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ChemicalBook--->CAS DataBase List--->400727-57-3

400727-57-3

400727-57-3 Structure

400727-57-3 Structure
IdentificationBack Directory
[Name]

3-(N,N-DIMETHYLAMINOCARBONYL)PHENYLBORONIC ACID, PINACOL ESTER
[CAS]

400727-57-3
[Synonyms]

N-DiMethyl-3-(4
N,N-Dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-
4-(DiMethylcarbaMoyl)phenylboronic Acid Pinacol Ester
4-(Dimethylcarbamoyl)benzeneboronic acid, pinacol ester
4-(N,N-Dimethylcarbamoyl)phenylboronic Acid Pinacol Ester
N,N-diMethyl-4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaMide
4-(N,N-DIMETHYLAMINOCARBONYL)PHENYLBORONIC ACID, PINACOL ESTER
3-(N,N-DIMETHYLAMINOCARBONYL)PHENYLBORONIC ACID, PINACOL ESTER
N,N-DIMETHYL-3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZAMIDE
N,N-DIMETHYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-BENZAMIDE
Benzamide, N,N-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
[Molecular Formula]

C15H22BNO3
[MDL Number]

MFCD05863908
[MOL File]

400727-57-3.mol
[Molecular Weight]

275.15
Chemical PropertiesBack Directory
[Boiling point ]

406.2±28.0 °C(Predicted)
[density ]

1.06±0.1 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

solid
[pka]

-1.28±0.70(Predicted)
[color ]

White
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315; H319; H335
[Precautionary statements ]

P261; P264; P271; P280; P302+P352; P304+P340; P305+P351+P338; P312; P321; P332+P313; P337+P313; P362; P403+P233; P405; P501
[Hazard Codes ]

Xi
[Risk Statements ]

43
[Safety Statements ]

36/37
[HS Code ]

2931900090
Spectrum DetailBack Directory
[Spectrum Detail]

3-(N,N-DIMETHYLAMINOCARBONYL)PHENYLBORONIC ACID, PINACOL ESTER(400727-57-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

4-Bromo-N,N-dimethylbenzamide

18469-37-9

Bis(pinacolato)diboron

73183-34-3

3-(N,N-DIMETHYLAMINOCARBONYL)PHENYLBORONIC ACID, PINACOL ESTER

400727-57-3

GENERAL STEPS: A mixture of bis(pinacolato)diboron (610 mg, 2.4 mmol), 4-bromo-N,N-dimethylbenzamide (2,500 mg, 2.19 mmol), Pd(dppf)Cl2 (18 mg, 0.02 mmol) and KOAc (320 mg, 3.3 mmol) was dissolved in 1,4-dioxane (18 mL) in. The reaction mixture was heated and stirred at 100 °C for 16 h under nitrogen protection. Upon completion of the reaction, the reaction mixture was filtered and concentrated under reduced pressure to remove the solvent. The residue was purified by silica gel column chromatography using CH2Cl2 solution with 0-5% MeOH as eluent to afford the target product 4-(dimethylcarbamoyl)phenylboronic acid pinacol ester (540 mg, 90% yield). The product was characterized by 1H NMR (300 MHz, CDCl3): δ 7.86-7.78 (m, 2H), 7.43-7.36 (m, 2H), 3.11 (s, 3H), 2.97 (s, 3H), 1.35 (s, 12H).

[References]

[1] Patent: US2014/140956, 2014, A1. Location in patent: Paragraph 0677; 0679
[2] Patent: US2016/376283, 2016, A1. Location in patent: Paragraph 0241; 0243
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