ChemicalBook > CAS DataBase List > 2-Methyl-6-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-isoindol-1-one

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

Product Name: 2-Methyl-6-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-isoindol-1-one
CAS No.: 1313399-38-0
Chemical Name: 2-Methyl-6-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-isoindol-1-one
Synonyms: (2-METHYL-3-OXOISOINDOLIN-5-YL)BORONIC ACID PINACOL ESTER;2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3H-isoindol-1-one;2-Methyl-6-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-isoindol-1-one;2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-isoindol-1-one;1H-Isoindol-1-one, 2,3-dihydro-2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
CBNumber: CB72663789
Molecular Formula: C15H20BNO3
Formula Weight: 273.14
MOL File: 1313399-38-0.mol

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

storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
Appearance: Off-white to pink Solid
InChI: InChI=1S/C15H20BNO3/c1-14(2)15(3,4)20-16(19-14)11-7-6-10-9-17(5)13(18)12(10)8-11/h6-8H,9H2,1-5H3
InChIKey: VBWYOZWWAKZWKG-UHFFFAOYSA-N
SMILES: C1(=O)C2=C(C=CC(B3OC(C)(C)C(C)(C)O3)=C2)CN1C

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

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: M340743
Product name: 2-Methyl-6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Isoindolin-1-One
Packaging: 50mg
Price: $155
Updated: 2021/12/16

Matrix Scientific

Product number: 189808
Product name: 2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one
Packaging: 500mg
Price: $646
Updated: 2021/12/16

AK Scientific

Product number: 8498DG
Product name: 2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one
Packaging: 100mg
Price: $224
Updated: 2021/12/16

Matrix Scientific

Product number: 189808
Product name: 2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one
Packaging: 1g
Price: $1050
Updated: 2021/12/16

Matrix Scientific

Product number: 189808
Product name: 2-Methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one
Packaging: 5g
Price: $3150
Updated: 2021/12/16

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2-Methyl-6-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-isoindol-1-one Chemical Properties,Usage,Production

Synthesis

1254319-51-1

73183-34-3

1313399-38-0

N-methyl-6-bromoisoindolin-1-one (723 mg, 3.41 mmol) and pinacol ester of bisboronic acid (1.04 g, 4.09 mmol) were added with potassium acetate (1.00 g, 10.2 mmol) and PdCl2 (dppf) catalyst (139 mg, 0.17 mmol) and the reaction system was sealed under nitrogen protection. DMSO (15 mL) was added to the reaction mixture and the reaction was stirred at 90 °C for 5 hours. After completion of the reaction, it was cooled to room temperature, the reaction mixture was diluted with water (250 mL) and extracted with dichloromethane (5 x 50 mL). The organic phases were combined, washed sequentially with water (2×100 mL) and brine (100 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to obtain the crude product. Purification by silica gel fast column chromatography (eluent 20% THF/dichloromethane) afforded the target product 2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one as a crystalline beige solid (262 mg, 28% yield).NMR [400 MHz, (CD3)2SO] δ 7.91 (br s, 1H), 7.85 (dd, J = 7.6, 1.0 Hz, 1H), 7.59 (dd, J = 7.5, 0.6 Hz, 1H), 4.49 (s, 2H), 3.07 (s, 3H), 1.32 (s, 12H). lRMS (APCI+) m/z Calculated value C15H21Br3O3 [M+H]+ 274, measured value 274.

References

[1] Patent: WO2011/75784, 2011, A1. Location in patent: Page/Page column 113-114
[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

2-Methyl-6-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-isoindol-1-one Preparation Products And Raw materials

Raw materials

Preparation Products

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

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1313399-38-0, 2-Methyl-6-(4,4,5,5-tetraMethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-isoindol-1-oneRelated Search:

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

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

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

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

2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3H-isoindol-1-one

1313399-38-0