. CS-0153456
Purity≥97%
MDL No.MFCD18257989

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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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6-Chloro-5-methylpyridine-2-carbonitrile|CS-0153456

Structure of 875293-89-3

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General Information

CAS No. 875293-89-3
Cat. No. CS-0153456
Purity ≥97%
MDL No. MFCD18257989
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅ClN₂
Molecular Weight 152.58
Synonym(s) 6-chloro-5-Methyl-pyridine-2-carbonitrile
SMILES CC1=C(Cl)N=C(C=C1)C#N

Description

6-Chloro-5-methylpyridine-2-carbonitrile features a pyridine core functionalized with chlorine, methyl, and nitrile groups at strategic positions, enabling selective coupling in medicinal chemistry. The electron-deficient ring facilitates nucleophilic substitution, while the nitrile group serves as a handle for derivatization. This scaffold delivers enhanced metabolic stability and tunable lipophilicity in bioactive molecule design.

Application

6-Chloro-5-methylpyridine-2-carbonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis. Its orthogonal functionality—combining a chloropyridine, methyl group, and nitrile—enables diverse downstream transformations via nucleophilic substitution, metal-catalyzed coupling, and heterocycle elaboration. The molecule exhibits excellent bench stability and facilitates efficient purification, making it well-suited for multi-step synthetic sequences requiring functional group tolerance and predictable reactivity.

Synthesis

Route1
- In-stock
  
  1620-77-5
- ~%
- In-stock
  
  875293-89-3
References
- Bissantz, Caterina; Grether, Uwe; Hebeisen, Paul; Kimbara, Atsushi; Liu, Qingping; Nettekoven, Matthias; Prunotto, Marco; Roever, Stephan; Rogers-Evans, Mark; Schulz-Gasch, Tanja; Ullmer, Christoph; Wang, Zhiwei; Yang, Wulun Patent: US2012/316147 A1, 2012 ;
Route2
- In-stock
  
  2369-19-9
- ~%
- In-stock
  
  875293-89-3
References
- Bissantz, Caterina; Grether, Uwe; Hebeisen, Paul; Kimbara, Atsushi; Liu, Qingping; Nettekoven, Matthias; Prunotto, Marco; Roever, Stephan; Rogers-Evans, Mark; Schulz-Gasch, Tanja; Ullmer, Christoph; Wang, Zhiwei; Yang, Wulun Patent: US2012/316147 A1, 2012 ;

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

Quality Control

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Computational Chemistry Data

TPSA 36.68
LogP 1.9151
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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6-Chloro-5-methylpyridine-2-carbonitrile

CAS No. 875293-89-3

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