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ChemicalBook--->CAS DataBase List--->1107627-02-0

1107627-02-0

1107627-02-0 Structure

1107627-02-0 Structure
IdentificationBack Directory
[Name]

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole
[CAS]

1107627-02-0
[Synonyms]

1-Methylbenzimidazole-5-boronic Acid Pinacol Ester
1-Methyl-1H-benzimidazole-5-boronic acid pinacol ester
1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole
1-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-benzo[d]iMidazole
1H-Benzimidazole, 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
1-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]iMidazole
[Molecular Formula]

C14H19BN2O2
[MDL Number]

MFCD16995902
[MOL File]

1107627-02-0.mol
[Molecular Weight]

258.12
Chemical PropertiesBack Directory
[Boiling point ]

400.8±37.0 °C(Predicted)
[density ]

1.11
[storage temp. ]

2-8°C
[pka]

5.26±0.10(Predicted)
[Appearance]

Light brown to brown Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

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

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole(1107627-02-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

5-Bromo-1-methyl-1H-benzo[d]imidazole

53484-15-4

Bis(pinacolato)diboron

73183-34-3

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

1107627-02-0

To a solution of 5-bromo-1-methyl-1H-benzo[d]imidazole (1.0 g, 4.74 mmol) in dioxane (10 mL) were added pinacol ester of bisboronic acid (1.5 g, 5.68 mmol), sodium 2-ethylhexanoate (1.968 g, 11.86 mmol), and Pd(dppf)Cl2-DCM (247 mg, 0.474 mmol ). The mixture was stirred at 110 °C for 4 h under nitrogen protection. After completion of the reaction, the mixture was poured into water (60 mL) and extracted with ethyl acetate (50 mL x 2). The organic layers were combined, dried with anhydrous Na2SO4, filtered and concentrated in vacuum. Purification by silica gel column chromatography (petroleum ether/ethyl acetate = 1/1) afforded 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole (1.0 g, 82%) as a yellow solid. lc-MS m/z: 259.1 [M + H]+. tR = 1.67 min.

[References]

[1] Patent: WO2017/176960, 2017, A1. Location in patent: Paragraph 00745
[2] Patent: US2013/225548, 2013, A1. Location in patent: Paragraph 0561
[3] Patent: WO2013/148603, 2013, A1. Location in patent: Paragraph 0219-0220
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10043-35-3

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