6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one

Product Name: 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one
CAS No.: 1004294-80-7
Chemical Name: 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one
Synonyms: 1-Isoindolinone-6-boronic acid pinacol ester;isoindolin-1-one-6-boronic acid pinacol ester;(3-OXOISOINDOLIN-5-YL)BORONIC ACID PINACOL ESTER;(3-Oxo-5-isoindolinyl)boronic Acid Pinacol Ester;1-Oxo-2,3-dihydro-isoindole-6-boronic acid picol ester;1-Oxo-2,3-dihydro-isoindole-6-boronic acid pinacol ester;6-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)isoindolin-1-one;2,3-Dihydro-1H-isoindol-1-one-6-boronic acid pinacol ester;2,3-dihydro-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-;(2,3-Dihydro-3-oxo-1H-isoindol-5-yl)boronic acid, pinacol ester
CBNumber: CB12470488
Molecular Formula: C14H18BNO3
Formula Weight: 259.11
MOL File: 1004294-80-7.mol

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6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one Property

Boiling point:: 466.8±45.0 °C(Predicted)
Density: 1.16±0.1 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
pka: 13.91±0.20(Predicted)
Appearance: Off-white to gray Solid

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Safety

HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: T302948
Product name: 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one
Packaging: 1g
Price: $605
Updated: 2021/12/16

ChemScene

Product number: CS-W003949
Product name: 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one
Purity: 98.63%
Packaging: 250mg
Price: $71
Updated: 2021/12/16

AK Scientific

Product number: Z3788
Product name: 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one
Packaging: 100mg
Price: $109
Updated: 2021/12/16

ChemScene

Product number: CS-W003949
Product name: 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one
Purity: 98.63%
Packaging: 1g
Price: $165
Updated: 2021/12/16

Synthonix

Product number: D14049
Product name: 2,3-Dihydro-1H-isoindol-1-one-6-boronicacidpinacolester
Purity: 95+%
Packaging: 1g
Price: $220
Updated: 2021/12/16

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6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one Chemical Properties,Usage,Production

Synthesis

675109-26-9

73183-34-3

1004294-80-7

General procedure for the synthesis of 6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-isoindol-1-one from 6-bromo-2,3-dihydro-isoindol-1-one and pinacol bis(boronic acid) ester: to a solution of 6-bromo-2,3-dihydro-isoindol-1-one (1 eq.) in anhydrous dioxane (0.1 M) was added bis (pinacol) diboron (1.1 eq.), potassium acetate (3.5 eq.) and 1,1'-bis(diphenylphosphino)ferrocene (dppf, 0.05 eq.). The reaction mixture was degassed with nitrogen for 20 minutes. Subsequently, dichloro(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) (PdCl2(dppf), 0.05 eq.) was added and the mixture was degassed again for 5 minutes. Under nitrogen protection, the reaction mixture was heated to 70 °C for 2 hours and then warmed to 120 °C to continue the reaction for 16 hours. After completion of the reaction, the mixture was partitioned between ethyl acetate (EtOAc) and water. The aqueous phase was further extracted with ethyl acetate, the organic phases were combined, dried with magnesium sulfate (MgSO4), filtered and concentrated in vacuum. The residue was sonicated with ethyl acetate and the suspension was filtered through a sintered funnel, the collected gray solid was dried and used directly in the next reaction without further purification. The yield of the product 6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-isoindol-1-one was 82% with a purity of 29%, and the main impurity was boric acid.LC-MS (ESP) analysis showed m/z: 519.5 [2M + H]+ with a retention time (R/T) of 3.38 minutes.

References

[1] Patent: WO2008/23161, 2008, A1. Location in patent: Page/Page column 117
[2] Journal of Medicinal Chemistry, 2013, vol. 56, # 23, p. 9542 - 9555
[3] Patent: WO2017/107089, 2017, A1. Location in patent: Page/Page column 37; 38
[4] Patent: WO2017/68412, 2017, A1. Location in patent: Page/Page column 208; 209
[5] Journal of Medicinal Chemistry, 2018, vol. 61, # 11, p. 4978 - 4992

6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one Preparation Products And Raw materials

Raw materials

Preparation Products

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6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one Suppliers

China 91 China Hong Kong 1 Germany 1 India 1 United Kingdom 1 United States 7 Global 102

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View Lastest Price from 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one manufacturers

Zhuozhou Wenxi import and Export Co., Ltd

Product: 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one 1004294-80-7
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

Zhuozhou Wenxi import and Export Co., Ltd

Product: 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one 1004294-80-7
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-09

Career Henan Chemical Co

Product: 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one 1004294-80-7
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: Customized
Release date: 2019-07-03

1004294-80-7, 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-oneRelated Search:

Boric acid

6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one

1-Isoindolinone-6-boronic acid pinacol ester

1H-Isoindol-1-one, 2,3-dihydro-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-

6-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-2,3- dihydro-1H-isoindol-1-one

1-Oxo-2,3-dihydro-isoindole-6-boronic acid pinacol ester

isoindolin-1-one-6-boronic acid pinacol ester

2,3-Dihydro-1H-isoindol-1-one-6-boronic acid pinacol ester

1-Oxo-2,3-dihydro-isoindole-6-boronic acid picol ester

(2,3-Dihydro-3-oxo-1H-isoindol-5-yl)boronic acid, pinacol ester

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-isoindol-1-one

2,3-dihydro-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-

6-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-isoindol-1-one

6-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)isoindolin-1-one

(3-OXOISOINDOLIN-5-YL)BORONIC ACID PINACOL ESTER

(3-Oxo-5-isoindolinyl)boronic Acid Pinacol Ester

2,3-Dihydro-1H-isoindol-1-one-6-boronic acid pinacol ester - [D14049]

1004294-80-7