ChemicalBook > CAS DataBase List > 2-Fluoropyridine-5-boronic acid

2-Fluoropyridine-5-boronic acid

Product Name
2-Fluoropyridine-5-boronic acid
CAS No.
351019-18-6
Chemical Name
2-Fluoropyridine-5-boronic acid
Synonyms
2-Fluoropyridine-5-Boronic;AKOS BRN-0471;CAS:351019-18-6;RARECHEM AK ML 0441;2-fluoro-5-pyridine borate;2-FLUORO-5-PYRIDYLBORONIC ACID;2-FLUOROPYRIDIN-5-BORONIC ACID;6-fluoro-3-pyridylboronic acid;2-Fluoropyridyl-5-boronic acid;6-FLUOROPYRIDINE-3-BORONIC ACID
CBNumber
CB2384003
Molecular Formula
C5H5BFNO2
Formula Weight
140.91
MOL File
351019-18-6.mol
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2-Fluoropyridine-5-boronic acid Property

Melting point:
177-178°C (dec.)
Boiling point:
311.5±52.0 °C(Predicted)
Density 
1.34±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
soluble in Methanol
form 
powder to crystal
pka
6.97±0.10(Predicted)
color 
White to Almost white
BRN 
8974962
InChI
InChI=1S/C5H5BFNO2/c7-5-2-1-4(3-8-5)6(9)10/h1-3,9-10H
InChIKey
OJBYZWHAPXIJID-UHFFFAOYSA-N
SMILES
B(C1=CC=C(F)N=C1)(O)O
CAS DataBase Reference
351019-18-6(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-36/37
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

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.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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
639184
Product name
6-Fluoro-3-pyridinylboronic acid
Packaging
1g
Price
$13.4
Updated
2025/07/31
Sigma-Aldrich
Product number
639184
Product name
6-Fluoro-3-pyridinylboronic acid
Packaging
5g
Price
$73.7
Updated
2025/07/31
TCI Chemical
Product number
F0770
Product name
2-Fluoropyridine-5-boronic Acid (contains varying amounts of Anhydride)
Packaging
1g
Price
$51
Updated
2025/07/31
TCI Chemical
Product number
F0770
Product name
2-Fluoropyridine-5-boronic Acid (contains varying amounts of Anhydride)
Packaging
5g
Price
$174
Updated
2025/07/31
TRC
Product number
F596203
Product name
6-Fluoropyridine-3-boronicacid
Packaging
500mg
Price
$65
Updated
2021/12/16
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2-Fluoropyridine-5-boronic acid Chemical Properties,Usage,Production

Chemical Properties

white to light yellow solid

Uses

suzuki reaction

Uses

Used in a synthesis of halohydroxypyridines by hydroxydeboronation with basic hydrogen peroxide.

Synthesis

766-11-0

351019-18-6

The general procedure for the synthesis of 2-fluoropyridine-5-boronic acid from 2-fluoro-5-bromopyridine is as follows: 1. in a 72 L reactor equipped with a reflux condenser and temperature probe, 5-bromo-2-fluoropyridine (1.17 L, 0.568 mol), toluene (18.2 L) and triisopropyl borate (3.13 L, 0.68 mol, 1.2 eq.) were added and stirring was initiated. 2. tetrahydrofuran (4.4L) was added to the reactor and the reaction mixture was cooled to -35 to -50°C. 3. n-Butyllithium (2.5M hexane solution, 5.44L, 0.68mol, 1.2 eq.) was added slowly and dropwise while maintaining the temperature of the reaction mixture between -35 and -45 °C. 4. after 5 hours of reaction, confirming that the reaction is complete, the reaction mixture is slowly warmed to -15 to -20 °C. 5. 2M HCl (11.80L) was slowly added to the reaction mixture while maintaining the temperature between -15°C and 0°C. 6. The reaction mixture was stirred at 18 to 23 °C for 16 h followed by phase separation. 7. The organic phase was extracted with 6 M sodium hydroxide (6.0 L). 8. The acidic and basic aqueous phases were combined in a reactor and the pH was adjusted to 7.5 by slowly adding 6M HCl (2.5L). 9. Sodium chloride (6.0 kg) was added to the aqueous phase, followed by extraction with THF (3 x 20 L). 10. The organic phases were combined, dried with magnesium sulfate, and concentrated to give 1300 g of brown solid in 81% crude yield.

References

[1] Patent: WO2009/51848, 2009, A1. Location in patent: Page/Page column 65
[2] Tetrahedron, 2002, vol. 58, # 14, p. 2885 - 2890
[3] Journal of Medicinal Chemistry, 2005, vol. 48, # 1, p. 224 - 239
[4] Synthesis, 2003, # 7, p. 1035 - 1038
[5] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 10, p. 2858 - 2862

2-Fluoropyridine-5-boronic acid Preparation Products And Raw materials

Raw materials

Periodic acid Sodium nitrite Tetrahydrofuran Fluoroboric acid Diethyl ether Iodine 2-Amino-5-bromopyridine Triisopropyl borate Acetic acid 2-Aminopyridine Sulfuric acid n-Butyllithium

Preparation Products

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View Lastest Price from 2-Fluoropyridine-5-boronic acid manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
2-Fluoropyridine-5-boronic acid 351019-18-6
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-11-29
Henan Fengda Chemical Co., Ltd
Product
2-Fluoropyridine-5-boronic acid 351019-18-6
Price
US $36.00-1.10/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-08
Zhuozhou Wenxi import and Export Co., Ltd
Product
2-Fluoropyridine-5-boronic acid 351019-18-6
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10

351019-18-6, 2-Fluoropyridine-5-boronic acidRelated Search:

Ammonium fluoborate 2-Chloro-3-cyanopyridine Fluoroboric acid Potassium tetrafluoroborate 2-Fluoropyridine Flupirtine 3-Pyridylboronic acid 2-Pyridineboronic acid Sodium tetrafluoroborate EPA 3-Aminopyridine 2,6-Lutidine Pyridine-4-boronic acid Ascoric Acid 2-FLUOROPYRIDINE-4-BORONIC ACID 2-FLUORO-3-METHYLPYRIDINE-5-BORONIC ACID 2,6-Difluoropyridine-3-boronic acid 6-FLUOROPYRIDINE-3-BORONIC ACID, PINACOL ESTER

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  • HALIDE
  • PYRIDINE