ChemicalBook > CAS DataBase List > 1-Isopropyl-6-oxo-1,6-dihydropyridine-3-boronic Acid Pinacol Ester

1-Isopropyl-6-oxo-1,6-dihydropyridine-3-boronic Acid Pinacol Ester

Product Name
1-Isopropyl-6-oxo-1,6-dihydropyridine-3-boronic Acid Pinacol Ester
CAS No.
1349151-98-9
Chemical Name
1-Isopropyl-6-oxo-1,6-dihydropyridine-3-boronic Acid Pinacol Ester
Synonyms
1-Isopropyl-6-oxo-1,6-dihydropyridine-3-boronic Acid Pinacol Ester;1-propan-2-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-one;1-isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one;1-(propan-2-yl)-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-dihydropyridin-2-one;1-(1-Methylethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2(1H)-pyridinone;2(1H)-Pyridinone, 1-(1-methylethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;1-(propan-2-yl)-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-dihydropyridin-2-one - [P18841]
CBNumber
CB12735453
Molecular Formula
C14H22BNO3
Formula Weight
263.14
MOL File
1349151-98-9.mol
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1-Isopropyl-6-oxo-1,6-dihydropyridine-3-boronic Acid Pinacol Ester Property

Boiling point:
316.1±52.0 °C(Predicted)
Density 
1.06±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
pka
-0.15±0.70(Predicted)
Appearance
White to off-white Solid
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
B452410
Product name
1-isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one
Packaging
100mg
Price
$175
Updated
2021/12/16
AK Scientific
Product number
8813DN
Product name
1-Isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)pyridin-2(1H)-one
Packaging
250mg
Price
$316
Updated
2021/12/16
AK Scientific
Product number
8813DN
Product name
1-Isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)pyridin-2(1H)-one
Packaging
5g
Price
$1342
Updated
2021/12/16
AK Scientific
Product number
8813DN
Product name
1-Isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)pyridin-2(1H)-one
Packaging
10g
Price
$2152
Updated
2021/12/16
Crysdot
Product number
CD11289774
Product name
1-isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one
Purity
95+%
Packaging
1g
Price
$624
Updated
2021/12/16
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1-Isopropyl-6-oxo-1,6-dihydropyridine-3-boronic Acid Pinacol Ester Chemical Properties,Usage,Production

Synthesis

851087-08-6

73183-34-3

1349151-98-9

Step 2: 5-bromo-1-isopropylpyridin-2(1H)-one (9 g, 41.65 mmol), pinacol ester of bisboronic acid (15.87 g, 62.50 mmol), potassium acetate (10.23 g, 104.2 mmol), and Pd(dppf)Cl2-CH3CN (914.6 mg, 1.250 mmol) were added to a 100 mL of dioxane solution and mixed with stirring. Degassing was performed by bubbling nitrogen into the solution for 15 minutes. Subsequently, the reaction mixture was heated to reflux at 100 °C for 16 h under nitrogen protection. Upon completion of the reaction, the reaction mixture was diluted with ethyl acetate and the organic layer was washed sequentially with water (2 times) and brine (1 time). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (using an ISCO Companion.TM., 330 g silica gel column eluting with a gradient of 5% to 60% ethyl acetate/dichloromethane) to afford 1-isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one as a light orange solid (7.9 g, yield 72%). The product was confirmed by 1H NMR (400 MHz, CDCl3): δ 1.31 (s, 12H), 1.39 (d, 6H), 5.26 (hept, 1H), 6.52 (d, 1H), 7.56 (dd, 1H), 7.78 (s, 1H) ppm; mass spectrum (ES+) m/z: 264.3.

References

[1] Patent: WO2011/143399, 2011, A1. Location in patent: Page/Page column 54
[2] Patent: WO2011/143426, 2011, A1. Location in patent: Page/Page column 56-57

1-Isopropyl-6-oxo-1,6-dihydropyridine-3-boronic Acid Pinacol Ester Preparation Products And Raw materials

Raw materials

Preparation Products

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1-Isopropyl-6-oxo-1,6-dihydropyridine-3-boronic Acid Pinacol Ester Suppliers

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1349151-98-9, 1-Isopropyl-6-oxo-1,6-dihydropyridine-3-boronic Acid Pinacol EsterRelated Search:


  • 1-Isopropyl-6-oxo-1,6-dihydropyridine-3-boronic Acid Pinacol Ester
  • 1-isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one
  • 1-propan-2-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-one
  • 1-(propan-2-yl)-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-dihydropyridin-2-one
  • 2(1H)-Pyridinone, 1-(1-methylethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
  • 1-(1-Methylethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2(1H)-pyridinone
  • 1-(propan-2-yl)-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-dihydropyridin-2-one - [P18841]
  • 1349151-98-9