5-methoxybenzofuran-2-ylboronic acid
- Product Name
- 5-methoxybenzofuran-2-ylboronic acid
- CAS No.
- 551001-79-7
- Chemical Name
- 5-methoxybenzofuran-2-ylboronic acid
- Synonyms
- 5-methoxybenzofuran-2-ylboronic acid;(5-Methoxy-1-benzofuran-2-yl)boronic acid;Boronic acid, B-(5-methoxy-2-benzofuranyl)-
- CBNumber
- CB12518258
- Molecular Formula
- C9H9BO4
- Formula Weight
- 191.98
- MOL File
- 551001-79-7.mol
5-methoxybenzofuran-2-ylboronic acid Property
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- Appearance
- White to gray 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
- M267090
- Product name
- 5-Methoxy-2-benzofuranboronicAcid
- Packaging
- 1g
- Price
- $855
- Updated
- 2021/12/16
- Product number
- 1274DA
- Product name
- (5-Methoxybenzofuran-2-yl)boronicacid
- Packaging
- 1g
- Price
- $613
- Updated
- 2021/12/16
- Product number
- A134230
- Product name
- (5-Methoxybenzofuran-2-yl)boronicacid
- Purity
- 95%
- Packaging
- 100mg
- Price
- $88
- Updated
- 2021/12/16
- Product number
- A134230
- Product name
- (5-Methoxybenzofuran-2-yl)boronicacid
- Purity
- 95%
- Packaging
- 250mg
- Price
- $116
- Updated
- 2021/12/16
- Product number
- CD11105824
- Product name
- (5-Methoxybenzofuran-2-yl)boronicacid
- Purity
- 95%
- Packaging
- 1g
- Price
- $297
- Updated
- 2021/12/16
5-methoxybenzofuran-2-ylboronic acid Chemical Properties,Usage,Production
Uses
5-Methoxy-2-benzofuranboronic Acid serves as a reagent in the development and preparation of 99mTc-labeled pyridyl benzofuran derivatives to detect pancreatic amylin in islet amyloid model mice. Also serves as a reagent in the preparation of dihydropyrazoles as FSH receptor modulators useful in the treatment of fertility disorders
Synthesis
13391-28-1
551001-79-7
Step A: 5-methoxybenzofuran (1 g, 6.8 mmol) was dissolved in anhydrous tetrahydrofuran (10 mL) and cooled to -30 °C under nitrogen protection. n-Butyllithium (3.5 mL, 8.9 mmol, 2.5 M hexane solution) was added slowly dropwise, keeping the internal temperature of the reaction system below -30 °C. After the dropwise addition, stirring was continued for 30 min, and the solution was red. After maintaining the reaction at -30 °C for 1 h, trimethyl borate (1 mL, 8.8 mmol) was added slowly over a period of 10 min, and a change in the color of the solution to light brown was observed. Subsequently, the reaction system was slowly warmed up to 10 °C over a period of 2 hours. Upon completion of the reaction, the reaction was quenched with 6 M hydrochloric acid (10 mL) and extracted with ethyl acetate (30 mL). The organic phases were combined, washed sequentially with water (30 mL) and saturated saline (30 mL) and dried over anhydrous magnesium sulfate. The desiccant was removed by filtration, the organic phase was concentrated to dryness under reduced pressure, and the product was induced to precipitate by the addition of hexane. The precipitate was collected by filtration and washed with cold hexane to give 5-methoxybenzofuran-2-boronic acid (983 mg, 76% yield) as an off-white solid. The product was characterized by 1H NMR (500 MHz, DMSO-d6): δ 8.53 (broad single peak, 2H), 7.47 (broad double peak, J=8.8 Hz, 1H), 7.20 (broad single peak, 1H), 6.94 (broad double-double peak, J=8.8,2.5 Hz, 1H), 3.79 (broad single peak, 3H).
References
[1] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 6, p. 1976 - 1980
[2] Patent: US2006/52378, 2006, A1. Location in patent: Page/Page column 96
[3] Patent: WO2016/33445, 2016, A1. Location in patent: Paragraph 0379
5-methoxybenzofuran-2-ylboronic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-methoxybenzofuran-2-ylboronic acid manufacturers
- Product
- 5-methoxybenzofuran-2-ylboronic acid 551001-79-7
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 200kg
- Release date
- 2018-12-24
- Product
- 5-methoxybenzofuran-2-ylboronic acid 551001-79-7
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 200kg
- Release date
- 2018-12-24