5-Bromopyridine-3-boronic acid
- Product Name
- 5-Bromopyridine-3-boronic acid
- CAS No.
- 452972-09-7
- Chemical Name
- 5-Bromopyridine-3-boronic acid
- Synonyms
- AKOS BRN-0472;3-Bromopyridine-5-Boronic;3-BROMOPYRIDIN-5-BORONICACID;5-Bromopyridine-3-boronicaci;3-BROMOPYRIDYL-5-BORONIC ACID;3-BROMO-5-PYRIDYLBORONIC ACID;5-BROMOPYRIDINE-3-BORONIC ACID;3-BROMOPYRIDINE-5-BORONIC ACID;3-BROMO-5-PYRIDINEBORONIC ACID;5-BROMO-3-PYRIDINEBORONIC ACID
- CBNumber
- CB6433806
- Molecular Formula
- C5H5BBrNO2
- Formula Weight
- 201.81
- MOL File
- 452972-09-7.mol
5-Bromopyridine-3-boronic acid Property
- Melting point:
- >300°C
- Boiling point:
- 351.5±52.0 °C(Predicted)
- Density
- 1.78±0.1 g/cm3(Predicted)
- storage temp.
- Keep Cold
- form
- solid
- pka
- 5.91±0.10(Predicted)
- color
- off white
- BRN
- 9119873
- CAS DataBase Reference
- 452972-09-7(CAS DataBase Reference)
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.
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
- B695633
- Product name
- 5-Bromopyridine-3-boronic acid
- Packaging
- 250mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- 263799
- Product name
- 5-Bromopyridine-3-boronic acid
- Packaging
- 1g
- Price
- $329
- Updated
- 2021/12/16
- Product number
- FB32737
- Product name
- 5-Bromopyridine-3-boronic acid
- Packaging
- 50g
- Price
- $350
- Updated
- 2021/12/16
- Product number
- OR9542
- Product name
- 5-Bromopyridine-3-boronic acid
- Purity
- 96%
- Packaging
- 5g
- Price
- $360
- Updated
- 2021/12/16
- Product number
- 8H60-9-03
- Product name
- 5-Bromopyridine-3-boronic acid
- Purity
- 96%
- Packaging
- 5G
- Price
- $397
- Updated
- 2021/12/16
5-Bromopyridine-3-boronic acid Chemical Properties,Usage,Production
Chemical Properties
white to light yellow crystal powde
Uses
Reactant for preparation of:• ;Thienylpyridyl garlands via cross-coupling with heteroaryl halides1• ;Arenes via nickel-catalyzed cross-coupling with potassium aryl- and heteroaryl trifluoroborates2• ;Meso-substituted ABCD-type porphyrins by functionalization reactions3• ;Analogs of (acetylamino)(dimethylpyrazol)(pyridyl)pyrimidines as A2A adenosine receptor antagonists for the treatment of Parkinson′s disease4• ;5-hydroxy-1,3,2-dioxaborolan-4-ones boronate-amine complexes via heterocyclization with α-oxocarboxylic acids followed by subsequent complexation5&
Synthesis
407-20-5
452972-09-7
Steps for the synthesis of 3-bromo-5-pyridineboronic acid (2b): 3-bromo-5-fluoropyridine (2a) (25 kg, 142 moles, 1.0 eq.), THF (222.5 kg), and isopropyl borate (28 kg, 149.3 moles, 1.05 eq.) were added to a 700 L cryoreactor. The mixture was cooled to -90°C to -80°C and stirred. Subsequently, n-BuLi (40.2 kg, 2.5 M, 142 mol, 1.0 eq.) was added dropwise at a rate of 2 kg/h while ensuring that the temperature was below -87°C. After the dropwise addition, stirring of the reaction mixture was continued for 2.5 h at -88 °C to -83 °C. After confirming the completion of the reaction by HPLC analysis, the reaction was quenched by the addition of 9% HCl aqueous solution (7.7 kg). The mixture was transferred to a 1000 L glass-lined reactor and warmed to -20°C to -10°C. Next, additional HCl solution (122.3 kg) was added to adjust the pH to 1-2, during which the temperature was maintained at 0-10°C. It was allowed to stand for 0.5 h to stratify, the organic layer was separated and washed with saturated brine (38 kg). After stirring again for 0.5 h, the mixture was left to stratify for 0.5 h. The aqueous layer was separated. The aqueous layer was separated and the combined aqueous layers were extracted twice with EtOAc (51kg and 25kg). The organic phases were combined and the pH was adjusted to 6 with 30% NaOH aqueous solution (27.4 kg), at which point solids precipitated. The slurry was filtered by centrifugation and the solids were dried in a disk drier at 40-45 °C to give 3-bromo-5-pyridineboronic acid (2b) as a white solid (17.5 kg, 87.4% yield, 98.6% purity AUC, method of use B).
References
[1] Patent: WO2009/76200, 2009, A2. Location in patent: Page/Page column 54-55
5-Bromopyridine-3-boronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
5-Bromopyridine-3-boronic acid Suppliers
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- France
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View Lastest Price from 5-Bromopyridine-3-boronic acid manufacturers
- Product
- 5-Bromopyridine-3-boronic acid 452972-09-7
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-14
- Product
- 5-Bromopyridine-3-boronic acid 452972-09-7
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20 mt
- Release date
- 2025-03-14
- Product
- 5-Bromopyridine-3-boronic acid 452972-09-7
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons min
- Release date
- 2021-08-20