1H-Indazole,5-bromo-7-ethyl-(9CI)
- Product Name
- 1H-Indazole,5-bromo-7-ethyl-(9CI)
- CAS No.
- 635712-49-1
- Chemical Name
- 1H-Indazole,5-bromo-7-ethyl-(9CI)
- Synonyms
- 5-BROMO-7-ETHYL-1H-INDAZOLE;5-bromo-7-ethyl-2H-indazole;1H-Indazole, 5-broMo-7-ethyl-;1H-Indazole,5-bromo-7-ethyl-(9CI)
- CBNumber
- CB71295307
- Molecular Formula
- C9H9BrN2
- Formula Weight
- 225.09
- MOL File
- 635712-49-1.mol
1H-Indazole,5-bromo-7-ethyl-(9CI) Property
- storage temp.
- Sealed in dry,Room Temperature
- Appearance
- Off-white to light brown Solid
Safety
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
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
- B292780
- Product name
- 5-bromo-7-ethyl-1H-indazole
- Packaging
- 100mg
- Price
- $220
- Updated
- 2021/12/16
- Product number
- 3H32-9-05
- Product name
- 5-Bromo-7-ethyl-1H-indazole
- Purity
- 98%
- Packaging
- 250mg
- Price
- $296
- Updated
- 2021/12/16
- Product number
- HCH0361372
- Product name
- 5-BROMO-7-ETHYL-1H-INDAZOLE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $496.42
- Updated
- 2021/12/16
- Product number
- 102466
- Product name
- 5-Bromo-7-ethyl-1H-indazole
- Purity
- >97%
- Packaging
- 500mg
- Price
- $782
- Updated
- 2021/12/16
- Product number
- 102466
- Product name
- 5-Bromo-7-ethyl-1H-indazole
- Purity
- >97%
- Packaging
- 1g
- Price
- $1056
- Updated
- 2021/12/16
1H-Indazole,5-bromo-7-ethyl-(9CI) Chemical Properties,Usage,Production
Synthesis
70598-49-1
635712-49-1
1031417-71-6
N-Bromosuccinimide (NBS, 2.66 g, 14.9 mmol) was slowly added to a solution of N,N-dimethylformamide (DMF, 50 mL) of 2-ethyl-6-methylaniline (2.03 g, 15 mmol) at 0 °C. The reaction mixture was stirred at room temperature for 10 min and then poured into saturated aqueous sodium chloride solution. The mixture was extracted with ethyl acetate (EtOAc) and the organic phase was washed twice with saturated aqueous sodium chloride solution, concentrated and purified by a Biotage fast chromatography system (40 M silica gel column, 15% ethyl acetate/heptane as eluent) to give 4-bromo-2-ethyl-6-methyl aniline as a reddish brown liquid (3.21 g, 100% yield). 4-Bromo-2-ethyl-6-methylaniline (3.21 g, 15 mmol) was dissolved in acetic acid (50 mL) and stirred for 3 h. 2M aqueous sodium nitrite (11 mL, 22.5 mmol) was added dropwise. The reaction mixture was stirred at room temperature overnight. The reaction solution was concentrated and the resulting solid was dissolved in ethyl acetate and washed three times with saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated, and the crude product was purified by a Biotage fast chromatography system (40 M silica gel column, 15-30% ethyl acetate/heptane gradient elution) to afford 5-bromo-7-ethyl-1H-indazole (1.11 g, 33% yield) and 5-bromo-3,7-dimethyl-1H-indazole (0.84 g, 25% yield), respectively. 5-Bromo-7-ethyl-1H-indazole (225 mg, 1.00 mmol), molybdenum hexacarbonyl (132 mg, 0.50 mmol), Herrmann's catalyst (trans-bis(acetic acid)bis[o-(di-o-tolylphosphino)benzyl]dipalladium, 46.9 mg, 0.05 mmol), and aqueous sodium carbonate (318 mg, 3.00 mmol, dissolved in 2 mL of water) were added to 1,4-dioxane (1.5 mL). The suspension was sealed and irradiated in a microwave reactor at 165 °C for 15 min (high absorption setting). Upon completion of the reaction, the reaction vial was opened, filtered through diatomaceous earth, washed with ethyl acetate and concentrated to afford the target compound (140 mg, 74% yield).
References
[1] Journal of Medicinal Chemistry, 2012, vol. 55, # 2, p. 935 - 942
[2] Patent: WO2008/65508, 2008, A1. Location in patent: Page/Page column 31
1H-Indazole,5-bromo-7-ethyl-(9CI) Preparation Products And Raw materials
Raw materials
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View Lastest Price from 1H-Indazole,5-bromo-7-ethyl-(9CI) manufacturers
- Product
- 1H-Indazole,5-bromo-7-ethyl-(9CI) 635712-49-1
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1lg; 2kg; 5kg; 10kg; 100kg
- Release date
- 2019-08-31