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452972-13-3

452972-13-3 Structure

452972-13-3 Structure
IdentificationBack Directory
[Name]

3-BROMO-5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDINE
[CAS]

452972-13-3
[Synonyms]

5-BROMO-3-PYRIDINEBORONIC ACID PINACOL &
3-BROMOPYRIDINE-5-BORONIC ACID PINACOL ESTER
5-BROMOPYRIDINE-3-BORONIC ACID, PINACOL ESTER
5-Bromo-3-pyridineboronic acid pinacol ester
3-bromo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-y98%
5-Bromo-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
3-bromo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrid...
3-BROMO-5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDINE
Pyridine, 3-bromo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
3-BROMO-5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDINE ISO 9001:2015 REACH
[EINECS(EC#)]

201-525-2
[Molecular Formula]

C11H15BBrNO2
[MDL Number]

MFCD06798248
[MOL File]

452972-13-3.mol
[Molecular Weight]

283.96
Chemical PropertiesBack Directory
[Melting point ]

63.4-63.8°C
[Boiling point ]

341.4±27.0 °C(Predicted)
[density ]

1.34
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[pka]

2.86±0.22(Predicted)
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/38
[Safety Statements ]

26
[WGK Germany ]

3
[HazardClass ]

IRRITANT
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

3-BROMO-5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDINE(452972-13-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

3,5-Dibromopyridine

625-92-3

Bis(pinacolato)diboron

73183-34-3

3-BROMO-5-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRIDINE

452972-13-3

Preparation of compound 4-1 (5-bromopyridine-3-boronic acid pinacol ester) [221]: In a dry reaction flask 3,5-dibromopyridine (25 g, 105.5 mmol), pinacol ester of biboronic acid (28 g, 110.8 mmol), PdCl2(PPh3)2 (3.7 g, 5.27 mmol), and KOAc (20.7 g 211 mmol), and then 1,4-dioxane (211 mL) was added. The reaction mixture was stirred at reflux for 2 h at 120 °C. After completion of the reaction, it was cooled to room temperature and the organic layer was extracted with ethyl acetate. The organic layer was dried with anhydrous magnesium sulfate, filtered and concentrated. The crude product was purified by column chromatography to afford compound 4-1 (25 g, 86% yield) as a white solid.

[References]

[1] Patent: WO2016/186321, 2016, A1. Location in patent: Paragraph 220-221
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