4-Methyl-5-nitro-2-(trifluoromethyl)pyridine

Name: 4-Methyl-5-nitro-2-(trifluoromethyl)pyridine
Brand: ChemScene
Availability: InStock
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CAS No. 944317-53-7
Cat. No. CS-0029854
Purity≥97%
MDL No.MFCD11977456

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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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4-Methyl-5-nitro-2-(trifluoromethyl)pyridine|CS-0029854

Structure of 944317-53-7

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General Information

CAS No. 944317-53-7
Cat. No. CS-0029854
Purity ≥97%
MDL No. MFCD11977456
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅F₃N₂O₂
Molecular Weight None
Synonym(s) None
SMILES FC(C1=NC=C([N+]([O-])=O)C(C)=C1)(F)F

Description

4-Methyl-5-nitro-2-(trifluoromethyl)pyridine features a trifluoromethyl group at the 2-position and a nitro substituent at the 5-position, creating a highly electron-deficient pyridine core. This combination enhances its utility in cross-coupling reactions and as a building block for functionalized heterocycles in medicinal chemistry. The methyl group at the 4-position provides steric control and modulates reactivity. The molecule exhibits bench-stable handling under standard conditions.

Application

4-Methyl-5-nitro-2-(trifluoromethyl)pyridine serves as a versatile building block in medicinal chemistry, enabling efficient construction of functionalized heterocycles via cross-coupling and nucleophilic substitution. Its trifluoromethyl and nitro groups provide strong electron-withdrawing character, enhancing reactivity in palladium-catalyzed transformations. Bench-stable and readily purified by column chromatography, it facilitates scalable synthesis of advanced API intermediates.

Synthesis

Route1
- In-stock
  
  680-15-9
- In-stock
  
  23056-47-5
- ~34%
- In-stock
  
  944317-53-7
References
- Laboratoires Fournier SA Patent: US2012/302560 A1, 2012 ; Location in patent: Page/Page column 14 ;
Route2
- In-stock
  
  21901-40-6
- In-stock
  
  680-15-9
- ~%
- In-stock
  
  944317-53-7
References
- MERCK and CO., INC. Patent: WO2007/81569 A2, 2007 ; Location in patent: Page/Page column 59 ;

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-H320-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 56.03
LogP 2.31702
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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4-Methyl-5-nitro-2-(trifluoromethyl)pyridine

CAS No. 944317-53-7

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