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5-Cyano-3-pyridinyl boronic acid

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5-Cyano-3-pyridinyl boronic acid manufacturers

5-Cyano-3-pyridinyl boronic acid Basic information
Product Name:5-Cyano-3-pyridinyl boronic acid
Synonyms:Boronic acid, (5-cyano-3-pyridinyl)- (9CI);Boronic acid, B-(5-cyano-3-pyridinyl)-;REF DUPL: 5-Cyanopyridine-3-boronic acid;3-Cyanopyridine-5-boronic acid, 3-Borono-5-cyanopyridine;3-Cyanopyridine-5-boronic acid;5-Cyano-3-pyridineboronic acid;B-(5-cyano-3-pyridinyl)-Boronic acid;5-cyanopyridin-3-boronic acid
CAS:497147-93-0
MF:C6H5BN2O2
MW:147.93
EINECS:
Product Categories:PYRIDINE
Mol File:497147-93-0.mol
5-Cyano-3-pyridinyl boronic acid Structure
5-Cyano-3-pyridinyl boronic acid Chemical Properties
Boiling point 375.9±52.0 °C(Predicted)
density 1.34
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
form Crystalline Powder
pka5.52±0.10(Predicted)
color White to yellow
InChI1S/C6H5BN2O2/c8-2-5-1-6(7(10)11)4-9-3-5/h1,3-4,10-11H
InChIKeyCYEXXDYQJPRMIQ-UHFFFAOYSA-N
SMILESOB(O)c1cncc(c1)C#N
Safety Information
Hazard Codes Xi
Risk Statements 37/38-41
Safety Statements 26-39
WGK Germany WGK 3
HS Code 29333999
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Dam. 1
Skin Irrit. 2
STOT SE 3
MSDS Information
5-Cyano-3-pyridinyl boronic acid Usage And Synthesis
Synthesis
5-Bromonicotinonitrile

35590-37-5

Bis(pinacolato)diboron

73183-34-3

5-CYANO-3-PYRIDINYL BORONIC ACID

497147-93-0

General procedure for the synthesis of 5-cyano-3-pyridinylboronic acid from 3-cyano-5-bromopyridine and pinacol ester of biphenylboronic acid: to a 500-mL two-necked flask were added 3-bromo-5-cyanopyridine (0.63 g, 2.5 mmol), 1,1-bis(diphenylphosphino)ferrocene palladium dichloride (0.17 g, 0.21 mmol), and potassium aminoglycolate (0.61 g, 6.21 mmol). The mixture was dissolved in 6 mL of 1,4-dioxane, heated to 90 °C and stirred for 21 hours. After completion of the reaction, the reaction mixture was cooled to room temperature and filtered through diatomaceous earth. The filtrate was distilled under reduced pressure and dried to give 0.1 g of the target product 5-cyano-3-pyridinylboronic acid (yield: 32%).

References[1] Patent: KR2017/79357, 2017, A. Location in patent: Paragraph 0300-0303
[2] Patent: WO2012/3283, 2012, A1. Location in patent: Page/Page column 187
5-Cyano-3-pyridinyl boronic acid Preparation Products And Raw materials
Raw materials5-Bromonicotinonitrile-->Bis(pinacolato)diboron-->[1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II)-->Potassium Acetate-->1,4-Dioxane
Tag:5-Cyano-3-pyridinyl boronic acid(497147-93-0) Related Product Information
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