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CAS:1427587-32-3

Product Name
CAS:1427587-32-3
CAS No.
1427587-32-3
Chemical Name
CAS:1427587-32-3
Synonyms
CAS:1427587-32-3;1-Methyl-1,2,3,4-tetrahydroquinolin-2-one-6-boronic acid pinacol ester;1-Methyl-2-oxo-1,2,3,4-tetrahydroquinoline-6-boronic Acid Pinacol Ester;(1-METHYL-2-OXO-1,2,3,4-TETRAHYDROQUINOLIN-6-YL)BORONIC ACID PINACOL ESTER;1-methyl-6-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydroquinolin-2-one;1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2-one;1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2(1H)-one;2(1H)-Quinolinone, 3,4-dihydro-1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
CBNumber
CB92741595
Molecular Formula
C16H22BNO3
Formula Weight
287.16
MOL File
1427587-32-3.mol
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CAS:1427587-32-3 Property

Boiling point:
487.3±45.0 °C(Predicted)
Density 
1.12±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
0.65±0.20(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
M340670
Product name
1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2(1H)-one
Packaging
10mg
Price
$45
Updated
2021/12/16
TRC
Product number
M340670
Product name
1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2(1H)-one
Packaging
100mg
Price
$90
Updated
2021/12/16
Synthonix
Product number
M15176
Product name
1-Methyl-1,2,3,4-tetrahydroquinolin-2-one-6-boronicacidpinacolester
Purity
95+%
Packaging
1g
Price
$1050
Updated
2021/12/16
AK Scientific
Product number
1531DW
Product name
1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2(1H)-one
Packaging
10g
Price
$1748
Updated
2021/12/16
Matrix Scientific
Product number
124546
Product name
1-Methyl-1,2,3,4-tetrahydroquinolin-2-one-6-boronicacidpinacolester
Purity
95+%
Packaging
1g
Price
$1848
Updated
2021/12/16
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CAS:1427587-32-3 Chemical Properties,Usage,Production

Synthesis

1092523-03-9

73183-34-3

1427587-32-3

To a dry reaction flask was added 6-bromo-1-methyl-3,4-dihydroquinolin-2(1H)-one (3 g, 12.5 mmol), pinacol ester of bisboronic acid (3.81 g, 15.0 mmol), potassium acetate (3.68 g, 37.5 mmol), and dioxane (48 mL). Dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane complex (457 mg, 0.625 mmol) was added to the reaction system under argon protection. The reaction mixture was heated to 80 °C and stirred overnight. After completion of the reaction, the reaction mixture was diluted with ethyl acetate, filtered through diatomaceous earth and the filter cake was washed with ethyl acetate (2 x 150 mL). The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography using 0 to 40% ethyl acetate-heptane gradient elution to afford the target product 1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2(1H)-one (2.63 g, 73% yield) as an off-white solid. Mass spectrum (MS): 288.0 (M+H+).

References

[1] Patent: US2013/72679, 2013, A1. Location in patent: Paragraph 0545; 0546
[2] Patent: WO2013/37779, 2013, A1. Location in patent: Page/Page column 74; 75
[3] Patent: WO2013/41591, 2013, A1. Location in patent: Page/Page column 65
[4] Patent: WO2014/139981, 2014, A1. Location in patent: Page/Page column 24; 25
[5] Patent: WO2016/66662, 2016, A1. Location in patent: Page/Page column 31

CAS:1427587-32-3 Preparation Products And Raw materials

Raw materials

Preparation Products

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1427587-32-3, CAS:1427587-32-3Related Search:


  • CAS:1427587-32-3
  • 1-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2(1H)-one
  • 1-Methyl-1,2,3,4-tetrahydroquinolin-2-one-6-boronic acid pinacol ester
  • (1-METHYL-2-OXO-1,2,3,4-TETRAHYDROQUINOLIN-6-YL)BORONIC ACID PINACOL ESTER
  • 1-methyl-6-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydroquinolin-2-one
  • 1-Methyl-2-oxo-1,2,3,4-tetrahydroquinoline-6-boronic Acid Pinacol Ester
  • 2(1H)-Quinolinone, 3,4-dihydro-1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
  • 1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinolin-2-one
  • 1427587-32-3