1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole
- Product Name
- 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole
- CAS No.
- 1107627-02-0
- Chemical Name
- 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole
- 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)benzimidazole;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
- CBNumber
- CB12604201
- Molecular Formula
- C14H19BN2O2
- Formula Weight
- 258.12
- MOL File
- 1107627-02-0.mol
1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole Property
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
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.
N-Bromosuccinimide Price
- Product number
- M340255
- Product name
- 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole
- Packaging
- 10mg
- Price
- $90
- Updated
- 2021/12/16
- Product number
- 148358
- Product name
- 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole
- Purity
- 95%
- Packaging
- 500mg
- Price
- $485
- Updated
- 2021/12/16
- Product number
- 148358
- Product name
- 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole
- Purity
- 95%
- Packaging
- 1g
- Price
- $729
- Updated
- 2021/12/16
- Product number
- 4846DP
- Product name
- 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole
- Packaging
- 1g
- Price
- $937
- Updated
- 2021/12/16
- Product number
- CD11351988
- Product name
- 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole
- Purity
- 97%
- Packaging
- 100mg
- Price
- $148
- Updated
- 2021/12/16
1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole Chemical Properties,Usage,Production
Synthesis
53484-15-4
73183-34-3
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
1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazole Preparation Products And Raw materials
Raw materials
Preparation Products
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