5-AMINO-2-METHYLPHENYLBORONIC ACID, PINACOL ESTER

Product Name: 5-AMINO-2-METHYLPHENYLBORONIC ACID, PINACOL ESTER
CAS No.: 882670-69-1
Chemical Name: 5-AMINO-2-METHYLPHENYLBORONIC ACID, PINACOL ESTER
Synonyms: 5-AMINO-2-METHYLPHENYLBORONIC ACID, PINACOL ESTER;5-Amino-2-methylphenylboronic acid pinacol ester 97%;4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)anil...;4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline;4,4,5,5-TetraMethyl-2-(5-aMino-2-Methylphenyl)-1,3,2-dioxaborolane;4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine;4-Methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine;Benzenamine, 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;3-Hydroxy-2,3-dimethylbutan-2-yl hydrogen 5-amino-2-methylphenylboronate;5-Amino-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzenamine
CBNumber: CB2444914
Molecular Formula: C13H20BNO2
Formula Weight: 233.11
MOL File: 882670-69-1.mol

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5-AMINO-2-METHYLPHENYLBORONIC ACID, PINACOL ESTER Property

Melting point:: 82-86°C
Boiling point:: 366.2±35.0 °C(Predicted)
Density: 1.03
storage temp.: under inert gas (nitrogen or Argon) at 2–8 °C
form: solid
pka: 5.01±0.10(Predicted)
Appearance: White to off-white Solid
InChI: InChI=1S/C13H20BNO2/c1-9-6-7-10(15)8-11(9)14-16-12(2,3)13(4,5)17-14/h6-8H,15H2,1-5H3
InChIKey: HPNBWHDRLCVZFV-UHFFFAOYSA-N
SMILES: C1(N)=CC=C(C)C(B2OC(C)(C)C(C)(C)O2)=C1

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38-38-36
Safety Statements: 26-36/37/39
WGK Germany: 2
HS Code: 2931900090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 706043
Product name: 5-Amino-2-methylphenylboronic acid pinacol ester
Purity: 97%
Packaging: 1g
Price: $230
Updated: 2023/01/07

TRC

Product number: A634398
Product name: 5-Amino-2-methylphenylboronic acid pinacol ester
Packaging: 5g
Price: $435
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FA160879
Product name: 5-Amino-2-methylphenylboronic acid, pinacol ester
Packaging: 2g
Price: $280
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FA160879
Product name: 5-Amino-2-methylphenylboronic acid, pinacol ester
Packaging: 250mg
Price: $60
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FA160879
Product name: 5-Amino-2-methylphenylboronic acid, pinacol ester
Packaging: 500mg
Price: $100
Updated: 2021/12/16

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5-AMINO-2-METHYLPHENYLBORONIC ACID, PINACOL ESTER Chemical Properties,Usage,Production

Synthesis

35944-64-0

73183-34-3

882670-69-1

Using 3-iodo-4-methylaniline (1.97 g, 8.45 mmol) and pinacol ester of bis(diphenylphosphino)borate (2.32 g, 9.13 mmol) as raw materials, pinacol ester of bis(boronic acid) was dissolved in DMSO (23 mL) under the protection of argon gas, and potassium acetate (2.87 g, 29.2 mmol) and [1,1'-bis(diphenylphosphino)ferrocene]palladium dichloride were added sequentially ( 345 mg, 0.423 mmol). The reaction mixture was stirred at 80 °C for 4 hours. After completion of the reaction, ethyl acetate and water were added to the mixture, the insoluble material was removed by filtration through diatomaceous earth and the organic phase was extracted with ethyl acetate. The organic layer was washed sequentially with water and brine and dried over anhydrous magnesium sulfate. The solvent was removed by concentration under reduced pressure and the residue was purified by silica gel column chromatography (eluent: ethyl acetate/hexane=6/1) to afford the target product 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (Compound A4, 1.36 g, 69% yield). The product was characterized by 1H NMR (300 MHz, CDCl3): δ 1.33 (s, 12H), 2.42 (s, 3H), 3.51 (br s, 2H), 6.68 (dd, J = 8.1,2.7Hz, 1H), 6.97 (d, J = 8.1Hz, 1H), 7.11 (d, J = 2.7Hz, 1H).

References

[1] Patent: EP2269993, 2011, A1. Location in patent: Page/Page column 52
[2] Journal of Medicinal Chemistry, 2006, vol. 49, # 19, p. 5671 - 5686
[3] Patent: US2010/197688, 2010, A1. Location in patent: Page/Page column 16
[4] Patent: WO2015/24905, 2015, A1. Location in patent: Paragraph 00216-00217; 00344-00346
[5] Patent: US2015/80391, 2015, A1. Location in patent: Paragraph 0439; 0440; 0441; 0655; 0656; 0657

5-AMINO-2-METHYLPHENYLBORONIC ACID, PINACOL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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5-AMINO-2-METHYLPHENYLBORONIC ACID, PINACOL ESTER Suppliers

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View Lastest Price from 5-AMINO-2-METHYLPHENYLBORONIC ACID, PINACOL ESTER manufacturers

Henan Fengda Chemical Co., Ltd

Product: 5-AMINO-2-METHYLPHENYLBORONIC ACID, PINACOL ESTER 882670-69-1
Price: US $32.00-1.40/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2024-04-07

882670-69-1, 5-AMINO-2-METHYLPHENYLBORONIC ACID, PINACOL ESTERRelated Search:

5-AMINO-2-METHYLPHENYLBORONIC ACID, PINACOL ESTER

4-Methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine

4,4,5,5-TetraMethyl-2-(5-aMino-2-Methylphenyl)-1,3,2-dioxaborolane

4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

5-Amino-2-methylphenylboronic acid pinacol ester 97%

3-Hydroxy-2,3-dimethylbutan-2-yl hydrogen 5-amino-2-methylphenylboronate

4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine

5-Amino-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzenamine

Benzenamine, 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-

4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)anil...

882670-69-1

C13H20BNO2