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

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
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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)
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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
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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.

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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
666556
Product name
6-Bromo-3-pyridinylboronic acid
Purity
≥95%
Packaging
1g
Price
$34.79
Updated
2025/07/31
Sigma-Aldrich
Product number
666556
Product name
6-Bromo-3-pyridinylboronic acid
Purity
≥95%
Packaging
5g
Price
$86.5
Updated
2025/07/31
TCI Chemical
Product number
B3307
Product name
2-Bromopyridine-5-boronic Acid (contains varying amounts of Anhydride)
Packaging
1g
Price
$73
Updated
2025/07/31
TCI Chemical
Product number
B3307
Product name
2-Bromopyridine-5-boronic Acid (contains varying amounts of Anhydride)
Packaging
5g
Price
$215
Updated
2025/07/31
Sigma-Aldrich
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
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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

Diethyl ether 2,5-Dibromopyridine Triisopropyl borate n-Butyllithium

Preparation Products

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2-Bromopyridine-5-boronic acid Suppliers

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

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
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
Henan Aochuang Chemical Co.,Ltd.
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
Dideu Industries Group Limited
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

223463-14-7, 2-Bromopyridine-5-boronic acidRelated Search:

Zinc borate 2-Chloro-3-hydroxypyridine 2-Bromopyridine 1-Hexadecylpyridinium bromide 2,2'-Bipyridine 2,6-Lutidine 3-Hydroxypyridine 3-Aminopyridine EPA 2-Bromo-5-nitropyridine Chromium picolinate Ascoric Acid 6-BROMO-4-METHYLPYRIDIN-3-YLBORONIC ACID 6-BROMO-2,4-DIMETHYLPYRIDIN-3-YLBORONIC ACID 2-BROMO-3-METHYLPYRIDINE-5-BORONIC ACID 6-BROMOPYRIDINE-3-BORONIC ACID, PINACOL ESTER,2-BROMOPYRIDINE-5-BORONIC ACID PINACOL ESTER,2-BROMOPYRIDINE-5-BORONIC ACID PINACOLATE 6-BROMO-2-METHYLPYRIDIN-3-YLBORONIC ACID 3,5-Dibromopyridine-4-boronic acid

  • 6-BROMOPYRIDINE-3-BORONIC ACID
  • 6-BROMOPYRIDIN-3-YL-3-BORONIC ACID
  • (6-BROMOPYRIDIN-3-YL)BORONIC ACID
  • 6-BROMO-3-PYRIDINEBORONIC ACID
  • (6-BROMO-3-PYRIDINYL)-BORONIC ACID
  • AKOS BRN-0200
  • RARECHEM AK ML 0443
  • 6-BROMOPYRIDIN-3-LBORONIC ACID
  • 2-Bromopyridine-5-Boronic
  • 2-bromo-5-pyridylboronic acid
  • 2-Bromopyridine-5-boronic acid 97%
  • 2-BROMOPYRIDIN-5-LBORONIC ACID
  • 2-BROMO-5-PYRIDINEBORONIC ACID
  • 2-BROMOPYRIDINE-5-BORONIC ACID
  • 2-BROMOPYRIDYL-5-BORONIC ACID
  • 2-Bromo-5-pyridineboronic Acid (contains varying amounts of Anhydride)
  • 2-Bromopyridine-5-boronic acid ,96%
  • 2-Bromopyridine-5-boronic Acid (contains varying amounts of Anhydride)
  • 6-bromo-3-pyridylboronic acid
  • Boronic acid, B-(6-broMo-3-pyridinyl)
  • 5-Borono-2-bromopyridine
  • 6-Bromopyridine-3-boronic acid 97%
  • 6-broMine pyridine-3- boric acid
  • 2-Bromopyridine-5-boronic acid 6-Bromopyridine-3-boronic acid
  • 6-Bromo-3-pyridinylboronic acid >=95%
  • BPBA
  • (6-bromopyridin-3-yl)boronicaci
  • 2-Bromopyridine-5-boronic acid ISO 9001：2015 REACH
  • (2-Bromopyridin-5-yl)boronic acid
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  • 223463-14-7
  • 222463-14-7
  • 2234463-14-7
  • 222463-14-7
  • BrC5H3NBOH2
  • Organometallic Reagents
  • Heteroaryl
  • Boronic Acids
  • Boronic Acids and Derivatives
  • alkyl bromide|boric acid
  • Boronic acid
  • Organoborons
  • B (Classes of Boron Compounds)
  • Bromopyridines
  • Halopyridines
  • Boronic Acids & Esters
  • Boronic Acids
  • Boronic Acids and Derivatives
  • Heteroaryl
  • Boronic acids
  • blocks
  • BoronicAcids
  • Pyridine
  • Boronic Acids & Esters
  • Pyridines