Identification | Back 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 Properties | Back 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 |
Hazard Information | Back Directory | [Synthesis]
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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