2-Chloro-6-methyl-4-(trifluoromethyl)pyridine

Name: 2-Chloro-6-methyl-4-(trifluoromethyl)pyridine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 22123-14-4
Cat. No. CS-W010615
Purity≥98%
MDL No.MFCD00052900

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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-Chloro-6-methyl-4-(trifluoromethyl)pyridine|CS-W010615

Structure of 22123-14-4

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General Information

CAS No. 22123-14-4
Cat. No. CS-W010615
Purity ≥98%
MDL No. MFCD00052900
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅ClF₃N
Molecular Weight 195.57
Synonym(s) 6-Chloro-4-(trifluoromethyl)-2-picoline
SMILES FC(C1=CC(Cl)=NC(C)=C1)(F)F

Description

2-Chloro-6-methyl-4-(trifluoromethyl)pyridine is a fluorinated heterocyclic scaffold featuring orthogonal reactivity at the chloro and trifluoromethyl positions. This electron-deficient pyridine integrates readily into cross-coupling reactions, enabling efficient access to functionalized aromatic systems under standard conditions. The methyl group enhances solubility and provides a handle for further derivatization.

Application

2-Chloro-6-methyl-4-(trifluoromethyl)pyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive C–Cl bond and electron-deficient pyridine core. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the methyl substituent provides steric and electronic modulation. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient synthesis of complex heterocyclic scaffolds relevant to pharmaceutical development.

Synthesis

Route1
- 676-58-4
- In-stock
  
  39890-98-7
- ~59%
- In-stock
  
  22123-14-4
References
- ISHIHARA SANGYO KAISHA, LTD. Patent: US2012/35372 A1, 2012 ; Location in patent: Page/Page column 3-4 ;
Route2
- 75-16-1
- In-stock
  
  39890-98-7
- ~73%
- In-stock
  
  22123-14-4
References
- ISHIHARA SANGYO KAISHA, LTD. Patent: US2012/35372 A1, 2012 ; Location in patent: Page/Page column 4 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2810
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 12.89
LogP 3.06222
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Drug Discovery Cancer Polθ

Key Words

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2-Chloro-6-methyl-4-(trifluoromethyl)pyridine

CAS No. 22123-14-4

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