Methyl 6-fluoropyridine-2-carboxylate

CAS Number 455-71-0

Methyl 6-fluoropyridine-2-carboxylate CAS 455-71-0

A fluorinated picolinate building block

Serves as a synthesis intermediate for APIs, metal-chelating ligands and catalysts

Overview
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Methyl 6-fluoropyridine-2-carboxylate (CAS number 455-71-0, also known as methyl 6-fluoropicolinate, is a pyridine derivative with a methyl carboxylate at 2-position and a fluoride at 6-position. Methyl 6-fluoropyridine-2-carboxylate is readily used to functionalise molecular scaffolds for synthesising active pharmaceutical ingredients (APIs), through nucleophilic aromatic substitution on the fluoride group. A selective antagonist of BCL-X_L for chronic lymphocytic leukaemia treatment is synthesised from methyl 6-fluoropyridine-2-carboxylate, showing a potency of 14 nM.

Once methyl 6-fluoropyridine-2-carboxylate is hydrolysed, it becomes a bidentate chelating agent. A Ru-fluoropyridine-2-carboxylate complex shows cytotoxicity of 27.5 µM in antitumour activity. Hydrolysed methyl 6-fluoropyridine-2-carboxylate is also employed as a ligand in palladium-catalysed C-H acetoxylation of arenes.

Multiple functional groups

For facile synthesis

Fluorinated pyridine building block

For drug discovery, medicinal chemistry and biochemistry research

Worldwide shipping

Quick and reliable shipping

High purity

>98% High purity

General Information

CAS Number	455-71-0
Chemical Formula	C₇H₆FNO₂
Full Name	Methyl 6-fluoro-2-pyridinecarboxylate
Molecular Weight	155.13 g/mol
Synonyms	Methyl 6-fluoropicolinate, 6-Fluoro-2-pyridinecarboxylic acid methyl ester
Classification / Family	Fluorinated building blocks, Pyridine building blocks, Ligands, Catalysts, APIs

Chemical Structure

Product Details

Purity	98%
Melting Point	T_m = 51 °C – 55 °C
Appearance	Off-white crystals

MSDS Documentation

Methyl 6-fluoropyridine-2-carboxylate MSDS Sheet

Literature and Reviews

Ligand-promoted palladium-catalyzed C-H acetoxylation of simple arenes, C. Valderas et al., ChemCatChem, 8, 3213(2016); DOI: 10.1002/cctc.201600757.
Mono- and binuclear Ru(II) arene complexes with (fluoro substituted) picolinic acid: Synthesis, characterization and cytotoxicity, S. Nikolić et al., J. Organomet. Chem., 902, 120966(2019); DOI: 10.1016/j.jorganchem.2019.120966.
Structure-guided rescaffolding of selective antagonists of BCL-X_L, ACS Med. Chem. Lett., 5, 662–667(2014); DOI: 10.1021/ml500030p.

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