ChemicalBook--->CAS DataBase List--->325142-95-8

325142-95-8

325142-95-8 Structure

325142-95-8 Structure
IdentificationBack Directory
[Name]

2,6-DIMETHYLPYRIDINE-4-BORONIC ACID, PINACOL ESTER
[CAS]

325142-95-8
[Synonyms]

2,6-Dimethylpyridin-4-boronic acid pinacol ester
2,6-DIMETHYLPYRIDINE-4-BORONIC ACID, PINACOL ESTER
2,6-Dimethylpyridin-4-ylboronic acid pinacol ester
2,6-DiMethyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine
Pyridine, 2,6-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
[Molecular Formula]

C13H20BNO2
[MDL Number]

MFCD11617853
[MOL File]

325142-95-8.mol
[Molecular Weight]

233.11
Chemical PropertiesBack Directory
[Melting point ]

82-83 °C
[Boiling point ]

330.1±42.0 °C(Predicted)
[density ]

1.01±0.1 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Store in freezer, under -20°C
[pka]

5.86±0.10(Predicted)
[Appearance]

White to light yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H319-H335-H302+H312+H332-H315
[Precautionary statements ]

P280-P301+P312-P362+P364
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

2,6-DIMETHYLPYRIDINE-4-BORONIC ACID, PINACOL ESTER(325142-95-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

4-Bromo-2,6-dimethylpyridine

5093-70-9

Bis(pinacolato)diboron

73183-34-3

2,6-DIMETHYLPYRIDINE-4-BORONIC ACID, PINACOL ESTER

325142-95-8

General procedure for the synthesis of 2,6-dimethylpyridine-4-boronic acid pinacol ester from 4-bromo-2,6-dimethylpyridine and bis(boronic acid) pinacol ester: to 4-bromo-2,6-dimethylpyridine (1.00 g, 5.38 mmol), 4,4,4',4',5,5,5',5'-octamethyl-2,2'-bis(1,3,2-dioxaborolane) ( 1.64 g, 6.45 mmol), PdCl2(dppf) (393 mg, 0.537 mmol), and KOAc (1.58 g, 16.12 mmol) was added to a mixture of degassed dioxane solution (2 mL). The reaction mixture was heated and stirred at 85 °C for 18 hours. Upon completion of the reaction, the mixture was dissolved in EtOAc and filtered through a Celite pad. The filtrate was concentrated in vacuum to afford the crude product 2,6-dimethylpyridine-4-boronic acid pinacol ester (1.88 g, 8.07 mmol, quantitative yield) as a brown solid.

[References]

[1] Patent: WO2016/196644, 2016, A1. Location in patent: Paragraph 274; 275
[2] Patent: WO2018/102452, 2018, A2. Location in patent: Paragraph 258; 259
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