6-Chloro-3-methylpicolinonitrile

Name: 6-Chloro-3-methylpicolinonitrile
Brand: ChemScene
Availability: InStock
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CAS No. 1201924-31-3
Cat. No. CS-W022483
Purity≥95%
MDL No.MFCD16658734

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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-3-methylpicolinonitrile|CS-W022483

Structure of 1201924-31-3

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General Information

CAS No. 1201924-31-3
Cat. No. CS-W022483
Purity ≥95%
MDL No. MFCD16658734
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅ClN₂
Molecular Weight None
Synonym(s) 6-Chloro-3-Methyl-pyridine-2-carbonitrile
SMILES N#CC1=NC(Cl)=CC=C1C

Description

6-Chloro-3-methylpicolinonitrile features a chlorine atom at the 6-position and a methyl group at the 3-position on a picolinonitrile scaffold. This electron-deficient heterocycle serves as a key building block in medicinal chemistry, enabling efficient coupling reactions via its nitrile and halogen functionalities.

Application

6-Chloro-3-methylpicolinonitrile serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles via palladium-catalyzed cross-coupling and nucleophilic substitution reactions. Its ortho-chloro and nitrile functionalities provide high reactivity for C–C and C–N bond formation, while the methyl group enhances metabolic stability. The compound exhibits excellent bench stability and is readily purified by flash chromatography, facilitating integration into multi-step synthesis workflows.

Synthesis

Route1
- 159727-88-5
- ~%
- In-stock
  
  1201924-31-3
References
- MERCK and CO., INC. Patent: WO2009/155156 A1, 2009 ; Location in patent: Page/Page column 62-63 ; WO 2009/155156 A1
Route2
- In-stock
  
  20970-75-6
- ~%
- In-stock
  
  1201924-31-3
References
- MERCK and CO., INC. Patent: WO2009/155156 A1, 2009 ; WO 2009/155156 A1

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 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-3-methylpicolinonitrile

CAS No. 1201924-31-3

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