40273-45-8

Basic information

• Product Name: 2-Bromo-3-fluoropyridine
• Synonyms: 2--3- fluoropyridinebroMide;2 - pyridine broMide - 3 - fluorine;2-BROMO-3-FLUOROPYRIDINE;2-Bromo-3-fluoropyridine97%;2-BROMO-3-FLUOROPYRIDINE 97%;2-Bromo-3-fluoropyri;3-Fluoro-2-broMopyridine;2-BroMo-3-fluoropyrindine
• CAS NO: 40273-45-8
• Molecular Formula: C₅H₃BrFN
• Molecular Weight: 175.99
• EINECS: 1312995-182-4
• Product Categories: Fluorine series;Pyridine;Pyridine series;Boronic Acid;Pyridines;Variety of halogenated heterocyclic series
• Mol File: 40273-45-8.mol

Chemical Properties

• Boiling Point: 62°C
• Flash Point: 58.6 °C
• Appearance: colorless to slightly yellow liquid
• Density: 1.707 g/cm³
• Refractive Index: 1.5450
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: -1.63±0.10(Predicted)
• CAS DataBase Reference: 2-Bromo-3-fluoropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-3-fluoropyridine(40273-45-8)
• EPA Substance Registry System: 2-Bromo-3-fluoropyridine(40273-45-8)

Safety Data

• Hazard Codes: T,Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39
• RIDADR: 1993
• HazardClass: IRRITANT
• PackingGroup: Ⅲ
• Hazardous Substances Data: 40273-45-8(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to slightly yellow liquid

Upstream product

• 39856-58-1 3-amino-2-bromopyridine 
• 372-47-4 3-Fluoropyridine 

Downstream Products

• 1339126-40-7 (RS)-4-(3-fluoro-pyridin-2-yl)-cyclohex-3-enecarboxylic acid ethyl ester 
• 146141-10-8 N-[2-(3-fluoropyridin-2-yl)phenyl]-2,2-dimethylpropionamide 
• 372-47-4 3-Fluoropyridine 
• 107399-24-6 bromo-2 fluoro-3 (ethyl-1 propanol-1)-4 pyridine 
• 40273-44-7 2-(1-hydroxy-1-ethylpropyl)-3-fluoropyridine 
• 40273-43-6 4-(1-hydroxy-1-ethylpropyl)-3-fluoropyridine 
• 107399-23-5 bromo-2 deuterio-4 fluoro-3 pyridine 
• 573675-60-2 tributyl-(3-fluoro-2-pyridyl)stannane 

Relevant articles and documents

Adrenoceptor and Tetrabenazine Antagonism Activities of Some Pyridinyltetrahydropyridines

A series of pyridinyltetrahydropyridine derivatives was synthesized and evaluated as adrenoceptor and tetrabenazine antagonists. 4-(3-Fluoro-2-pyridinyl)-1,2,5,6-tetrahydropyridine proved to be the most potent and selective α2-adrenoceptor antagonist of the series as measured in vitro by displacement of 3H>clonidine and 3H>prazosin from membrane binding sites of calf cerebral cortex and by antagonism of the effects of clonidine and methoxamine in the rat isolated, field-stimulated vas deferens.In addition, this compound, and the corresponding desfluoro derivative, blocked tetrabenazine-induced ptosis in the mouse.

REVIEW ON THE METALLATION OF ?-DEFICIENT HETEROAROMATIC COMPOUNDS; REGIOSELECTIVE ORTHO-LITHIATION OF 3-FLUOROPYRIDINE: DIRECTING EFFECTS AND APPLICATION TO SYNTHESIS OF 2,3- OR 3,4-DISUBSTITUTED PYRIDINES

Metallation of ?-deficient heterocyclic compounds is first reviewed, which shows the important recent developments in this research area.A particular aspect of this reaction is then given with the study of the 3-fluoropyridine metallation regioselectivity.Lithiation of 3-fluoropyridine is chemoselective at low temperatures using butyllithium-polyamine chelates or lithium diisopropylamide.Protophilic attack by these strong bases can be directed either at the 2- or 4-position depending on the lithiation conditions.Various reaction parameters are thus studied such as solvent, temperature, reaction time, lithium-chelating agent as well as metallating agent.The high regioselectivity of 3-fluoropyridine lithiation is theoretically discused, in particular in terms of kinetic of thermodynamic control of the metallation.Chelation between butyllithium and 3-fluoropyridine is proposed, which completely modifies the heterocycle reactivity toward the lithiating agent.This is confirmed by theoretical quantum calculations performed on different models of 3-fluoropyridine using the CNDO/2.These results allow to select the best 3-fluoropyridine-metallation conditions which lead to 3-fluoro-2-lithiopyridine on the one hand and to 3-fluoro-4-lithiopyridine on the other hand.Each of the lithiated isomers is then reacted with a great variety of electrophiles which gives very conveniently the corresponding 2,3- or 3,4-disubstituted pyridines.