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3-Methoxypyridine-5-boronic acid pinacol ester

Product Name
3-Methoxypyridine-5-boronic acid pinacol ester
CAS No.
445264-60-8
Chemical Name
3-Methoxypyridine-5-boronic acid pinacol ester
Synonyms
5-methoxypyridine-3-boryl ester;5-methoxy-3-pyridine borate acid;pyridineboronic acid pinacol ester;3-Methoxy-5-(pinacolboranato)pyridine;Methoxypyridine-3-boronic acid,pinacolester;5-Methoxy-3-pyridylboronic Acid Pinacol Ester;3-METHOXYPYRIDINE-5-BORONIC ACID PINACOL ESTER;(3-Methoxypyridin-5-yl)boronic acid pinacol est;(5-Methoxypyridin-3-yl)boronic acid pinacol ester;(3-Methoxypyridin-5-yl)boronic acid pinacol ester
CBNumber
CB21229288
Molecular Formula
C12H18BNO3
Formula Weight
235.09
MOL File
445264-60-8.mol
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3-Methoxypyridine-5-boronic acid pinacol ester Property

Melting point:
100-108℃
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
powder to crystal
color 
White to Almost white
InChIKey
HENXUFOAGXNWKH-UHFFFAOYSA-N
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Safety

WGK Germany 
3
HS Code 
2933399990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
676624
Product name
5-Methoxy-3-pyridineboronic acid pinacol ester
Purity
97%
Packaging
1g
Price
$79.6
Updated
2023/01/07
Sigma-Aldrich
Product number
676624
Product name
5-Methoxy-3-pyridineboronic acid pinacol ester
Purity
97%
Packaging
5g
Price
$352
Updated
2023/01/07
TCI Chemical
Product number
M2994
Product name
3-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
Purity
>98.0%(GC)
Packaging
1g
Price
$186
Updated
2025/07/31
American Custom Chemicals Corporation
Product number
BOR0001297
Product name
3-METHOXYPYRIDINE-5-BORONIC ACID PINACOL ESTER
Purity
95.00%
Packaging
1G
Price
$247.8
Updated
2021/12/16
Matrix Scientific
Product number
007384
Product name
3-Methoxy-5-pyridineboronic acidpinacol ester
Purity
98%
Packaging
5g
Price
$258
Updated
2021/12/16
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3-Methoxypyridine-5-boronic acid pinacol ester Chemical Properties,Usage,Production

Uses

5-Methoxy-3-pyridineboronic acid pinacol ester can be used:

  • To synthesize anthracene based bis-pyridine ligand (L), which is employed in the preparation of fluorescent M2L4 type capsules (M= Pt, Zn, Pd, Cu, Ni, Co, and Mn).
  • As a starting material in the synthesis of pyridylmethyl?pyridine derivatives as potent 11β-hydroxylase (CPY11B1) inhibitors.

Uses

3-Methoxypyridine-5-boronic acid pinacol ester is for use in Suzuki-Miyaura aryl-aryl cross-coupling.

Synthesis

50720-12-2

73183-34-3

445264-60-8

The reaction was carried out in anhydrous toluene (25 mL) with 3-bromo-5-methoxypyridine (2 g, 10.63 mmol), bis(pinacolato)diboron (4.05 g, 15.98 mmol) and potassium acetate (4.78 g, 42.55 mmol). The reaction system was first degassed with nitrogen. Under nitrogen protection, Pd(dppf)Cl2-DCM (0.87 g, 0.10 mmol) was added to the reaction system and the reaction mixture was subsequently heated to reflux for 2 hours. The reaction process was monitored by thin layer chromatography (TLC). After completion of the reaction, the mixture was cooled to room temperature (25 °C) and filtered through a Celite pad. The filtrate was diluted with ethyl acetate (100 mL), washed sequentially with water and brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the crude product. The crude product was purified by column chromatography on silica gel (100-200 mesh), and the eluent was a hexane solution of 10% ethyl acetate, and 2.6 g of the target product, 5-methoxy-3-pyridinopinacol borate, was finally obtained. The product was analyzed by LC-MS and the molecular weight was 236 (M+H).

References

[1] Patent: WO2009/74812, 2009, A1. Location in patent: Page/Page column 68
[2] Patent: WO2014/186035, 2014, A1. Location in patent: Page/Page column 156
[3] Journal of Medicinal Chemistry, 2016, vol. 59, # 23, p. 10479 - 10497
[4] Patent: CN106674200, 2017, A. Location in patent: Paragraph 0112; 0113

3-Methoxypyridine-5-boronic acid pinacol ester Preparation Products And Raw materials

Raw materials

Preparation Products

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3-Methoxypyridine-5-boronic acid pinacol ester Suppliers

J & K SCIENTIFIC LTD.
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Shanghai Jian Chao Chemical Technology Co., Ltd.
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TOKYO CHEMICAL INDUSTRY CO., LTD.
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View Lastest Price from 3-Methoxypyridine-5-boronic acid pinacol ester manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
3-Methoxypyridine-5-boronic acid pinacol ester 445264-60-8
Price
US $1.10/g
Min. Order
1g
Purity
99.0% min
Supply Ability
100 tons min
Release date
2021-05-12
Career Henan Chemical Co
Product
3-Methoxypyridine-5-boronic acid pinacol ester 445264-60-8
Price
US $1.00/KG
Min. Order
1KG
Purity
97-99%
Supply Ability
1000KGS
Release date
2019-12-19

445264-60-8, 3-Methoxypyridine-5-boronic acid pinacol esterRelated Search:


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  • 2-(5-Methoxypyridin-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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  • 3-METHOXYPYRIDINE-5-BORONIC ACID PINACOL ESTER
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  • Boronic ester
  • Organoborons
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  • Boronic Acids and Derivatives
  • Chemical Synthesis
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