ChemicalBook > CAS DataBase List > 2,6-Dimethoxypyridine-3-boronic acid

2,6-Dimethoxypyridine-3-boronic acid

Product Name
2,6-Dimethoxypyridine-3-boronic acid
CAS No.
221006-70-8
Chemical Name
2,6-Dimethoxypyridine-3-boronic acid
Synonyms
3-Borono-2,6-dimethoxypyridine;2,6-Dimethoxypyridine-3-Boroni;2,6-DIMETHOXYPYRIDINE-3-BORONIC ACID;2,6-DIMETHOXY-3-PYRIDINEBORONIC ACID;2,6-DIMETHOXY-3-PYRIDYL BORONIC ACID;2,6-DIMETHOXYPYRIDINE-5-BORONIC ACID;2,6-DIMETHOXYL-5-PYRIDINEBORONIC ACID;(2,6-dimethoxypyridin-3-yl)boronicaci;(2,6-DIMETHOXYPYRIDIN-3-YL)BORONIC ACID;(2,6-dimethoxy-3-pyridinyl)boronic acid
CBNumber
CB9192391
Molecular Formula
C7H10BNO4
Formula Weight
182.97
MOL File
221006-70-8.mol
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2,6-Dimethoxypyridine-3-boronic acid Property

Melting point:
128-130°C
Boiling point:
341.2±52.0 °C(Predicted)
Density 
1.26±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
soluble in Methanol
form 
powder or crystals
pka
7.28±0.58(Predicted)
color 
White to Almost white
BRN 
9391039
CAS DataBase Reference
221006-70-8(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38-36/38
Safety Statements 
26-36
WGK Germany 
2
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.

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

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
706086
Product name
2,6-Dimethoxy-3-pyridineboronic acid
Packaging
250mg
Price
$51.8
Updated
2025/07/31
Sigma-Aldrich
Product number
706086
Product name
2,6-Dimethoxy-3-pyridineboronic acid
Packaging
1g
Price
$100
Updated
2023/01/07
TCI Chemical
Product number
D4690
Product name
2,6-Dimethoxypyridine-3-boronic Acid (contains varying amounts of Anhydride)
Packaging
1g
Price
$86
Updated
2025/07/31
TCI Chemical
Product number
D4690
Product name
2,6-Dimethoxypyridine-3-boronic Acid (contains varying amounts of Anhydride)
Packaging
5g
Price
$297
Updated
2025/07/31
TRC
Product number
D479238
Product name
2,6-Dimethoxypyridine-3-boronicacid
Packaging
500mg
Price
$65
Updated
2021/12/16
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2,6-Dimethoxypyridine-3-boronic acid Chemical Properties,Usage,Production

Uses

Reactant for:

  • Preparation of benzopyranone derivatives as positive GABAA receptor modulators
  • Preparation of pyrazine derivatives as orally active corticotropin releasing factor-1 receptor antagonists
  • Microwave-enhanced synthesis of trisubstituted pyridazines
  • Preparation of biaryl derivatives via palladium-catalyzed Suzuki-Miyaura cross-coupling reaction with aryl- or heteroaryl halides
  • Preparation of 3-arylpyridines via palladium-P Phos catalyzed Suzuki cross coupling

Synthesis

6231-18-1

5419-55-6

221006-70-8

Under nitrogen protection, 2,6-dimethoxypyridine (10 g, 71.84 mmol) and N,N-diisopropylethylamine (0.50 mL, 3.59 mmol) were dissolved in dry tetrahydrofuran (200 mL), and cooled to -40°C. The solution of n-butyl lithium (43.10 mL, 86.21 mmol) was added to the solution. At this temperature, n-butyllithium solution (43.10 mL, 86.21 mmol) was added slowly and dropwise. The reaction solution was stirred at -40 °C for 5 min and then slowly warmed to 0 °C and continued to be stirred at this temperature for 3 hours. Subsequently, the reaction solution was cooled again to -40 °C and triisopropyl borate (24.87 mL, 107.76 mmol) was slowly added. After addition, the reaction mixture was brought to room temperature and stirred for 1 hour. Upon completion of the reaction, the reaction was terminated by the addition of water (50 mL), followed by concentration under reduced pressure to remove the organic solvent. To the residue was added 1 M sodium hydroxide solution (100 mL) and the aqueous phase was washed with ethyl acetate (2 x 100 mL). The aqueous phase was adjusted to pH 3 with hydrochloric acid and a solid was precipitated. The solid was collected by filtration and dried to give 2,6-dimethoxypyridine-3-boronic acid (8.10 g, 61% yield). The product was characterized by 1H NMR (DMSO-d6): δ 7.87 (1H, d, J = 7.9 Hz), 6.36 (1H, d, J = 7.9 Hz), 3.90 (3H, s), 3.87 (3H, s).

References

[1] Patent: WO2017/155909, 2017, A1. Location in patent: Paragraph 0111

2,6-Dimethoxypyridine-3-boronic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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2,6-Dimethoxypyridine-3-boronic acid Suppliers

J & K SCIENTIFIC LTD.
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18210857532; 18210857532
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jkinfo@jkchemical.com
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China
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Alfa Aesar
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400-6106006
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021-67582001/03/05
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Energy Chemical
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Shanghai Longsheng chemical Co.,Ltd.
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Shanghai Hanhong Scientific Co.,Ltd.
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Chemsky(shanghai)International Co.,Ltd.
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View Lastest Price from 2,6-Dimethoxypyridine-3-boronic acid manufacturers

Career Henan Chemical Co
Product
2,6-Dimethoxypyridine-3-boronic acid 221006-70-8
Price
US $1.00/KG
Min. Order
1KG
Purity
98%-100%
Supply Ability
1
Release date
2018-08-12

221006-70-8, 2,6-Dimethoxypyridine-3-boronic acidRelated Search:


  • 2,6-DIMETHOXY-3-PYRIDYL BORONIC ACID
  • 2,6-DIMETHOXY-3-PYRIDINEBORONIC ACID
  • 2,6-DIMETHOXYPYRIDINE-3-BORONIC ACID
  • (2,6-DIMETHOXYPYRIDIN-3-YL)BORONIC ACID
  • 2,6-DIMETHOXYL-5-PYRIDINEBORONIC ACID
  • 2,6-DIMETHOXYPYRIDINE-5-BORONIC ACID
  • 2,6-Dimethoxypyridine-3-Boroni
  • 3-Borono-2,6-dimethoxypyridine
  • 2,6-Dimethoxypyridine-3-boronic Acid (contains varying amounts of Anhydride)
  • BORONIC ACID,B-(2,6-DIMETHOXY-3-PYRIDINYL)-
  • (2,6-dimethoxy-3-pyridinyl)boronic acid
  • (2,6-dimethoxypyridin-3-yl)boronicaci
  • 2,6-Dimethoxypyridine-3-boronic acid - [D2487]
  • 221006-70-8
  • C7H10BNO5
  • C7H10NO4B
  • C7H10BNO4
  • Boronic acids
  • Heterocyclic Compounds
  • Boronic acid
  • Pyridines
  • pharmacetical
  • Organoborons
  • Pyridine