2-Bromopyridine-5-boronic acid
- Product Name
- 2-Bromopyridine-5-boronic acid
- CAS No.
- 223463-14-7
- Chemical Name
- 2-Bromopyridine-5-boronic acid
- Synonyms
- BPBA;AKOS BRN-0200;RARECHEM AK ML 0443;5-Borono-2-bromopyridine;2-Bromopyridine-5-Boronic;2-bromopridine-5-boric acid;2-bromo-5-pyridylboronic acid;2-BROMOPYRIDYL-5-BORONIC ACID;6-bromo-3-pyridylboronic acid;6-BROMOPYRIDIN-3-LBORONIC ACID
- CBNumber
- CB4371649
- Molecular Formula
- C5H5BBrNO2
- Formula Weight
- 201.81
- MOL File
- 223463-14-7.mol
2-Bromopyridine-5-boronic acid Property
- Melting point:
- 161-166 °C
- Boiling point:
- 358.2±52.0 °C(Predicted)
- Density
- 1.78±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- soluble in Methanol
- pka
- 6.62±0.10(Predicted)
- form
- solid
- color
- white to off-white
- BRN
- 9119918
- CAS DataBase Reference
- 223463-14-7(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38-20/21/22
- Safety Statements
- 26-36-36/37/39
- RIDADR
- 2811
- WGK Germany
- 3
- TSCA
- No
- HazardClass
- IRRITANT
- HS Code
- 29333990
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.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 666556
- Product name
- 6-Bromo-3-pyridinylboronic acid
- Purity
- ≥95%
- Packaging
- 1g
- Price
- $34.79
- Updated
- 2025/07/31
- Product number
- 666556
- Product name
- 6-Bromo-3-pyridinylboronic acid
- Purity
- ≥95%
- Packaging
- 5g
- Price
- $86.5
- Updated
- 2025/07/31
- Product number
- B3307
- Product name
- 2-Bromopyridine-5-boronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $73
- Updated
- 2025/07/31
- Product number
- B3307
- Product name
- 2-Bromopyridine-5-boronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $215
- Updated
- 2025/07/31
- Product number
- 69706
- Product name
- 6-Bromo-3-pyridinylboronic acid
- Purity
- for HPLC derivatization, ≥98.0% (HPLC)
- Packaging
- 100mg
- Price
- $83.3
- Updated
- 2022/05/15
2-Bromopyridine-5-boronic acid Chemical Properties,Usage,Production
Chemical Properties
Off-white solid
Uses
Reactant involved in:
- Iterative cross-coupling reactions for synthesis of non-cytotoxic terpyridines
- The Garlanding approach for synthesis of phenyl-pyridyl scaffolds
- Cyanation for synthesis of aromatic nitriles
- Suzuki-Miyaura cross-coupling with dihalopyridines and dihalobipyridines
- Petasis boronic Mannich reaction
General Description
May contain varying amounts of anhydride
Synthesis
624-28-2
5419-55-6
223463-14-7
General procedure for the synthesis of 2-bromopyridine-5-boronic acid from 2,5-dibromopyridine and triisopropyl borate: 1. 2,5-dibromopyridine (2.37 g, 10 mmol) was dissolved in 90 mL of ether/THF (8:1) at -78 °C and 7.5 mL of n-BuLi (1.6 M hexane solution) was added dropwise slowly. After the dropwise addition was completed, the reaction mixture was continued to be stirred at -78°C for 2 hours. 2. Triisopropyl borate (4.49 g, 24 mmol) was added and the reaction mixture was stirred at -78 °C for 2 h, followed by slow warming to room temperature. 3. The reaction was quenched with 10 mL of water and stirring was continued overnight. 4. The organic solvent was evaporated and the remaining aqueous layer was adjusted to pH 10 with 5% NaOH and washed with ether (30 mL x 3). 5. The aqueous layer was carefully acidified to pH 4 with 48% HBr to precipitate the target product 2-bromopyridine-5-boronic acid (1.46 g, 72%). NMR data (300 MHz, DMSO-d6): δ 8.68 (dd, J = 2.1, 0.7 Hz, 1H), 8.53 (br.s, 2H), 8.05 (dd, J = 2.1, 7.8 Hz, 1H), 7.67 (dd, J = 7.8, 0.7 Hz, 1H).
References
[1] Patent: WO2012/125832, 2012, A2. Location in patent: Page/Page column 80
2-Bromopyridine-5-boronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-Bromopyridine-5-boronic acid manufacturers
- Product
- BPBA 223463-14-7
- Price
- US $3.00-9.00/KG
- Min. Order
- 0.1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2025-07-05
- Product
- 2-Bromopyridine-5-boronic acid 223463-14-7
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-14
- Product
- 2-Bromopyridine-5-boronic acid 223463-14-7
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons min
- Release date
- 2021-08-18