5-Bromo-2-fluoropyridine (CAS 766-11-0) is a pyridine ring carrying a fluorine atom at the 2-position and a bromine atom at the 5-position. Supplied as a colorless liquid with a purity of >98%, it serves as a versatile fluorinated heterocyclic building block in medicinal chemistry and materials science.
The two halogens react in different ways, which makes stepwise functionalisation straightforward. The fluorine is suited to nucleophilic aromatic substitution, while the bromine is the preferred site for copper- or palladium-catalysed C-C and C-N coupling. This scaffold has appeared in the synthesis of active pharmaceutical ingredients, including neuropeptide Y receptor Y5 inhibitors, SARS-CoV-2 main protease inhibitors and indoleamine-2,3-dioxygenase-1 inhibitors studied for cancer immunotherapy.
Its aromatic, electron-deficient character also suits semiconductor synthesis. One reported example is an OLED host material, 5-(5-(2,4,6-triiso-propylphenyl)pyridin-2-yl)-5H-benzo[d]benzo-[4,5]imidazo[1,2-a]imidazole, prepared from this compound.
- Building block for active pharmaceutical ingredients in drug discovery programmes.
- Scaffold for inhibitors of neuropeptide Y receptor Y5, SARS-CoV-2 main protease and IDO1.
- Substrate for nucleophilic aromatic substitution at the fluorine-bearing position.
- Partner for copper- or palladium-catalysed C-C and C-N coupling at the bromine position.
- Intermediate for host materials and other semiconductors in OLED research.
| Brand | Ossila |
|---|---|
| CAS number | 766-11-0 |
| Molecular formula | C5H3BrFN |
| Purity | >98% |
| Category | — |
| Pack sizes | 25 g, 50 g |
| Physical form | Colorless liquid |
| Storage | — |
- Product code: B2221
- Molecular Weight: 175.99 g/mol
- Synonyms: 3-Bromo-6-fluoropyridine
- Boiling Point: 162 – 164 °C at 760 mmHg
- Relative Density: 1.71 g/mL at 25 °C
- Classification / Family: Fluorinated building block, Heterocyclic building block, Pyridine derivatives
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