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497147-93-0

497147-93-0 Structure

497147-93-0 Structure
IdentificationBack Directory
[Name]

5-CYANO-3-PYRIDINYL BORONIC ACID
[CAS]

497147-93-0
[Synonyms]

5-cyanopyridin-3-boronic acid
5-Cyano-3-pyridinylboronicaci
3-Cyanopyridine-5-boronic acid
5-Cyano-3-pyridineboronic acid
5-CYANO-3-PYRIDINYL BORONIC ACID
(5-CYANOPYRIDIN-3-YL)BORONIC ACID
B-(5-cyano-3-pyridinyl)-Boronic acid
5-Cyano-3-pyridinylboronic acid, 97%,
Boronic acid, B-(5-cyano-3-pyridinyl)-
5-cyanopyridin-3-yl-3-boronic acid, 95%
REF DUPL: 5-Cyanopyridine-3-boronic acid
Boronic acid, (5-cyano-3-pyridinyl)- (9CI)
5-CYANO-3-PYRIDINYL BORONIC ACID ISO 9001:2015 REACH
3-Cyanopyridine-5-boronic acid, 3-Borono-5-cyanopyridine
5-Cyanopyridine-3-boronic acid (contains varying amounts of anhydride)
[Molecular Formula]

C6H5BN2O2
[MDL Number]

MFCD07374882
[MOL File]

497147-93-0.mol
[Molecular Weight]

147.93
Chemical PropertiesBack Directory
[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
[pka]

5.52±0.10(Predicted)
[color ]

White to yellow
[InChI]

1S/C6H5BN2O2/c8-2-5-1-6(7(10)11)4-9-3-5/h1,3-4,10-11H
[InChIKey]

CYEXXDYQJPRMIQ-UHFFFAOYSA-N
[SMILES]

OB(O)c1cncc(c1)C#N
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

37/38-41
[Safety Statements ]

26-39
[WGK Germany ]

WGK 3
[HS Code ]

29333999
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Dam. 1
Skin Irrit. 2
STOT SE 3
Spectrum DetailBack Directory
[Spectrum Detail]

5-CYANO-3-PYRIDINYL BORONIC ACID(497147-93-0)1HNMR
Hazard InformationBack Directory
[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
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