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1021918-86-4

1021918-86-4 Structure

1021918-86-4 Structure
IdentificationBack Directory
[Name]

1H-BenziMidazole-1-carboxylic acid, 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-diMethylethyl ester
[CAS]

1021918-86-4
[Synonyms]

1-Boc-5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoimidazole
tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzimidazole-1-carboxylate
tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole-1-carboxylate
tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole-1-carboxylate
1H-BenziMidazole-1-carboxylic acid, 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-diMethylethyl ester
[Molecular Formula]

C18H25BN2O4
[MDL Number]

MFCD24038762
[MOL File]

1021918-86-4.mol
[Molecular Weight]

344.21
Chemical PropertiesBack Directory
[Boiling point ]

462.9±37.0 °C(Predicted)
[density ]

1.13±0.1 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[pka]

2.49±0.10(Predicted)
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

1H-BenziMidazole-1-carboxylic acid, 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-diMethylethyl ester(1021918-86-4)1HNMR
Hazard InformationBack Directory
[Synthesis]

1H-BenziMidazole-1-carboxylicacid,5-broMo-,1,1-diMethylethylester

942590-05-8

Bis(pinacolato)diboron

73183-34-3

1H-BenziMidazole-1-carboxylic acid, 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-diMethylethyl ester

1021918-86-4

1. tert-Butyl 5-bromo-1H-benzo[d]imidazole-1-carboxylate (10.2 mmol), pinacol ester of bis(boronic acid) (11.2 mmol), palladium(II) acetate (1.02 mmol), dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium(II) (1.02 mmol), and potassium acetate (30.4 mmol) were mixed in a mixed solution of 1,4-dioxane ( 50 mL) and triethylamine (2 mL) were mixed.2. The reaction mixture was heated at 110 °C overnight.3. Upon completion of the reaction, the mixture was concentrated under vacuum.4. The residue was purified by fast chromatography (eluent: 10% ethyl acetate/petroleum ether) to afford the target product 5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1H-1H-1 . radical)-1H-benzo[d]imidazole-1-carboxylic acid tert-butyl ester as solid in 42% yield.

[References]

[1] Patent: WO2011/66211, 2011, A1. Location in patent: Page/Page column 71
[2] Patent: WO2009/7751, 2009, A2. Location in patent: Page/Page column 120-121
[3] Patent: WO2008/51493, 2008, A2. Location in patent: Page/Page column 151
[4] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 22, p. 6793 - 6799
[5] Patent: WO2013/28445, 2013, A1. Location in patent: Page/Page column 56; 57
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