2-Methyl-6-(trifluoromethyl)nicotinic acid

Name: 2-Methyl-6-(trifluoromethyl)nicotinic acid
Brand: ChemScene
Availability: InStock
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CAS No. 261635-93-2
Cat. No. CS-0152809
Purity≥98%
MDL No.MFCD01311990

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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-Methyl-6-(trifluoromethyl)nicotinic acid|CS-0152809

Structure of 261635-93-2

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General Information

CAS No. 261635-93-2
Cat. No. CS-0152809
Purity ≥98%
MDL No. MFCD01311990
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆F₃NO₂
Molecular Weight 205.13
Synonym(s) 2-Methyl-6-(trifluoromethyl)pyridine-3-carboxylic acid, 3-Carboxy-2-methyl-6-(trifluoromethyl)pyridine
SMILES CC1=NC(=CC=C1C(=O)O)C(F)(F)F

Description

2-Methyl-6-(trifluoromethyl)nicotinic acid features a sterically hindered trifluoromethyl group at the pyridine ring's para position, enhancing electron-withdrawing character and metabolic stability. This structural motif enables efficient integration into bioactive scaffolds, particularly in kinase inhibitors and medicinal chemistry libraries. The carboxylic acid functionality supports direct derivatization or salt formation for improved solubility and handling under standard conditions.

Application

2-Methyl-6-(trifluoromethyl)nicotinic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its electron-deficient pyridine core and orthogonal functional groups facilitate diverse transformations, including amidation, esterification, and Suzuki coupling. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the methyl substituent provides a handle for further derivatization. This compound exhibits good bench stability and is amenable to standard purification methods, making it well-suited for scalable synthesis workflows.

Synthesis

Route1
- 205582-88-3
- ~%
- In-stock
  
  261635-93-2
References
- Lahm, George P.; Selby, Thomas P.; Freudenberger, John H.; Stevenson, Thomas M.; Myers, Brian J.; Seburyamo, Gilles; Smith, Ben K.; Flexner, Lindsey; Clark, Christopher E.; Cordova, Daniel Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 22 p. 4898 - 4906

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 50.19
LogP 2.10702
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Methyl-6-(trifluoromethyl)nicotinic acid

CAS No. 261635-93-2

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