2-Aminopyridine-5-boronic acid, pinacol ester
- Product Name
- 2-Aminopyridine-5-boronic acid, pinacol ester
- CAS No.
- 827614-64-2
- Chemical Name
- 2-Aminopyridine-5-boronic acid, pinacol ester
- Synonyms
- 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine;2-Aminopyridine-5-boronic acid;2-dioxaborolan-2-yl)pyridin-2-aMine;6-AMINOPYRIDINE-3-BORONIC ACID PINACOL ESTER;2-AMINOPYRIDINE-5-BORONIC ACID, PINACOL ESTER;(2-Aminopyridin-5-yl)boronic acid pinacol ester;(6-AMINOPYRIDIN-3-YL)BORONIC ACID PINACOL ESTER;2-AMinopyridine-5-boronic acid pinacol ester 97%;6-Aminopyridine-3-boronic acid, pinacol ester 95%;5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine
- CBNumber
- CB7133659
- Molecular Formula
- C11H17BN2O2
- Formula Weight
- 220.08
- MOL File
- 827614-64-2.mol
2-Aminopyridine-5-boronic acid, pinacol ester Property
- Melting point:
- 131-135 °C(lit.)
- Boiling point:
- 146°C/0.3mm
- Density
- 1.09±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
- form
- solid
- pka
- 7.03±0.26(Predicted)
- Appearance
- Off-white to light yellow Solid
- Water Solubility
- Insoluble in water.
- InChI
- InChI=1S/C11H17BN2O2/c1-10(2)11(3,4)16-12(15-10)8-5-6-9(13)14-7-8/h5-7H,1-4H3,(H2,13,14)
- InChIKey
- YFTAUNOLAHRUIE-UHFFFAOYSA-N
- SMILES
- C1(N)=NC=C(B2OC(C)(C)C(C)(C)O2)C=C1
- CAS DataBase Reference
- 827614-64-2(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.
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
- 640379
- Product name
- 2-Aminopyridine-5-boronic acid pinacol ester
- Purity
- 97%
- Packaging
- 1g
- Price
- $46.15
- Updated
- 2025/07/31
- Product number
- 640379
- Product name
- 2-Aminopyridine-5-boronic acid pinacol ester
- Purity
- 97%
- Packaging
- 5g
- Price
- $123.2
- Updated
- 2025/07/31
- Product number
- A3206
- Product name
- 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine
- Purity
- min. 98.0 %
- Packaging
- 1G
- Price
- $124
- Updated
- 2025/07/31
- Product number
- A629995
- Product name
- 2-Amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
- Packaging
- 2.5g
- Price
- $105
- Updated
- 2021/12/16
- Product number
- A629995
- Product name
- 2-Amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
- Packaging
- 25g
- Price
- $580
- Updated
- 2021/12/16
2-Aminopyridine-5-boronic acid, pinacol ester Chemical Properties,Usage,Production
Uses
It is an important raw material and intermediate. Substrate employed in a microwave-assisted, four-component coupling process leading to amino substituted imidazopyridines.
Uses
2-Aminopyridine-5-boronic acid, pinacol ester can be used in a microwave-assisted, four-component coupling process leading to amino substituted imidazopyridines.
Synthesis
1072-97-5
73183-34-3
827614-64-2
General procedure for the synthesis of 2-aminopyridine-5-boronic acid pinacol ester from 2-amino-5-bromopyridine and biboronic acid pinacol ester: a 5L three-necked flask was assembled with a mechanical stirrer, and 300 g of 2-amino-5-bromopyridine, 528 g of biboronic acid pinacol ester, 3 L of 1,4-dioxane, 42.4 g of [Pd(dppf)2Cl2], and 593 g of anhydrous potassium acetate were added to it. . The reaction system was displaced three times with nitrogen to remove air, followed by heating to 80 °C and stirring the reaction for 16 hours. The progress of the reaction was monitored by TLC and after confirming the completion of the reaction, it was cooled to room temperature and diafiltrated. The filter cake was washed twice with 200 mL of dichloromethane, the filtrates were combined and concentrated to dryness. To the residue, 2 L of methanol was added and stirred at 37 °C overnight. Subsequently, 200 g of activated charcoal was added, stirred at room temperature and filtered. The filtrate was concentrated to dryness to obtain an oil. To the oily substance was added 150 mL of petroleum ether and 2 L of methyl tert-butyl ether (MTBE), pulsed overnight and filtered to give 380 g of 2-aminopyridine-5-boronic acid pinacol ester in 99% yield.
References
[1] Patent: CN102786543, 2016, B. Location in patent: Paragraph 0037-0043
[2] Patent: WO2007/124345, 2007, A2. Location in patent: Page/Page column 25-26
[3] European Journal of Organic Chemistry, 2012, # 3, p. 595 - 603
[4] Patent: US2015/239885, 2015, A1. Location in patent: Paragraph 0167; 0168
[5] European Journal of Medicinal Chemistry, 2016, vol. 108, p. 154 - 165
2-Aminopyridine-5-boronic acid, pinacol ester Preparation Products And Raw materials
Raw materials
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View Lastest Price from 2-Aminopyridine-5-boronic acid, pinacol ester manufacturers
- Product
- 2-Aminopyridine-5-boronic acid, pinacol ester 827614-64-2
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 2000
- Release date
- 2025-06-19
- Product
- 2-Aminopyridine-5-boronic acid, pinacol ester 827614-64-2
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.0% min
- Supply Ability
- 100 tons min
- Release date
- 2021-04-30
- Product
- 2-Aminopyridine-5-boronic acid, pinacol ester 827614-64-2
- Min. Order
- 1KG
- Purity
- 99.0% min
- Supply Ability
- 100 tons
- Release date
- 2021-04-15