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
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)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-36/37
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 29349990
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.
N-Bromosuccinimide Price
- Product number
- 639184
- Product name
- 6-Fluoro-3-pyridinylboronic acid
- Packaging
- 1g
- Price
- $13.4
- Updated
- 2025/07/31
- Product number
- 639184
- Product name
- 6-Fluoro-3-pyridinylboronic acid
- Packaging
- 5g
- Price
- $73.7
- Updated
- 2025/07/31
- Product number
- F0770
- Product name
- 2-Fluoropyridine-5-boronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $51
- Updated
- 2025/07/31
- Product number
- F0770
- Product name
- 2-Fluoropyridine-5-boronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $174
- Updated
- 2025/07/31
- Product number
- F596203
- Product name
- 6-Fluoropyridine-3-boronicacid
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
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
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View Lastest Price from 2-Fluoropyridine-5-boronic acid manufacturers
- 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
- 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
- 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