| Identification | More | [Name]
2-Fluoro-5-bromopyridine | [CAS]
766-11-0 | [Synonyms]
2-FLUORO-5-BROMO PYRIDINE
3-BROMO-6-FLUOROPYRIDINE
5-BROMO-2-FLUOROPYRIDINE
3-fluoro-5-bromopyridine
5-Bromo-2-fluoropyridine,98%
2-FLUORO-5-BORMOPYRIDINE
5-BROMO-2-FLUOROPYRIDINE 99% | [EINECS(EC#)]
629-380-1 | [Molecular Formula]
C5H3BrFN | [MDL Number]
MFCD01863742 | [Molecular Weight]
175.99 | [MOL File]
766-11-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear colorless yellowish liquid | [Boiling point ]
162-164 °C750 mm Hg(lit.)
| [density ]
1.71 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.5325(lit.)
| [Fp ]
165 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Liquid | [pka]
-2.79±0.10(Predicted) | [color ]
Clear colorless yellow | [Specific Gravity]
1.710 | [BRN ]
1363171 | [InChI]
InChI=1S/C5H3BrFN/c6-4-1-2-5(7)8-3-4/h1-3H | [InChIKey]
MYUQKYGWKHTRPG-UHFFFAOYSA-N | [SMILES]
C1(F)=NC=C(Br)C=C1 | [CAS DataBase Reference]
766-11-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
UN2810 | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [HazardClass ]
IRRITANT | [PackingGroup ]
III | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Description]
5-Bromo-2-fluoropyridine(766-11-0) is a halogenated pyridine that has been used as a molecular scaffold for many Active Pharmaceutical Ingredients (APIs) such as Neuropeptide Y Receptor Y5 Inhibitors, SARS-CoV-2 Major Protease Inhibitors, and Indoleamine-2,3-Dioxygenase-1 Inhibitors in cancer immunotherapy. 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.
| [Chemical Properties]
Clear colorless yellowish liquid | [Uses]
2-Fluoro-5-bromopyridine(766-11-0) is used in the synthesis of heteroaromatic and aniline derivatives of piperidines as potent ligands used for vesicular acetylcholine transport. Also used in the synthesis of benzofurano[3,2-d]pyrimidin-2-one derived inhbitors.
| [Synthesis]
A. Synthesis of 2-fluoro-5-bromopyridine: 2.2 g (15.6 mmol) of 6-fluoronicotinic acid, 5.1 g of red mercuric oxide (HgO) and 1.2 ml of bromine were dissolved in 100 ml of carbon tetrachloride (CCl4) to form a suspension. The reaction was carried out under reflux conditions for 5 hours and subsequently cooled to room temperature. The reaction mixture was filtered through diatomaceous earth and the filtrate was concentrated under vacuum. The residue was dissolved in hexane, filtered again and the filtrate was concentrated under vacuum to give 1.73 g (63% yield) of 2-fluoro-5-bromopyridine, the product being a light yellow oil. | [References]
[1] Patent: US5618821, 1997, A |
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