2-Amino-3-fluoropyridine

CAS Number 21717-95-3

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

A fluorinated aminopyridine building block

Used as a precursor for bicyclic heterocycles and a building block for introducing a fluorinated pyridine moiety

Overview
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2-Amino-3-fluoropyridine (CAS number 21717-95-3) is derived from pyridine having an amine and a fluorine at 2- and 3-positions. 2-Amino-3-fluoropyridine can be readily introduced to molecular scaffolds by reductive amination and nucleophilic substitution. The modification by 2-amino-3-fluoropyridine has shown a significant enhancement in antitumor activity, compared with the mother molecules. It is suggested that the 2-amino-3-fluoropyridine moiety forms a π–π interaction with the arginine residue in the protein sequence, leading to improved inhibitory.

Furthermore, 2-amino-3-fluoropyridine is also used to synthesise bicyclic heterocycles such as imidazopyridines for pharmaceutical active ingredients through Baylis-Hillman reaction.

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	21717-95-3
Chemical Formula	C₅H₅FN₂
Full Name	2-Amino-3-fluoropyridine
Molecular Weight	112.11 g/mol
Synonyms	3-Fluoro-2-pyridinamine
Classification / Family	Fluorinated building blocks, Heterocyclic building blocks, APIs, Bicyclic heterocycles

Chemical Structure

Product Details

Purity	98%
Melting Point	T_m = 41 °C – 45 °C
Appearance	White powder/chunks

MSDS Documentation

2-Amino-3-fluoropyridine MSDS Sheet

Literature and Reviews

Multicomponent approach for the synthesis of substituted 1,8-naphthyridine derivatives catalyzed by N-bromosulfonamides, R. Ghorbani-Vaghei et al., Synthesis, 49(04), 763–769(2017); DOI: 10.1055/s-0036-1588886.
Identification of N-methyl nicotinamide and N-methyl pyridazine-3-carboxamide pseudokinase domain ligands as highly selective allosteric inhibitors of tyrosine kinase 2 (TYK2), R. Moslin et al., J. Med. Chem., 62(20), 8953–8972(2019); DOI: 10.1021/acs.jmedchem.9b00443.
Studies on condensed-heterocyclic azolium cephalosporins I. Synthesis and antibacterial activity of 7β-[2-(2-aminothiazol-4-yl)-2(Z)-alkoxyiminoacetamido]-3-(imidazo[1,2-a]pyridinium-1-yl)methyl-3-cephem-4-carboxylates, T. Nishimura et al., J. Antibiot.,44(12), 1371–1393(1991); DOI: 10.7164/antibiotics.44.1371.
Involvement of RPL11 in the enhancement of P53 stability by a podophyllum derivative, a topoisomerase II inhibitor, H. Wang et al., Cell Biol. Int., 42, 121–129(2018); DOI: 10.1002/cbin.10877
Synthesis of imidazopyridines from the Morita-Baylis-Hillman acetates of nitroalkenes and convenient access to alpidem and zolpidem, D. Nair et al., Org. Lett., 14(17), 4580–4583(2012); DOI: 10.1021/ol3020418.

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