3-Fluoro-2-pyridinecarbonitrile

CAS Number 97509-75-6

Chemistry Building Blocks, Fluorinated Building Blocks, Heterocyclic Building Blocks, Materials, Monomers

3-Fluoro-2-pyridinecarbonitrile CAS 97509-75-6

A fluorinated pyridinecarbonitrile building block

Used as a synthesis intermediate for APIs and phosphorescence dyes

Specifications | MSDS | Literature and Reviews

3-Fluoro-2-pyridinecarbonitrile (CAS number 97509-75-6) is a pyridine derivative having a fluorine and a nitrile group at 3- and 2-positions. 3-Fluoro-2-pyridinecarbonitrile can undergo different reactions, such as nucleophilic aromatic substitutions on the fluorine substituted carbon. It allows 3-fluoro-2-pyridinecarbonitrile to attach to chromophores like carbazoles, for synthesising aggregation-induced emission molecules. Such method is also applied to pharmaceutical compounds, by attaching 3-fluoro-2-pyridinecarbonitrile to negative allosteric modulator small molecules leading to an improved binding affinity to glutamate receptors for the treatment of central nervous system diseases.

3-Fluoro-2-pyridinecarbonitrile is also used to prepare tetrazine through bioorthogonal chemistry with hydrazine. The as-synthesised tetrazines facilitate additional reactions, including tetrazine ligation and [4+1] cycloaddition.

Multiple functional groups

For facile synthesis

Fluorinated picolinonitrile building block

For AIE materials, medicinal chemistry and biochemistry research

Worldwide shipping

Quick and reliable shipping

High purity

>97% High purity

General Information

CAS Number	97509-75-6
Chemical Formula	C₆H₃FN₂
Full Name	3-Fluoro-2-pyridinecarbonitrile
Molecular Weight	122.10 g/mol
Synonyms	2-Cyano-3-fluoropyridine, 3-fluoropicolinonitrile, 3-Fluoro-pyridine-2-carbonitrile
Classification / Family	Fluorinated building blocks, Heterocyclic building blocks, APIs, Aggregation-induced emission materials, Phosphorescence

Chemical Structure

Product Details

Purity	97%
Melting Point	T_m = 27 °C – 32 °C
Appearance	White crystals

MSDS Documentation

3-Fluoro-2-pyridinecarbonitrile MSDS Sheet

Literature and Reviews

Enabling in vivo photocatalytic activation of rapid bioorthogonal chemistry by repurposing silicon-rhodamine fluorophores as cytocompatible far-red photocatalysts, C. Wang et al., J. Am. Chem. Soc., 143(28), 10793–10803(2021); DOI: 10.1021/jacs.1c05547.
Sonogashira cross-coupling reaction of bromocyanofluoropyridine nuclei: access to 5- and 6-alkynylfluoropyridinamidoximes scaffolds, F. Razafindrainibe et al., Eur. J. Org. Chem., 2021, 4393(2021); DOI: 10.1002/ejoc.202100563.
A readily obtained alternative of 1H-benzo[f]indole towards room temperature ultralong organic phosphorescence, X. Fu et al., Chem. Mater., 35(1), 347–357(2023); DOI: 10.1021/acs.chemmater.2c03484.

Development of a scaleable synthesis of NDT 9533750, a key intermediate to a series of novel subtype preferring GABA_A partial agonists, Y. Xu et al., Org. Process Res. Dev., 11, 716–720(2007); DOI: 10.1021/op700084h.
N-Acyl-N′-arylpiperazines as negative allosteric modulators of mGlu1: identification of VU0469650, a potent and selective tool compound with CNS exposure in rats, K. Lovell et al., Bioorg. Med. Chem. Lett., 23(13), 3713&ndash3718(2013); DOI: 10.1016/j.bmcl.2013.05.020.