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2-Bromo-5-fluoropyridine

Product Name
2-Bromo-5-fluoropyridine
CAS No.
41404-58-4
Chemical Name
2-Bromo-5-fluoropyridine
Synonyms
5-FLUOROPYRIDINE-2-BORONIC ACID;EOS-60511;2-bromo-5-fluoropyr;2-bromo-5-fluoropyridin;2-BoMo-5-fluoropyridine;2-BroMo-5-floropyridine;5-Fluoro-2-broMopyridine;2-BROMO-5-FLUOROPYRIDINE;3-Fluoro-6-bromopyridine;2--5- fluoropyridinebroMide
CBNumber
CB9683345
Molecular Formula
C5H3BrFN
Formula Weight
175.99
MOL File
41404-58-4.mol
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2-Bromo-5-fluoropyridine Property

Melting point:
30-31 °C (lit.)
Boiling point:
80-83 °C/44 mmHg (lit.)
Density 
1.707±0.06 g/cm3(Predicted)
refractive index 
1.5396
Flash point:
167 °F
storage temp. 
Inert atmosphere,Room Temperature
form 
Liquid
pka
-1.63±0.10(Predicted)
color 
Colorless to slightly yellow
BRN 
1561456
InChI
InChI=1S/C5H3BrFN/c6-5-2-1-4(7)3-8-5/h1-3H
InChIKey
UODINHBLNPPDPD-UHFFFAOYSA-N
SMILES
C1(Br)=NC=C(F)C=C1
CAS DataBase Reference
41404-58-4(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn,F
Risk Statements 
36/37/38-20/21/22-10
Safety Statements 
26-36-16
RIDADR 
2811
WGK Germany 
3
Hazard Note 
Irritant
HazardClass 
6.1
PackingGroup 
III
HS Code 
29333990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
595675
Product name
2-Bromo-5-fluoropyridine
Purity
97%
Packaging
5g
Price
$83.3
Updated
2025/07/31
Sigma-Aldrich
Product number
595675
Product name
2-Bromo-5-fluoropyridine
Purity
97%
Packaging
1g
Price
$25
Updated
2023/06/20
TCI Chemical
Product number
B2799
Product name
2-Bromo-5-fluoropyridine
Purity
>98.0%(GC)
Packaging
5g
Price
$36
Updated
2025/07/31
TCI Chemical
Product number
B2799
Product name
2-Bromo-5-fluoropyridine
Purity
>98.0%(GC)
Packaging
25g
Price
$176
Updated
2025/07/31
TRC
Product number
F588545
Product name
3-Fluoro-6-bromopyridine
Packaging
10g
Price
$195
Updated
2021/12/16
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2-Bromo-5-fluoropyridine Chemical Properties,Usage,Production

Chemical Properties

Light yellow Cryst

Uses

2-Bromo-5-fluoropyridine can be used in the synthesis of the following:

  • 5-fluoro-2-phenylpyridine via Suzuki coupling reaction with phenylboronic acid
  • 5-fluoro-2-(p-tolyl)pyridine via Suzuki coupling reaction with p-tolylboronic acid
It can undergo palladium-catalyzed homo-coupling reaction to give the corresponding biaryl. It can also be employed in a palladium-catayzed α-arylation of esters leading to 4-pyridylcarboxypiperidines.

Uses

2-Bromo-5-fluoropyridine is used in the synthesis of mGluR5 antagonist for the treatment of neuropathic pain.

Synthesis

21717-96-4

41404-58-4

Example C Synthesis of 2-bromo-5-fluoropyridine: 2-Amino-5-fluoropyridine (6.5 g, 58 mmol) was added in batches to 48% hydrobromic acid (28.8 mL, 296 mmol) cooled to 0-5 °C. A solution formed from bromine (8.9 mL, 174 mmol) and sodium nitrite (10 g, 145 mmol) dissolved in 20 mL of water was added slowly and dropwise at 0-5 °C (note: nitrogen release). The reaction mixture was stirred for 1 hour and then quenched with concentrated hydrochloric acid. A 32% sodium hydroxide solution (50.5 mL, 0.55 mol) was then added. The reaction mixture was continued to be stirred for 20 minutes at room temperature and then extracted three times with ether. The combined organic phases were washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure at 30 °C and 500 mbar (note: the product is volatile). The crude product was purified by rapid chromatography on silica gel with an elution gradient of dichloromethane/pentane (0:100 → 50:50). The final product was 2-bromo-5-fluoropyridine (6.7 g, 66% yield) in light yellow solid form.

References

[1] Patent: US2007/78155, 2007, A1. Location in patent: Page/Page column 29
[2] Patent: WO2016/44323, 2016, A1. Location in patent: Paragraph 0268
[3] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 19, p. 5349 - 5352

2-Bromo-5-fluoropyridine Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Bromo-5-fluoropyridine Suppliers

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View Lastest Price from 2-Bromo-5-fluoropyridine manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
2-Bromo-5-fluoropyridine 41404-58-4
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-12-20
Shaanxi Dideu Medichem Co. Ltd
Product
2-Bromo-5-fluoropyridine 41404-58-4
Price
US $1.10/g
Min. Order
1g
Purity
99.0% min
Supply Ability
100 tons min
Release date
2021-05-26
Henan Aochuang Chemical Co.,Ltd.
Product
2-Bromo-5-fluoropyridine 41404-58-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1Ton
Release date
2022-10-12

41404-58-4, 2-Bromo-5-fluoropyridineRelated Search:


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  • Building Blocks
  • Bromopyridines
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  • Fluoropyridines
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Pyridines
  • Fluorine series
  • Fluorinated
  • Organohalides
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  • Boronic Acid
  • C5Heterocyclic Building Blocks
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Variety of halogenated heterocyclic series
  • Pyridine series
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  • Bromides
  • FluoroCompounds
  • Pyridines
  • Pyridine
  • Pyridines, Pyrimidines, Purines and Pteredines
  • Fluorin-contained pyridine series
  • bc0001
  • 41404-58-4