5-Bromo-2-fluoropyridine

CAS Number 766-11-0

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

A di-halogenated pyridine derivative

Applied as a molecular scaffold for APIs in drug discovery and semiconductors intermediates in OLEDs

Overview
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5-Bromo-2-fluoropyridine (CAS number 766-11-0) is a halogenated pyridine bearing a bromine and a fluorine at 5- and 2-positions. 5-Bromo-2-fluoropyridine has been used as a molecular scaffold for many active pharmaceutical ingredients(APIs) such as inhibitors of neuropeptide Y receptor Y5, inhibitors of the main protease of SARS-CoV-2 and inhibitors of indoleamine-2,3-dioxygenase-1 in cancer immunotherapy. The bromine and fluorine substituents have different reactivity. Fluorine substituent is in favour of nucleophilic aromatic substitution, while bromine substituent prefers copper/palladium catalysed C-C/C-N coupling.

5-Bromo-2-fluoropyridine is also an ideal building block for semiconductors, due to its aromaticity and electron deficiency. A host material of 5-(5-(2,4,6-triiso-propylphenyl)pyridin-2-yl)-5H-benzo[d]benzo-[4,5]imidazo[1,2-a]imidazole is synthesized from 5-bromo-2-fluoropyridine for OLED applications.

Multiple functional groups

For facile synthesis

Fluorinated pyridine building block

For drug discovery, organic synthesis, OLEDs research

Worldwide shipping

Quick and reliable shipping

High purity

>98% High purity

General Information

CAS Number	766-11-0
Chemical Formula	C₅H₃BrFN
Full Name	5-Bromo-2-fluoropyridine
Molecular Weight	175.99 g/mol
Synonyms	3-Bromo-6-fluoropyridine
Classification / Family	Fluorinated building block, Heterocyclic building block, Pyridine derivatives, Drug discovery, APIs, OLEDs

Chemical Structure

Product Details

Purity	98%
Boiling Point	T_b = 162 – 164 °C at 760 mmHg
Relative Density	1.71 g/mL at 25 °C
Appearance	Colourless liquid

MSDS Documentation

5-Bromo-2-fluoropyridine MSDS Sheet

Literature and Reviews

Discovery of pyridone-containing imidazolines as potent and selective inhibitors of neuropeptide Y Y5 receptor, M. Ando et al., Bioorg. Med. Chem., 17, 6106–6122(2009); DOI: 10.1016/j.bmc.2009.05.069.
Highly twisted donor-acceptor boron emitter and high triplet host material for highly efficient blue thermally activated delayed fluorescent device, D. Ahn et al., ACS Appl. Mater. Interfaces, 11(16), 14909–14916(2019); DOI: 10.1021/acsami.9b00931.
Metal-free site-selective C–N bond-forming reaction of polyhalogenated pyridines and pyrimidines, L. Wang et al., RSC Adv., 5, 82097–82111(2015); DOI: 10.1039/C5RA18653F.
Optimization of triarylpyridinone inhibitors of the main protease of SARS-CoV-2 to low-nanomolar antiviral potency, C. -H. Zhang et al., ACS Med. Chem. Lett. 12, 1325−1332(2021); DOI: 10.1021/acsmedchemlett.1c00326.
Strategic incorporation of polarity in heme-displacing inhibitors of indoleamine-2,3-dioxygenase-1(IDO1), C. White et al., ACS Med. Chem. Lett., 11, 550−557(2020); DOI: 10.1021/acsmedchemlett.0c00010.

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