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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
Molecular Weight:
220.08
MDL Number:
MFCD05663837
MOL File:
827614-64-2.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:48
Product description Number Pack Size Price
2-Aminopyridine-5-boronic acid pinacol ester 97% 640379 1g $46.15
2-Aminopyridine-5-boronic acid pinacol ester 97% 640379 5g $123.2
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine min. 98.0 % A3206 1G $124
2-Amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine A629995 2.5g $105
2-Amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine A629995 25g $580
More product size

2-Aminopyridine-5-boronic acid, pinacol ester Properties

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)
UNSPSC Code 12352103
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36/37
WGK Germany  3
HS Code  2933399990
NFPA 704
1
2 0

2-Aminopyridine-5-boronic acid, pinacol ester price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 640379 2-Aminopyridine-5-boronic acid pinacol ester 97% 827614-64-2 1g $46.15 2025-07-31 Buy
Sigma-Aldrich 640379 2-Aminopyridine-5-boronic acid pinacol ester 97% 827614-64-2 5g $123.2 2025-07-31 Buy
TCI Chemical A3206 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine min. 98.0 % 827614-64-2 1G $124 2025-07-31 Buy
TRC A629995 2-Amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 827614-64-2 2.5g $105 2021-12-16 Buy
TRC A629995 2-Amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 827614-64-2 25g $580 2021-12-16 Buy
Product number Packaging Price Buy
640379 1g $46.15 Buy
640379 5g $123.2 Buy
A3206 1G $124 Buy
A629995 2.5g $105 Buy
A629995 25g $580 Buy

2-Aminopyridine-5-boronic acid, pinacol ester Chemical Properties,Uses,Production

Uses

2-Aminopyridine-5-boronic acid, pinacol ester can be used in a microwave-assisted, four-component coupling process leading to amino substituted imidazopyridines.

Uses

It is an important raw material and intermediate. Substrate employed in a microwave-assisted, four-component coupling process leading to amino substituted imidazopyridines.

Synthesis

2-Amino-5-bromopyridine

1072-97-5

Bis(pinacolato)diboron

73183-34-3

2-Aminopyridine-5-boronic acid, pinacol ester

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

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View Lastest Price from 2-Aminopyridine-5-boronic acid, pinacol ester manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Amino-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine pictures 2025-09-25 2-Amino-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine
827614-64-2
US $200.00-1.00 / KG 1KG 99%, 99.5% Sublimated g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
2-Aminopyridine-5-boronic acid, pinacol ester pictures 2025-09-23 2-Aminopyridine-5-boronic acid, pinacol ester
827614-64-2
US $0.00-0.00 / KG 1KG 99% 2000 Shenzhen Nexcon Pharmatechs Ltd.
2-Aminopyridine-5-boronic acid, pinacol ester pictures 2025-06-25 2-Aminopyridine-5-boronic acid, pinacol ester
827614-64-2
US $1.10 / g 1g 99.0% min 100 tons min Shaanxi Dideu Medichem Co. Ltd

2-Aminopyridine-5-boronic acid, pinacol ester Spectrum

2-AMINOPYRIDINE-5-BORONIC ACID, PINACOL ESTER 2-AMINO-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDINE 6-AMINOPYRIDINE-3-BORONIC ACID PINACOL ESTER 5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDIN-2-YLAMINE 6-Aminopyridine-3-boronic acid pinacol ester, 2-Amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 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 (2-Aminopyridin-5-yl)boronic acid pinacol ester 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-Pyridinamine 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-aMine 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl) yridine-2-aMine 2-Amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, 2-(6-Aminopyridin-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 2-AMinopyridine-5-boronic acid pinacol ester 97% 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine 2-Pyridinamine,5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- (6-AMINOPYRIDIN-3-YL)BORONIC ACID PINACOL ESTER 6-Aminopyridine-3-boronic acid, pinacol ester 95% 2-Aminopyridine-5-boronic acid, pinacol ester ISO 9001:2015 REACH 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-y)pyridin-2-amine 2-Aminopyridine-5-boronic acid pinacol ester - [A12609] 827614-64-2 C11H17BN2O2 Boronate Esters Boronic Acids and Derivatives Chemical Synthesis Heteroaryl Boronate Esters Organometallic Reagents Pyridines