7-BROMO-5-FLUOROINDOLE
- Product Name
- 7-BROMO-5-FLUOROINDOLE
- CAS No.
- 408355-23-7
- Chemical Name
- 7-BROMO-5-FLUOROINDOLE
- Synonyms
- 7-BROMO-5-FLUOROINDOLE;7-bromo-5-fluoro-1H-indene;1H-Indole, 7-broMo-5-fluoro-;7-Bromo-5-fluoro-1H-indole 97%
- CBNumber
- CB2129350
- Molecular Formula
- C8H5BrFN
- Formula Weight
- 214.03
- MOL File
- 408355-23-7.mol
7-BROMO-5-FLUOROINDOLE Property
- Melting point:
- 20-25°C
- Boiling point:
- 315.1±22.0 °C(Predicted)
- Density
- 1.750±0.06 g/cm3(Predicted)
- Flash point:
- >110℃
- storage temp.
- 2-8°C
- pka
- 14.49±0.30(Predicted)
- form
- solid
- Appearance
- Off-white to light brown <20°C Solid,>25°C Liquid
- Sensitive
- Light Sensitive
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 22-37/38-41
- Safety Statements
- 26-36/37/39
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H318Causes serious eye damage
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
N-Bromosuccinimide Price
- Product number
- 754374
- Product name
- 7-Bromo-5-fluoroindole
- Purity
- 95%
- Packaging
- 500mg
- Price
- $109
- Updated
- 2023/06/20
- Product number
- B694320
- Product name
- 7-Bromo-5-fluoroindole
- Packaging
- 100mg
- Price
- $525
- Updated
- 2021/12/16
- Product number
- B694320
- Product name
- 7-Bromo-5-fluoroindole
- Packaging
- 250mg
- Price
- $1050
- Updated
- 2021/12/16
- Product number
- PC7087
- Product name
- 7-Bromo-5-fluoro-1H-indole
- Purity
- 97%
- Packaging
- 250mg
- Price
- $54
- Updated
- 2021/12/16
- Product number
- 3H32-B-Y9
- Product name
- 7-Bromo-5-fluoro-1H-indole
- Packaging
- 250mg
- Price
- $87
- Updated
- 2021/12/16
7-BROMO-5-FLUOROINDOLE Chemical Properties,Usage,Production
Uses
7-Bromo-5-fluoroindole is an HIV-1 attachment inhibitor.
Synthesis
1003-98-1
107-14-2
107-06-2
408355-23-7
(a) Synthesis of 5-fluoro-7-bromoindole. 2-Bromo-4-fluoroaniline (13.8 g, 72.6 mmol) was slowly added dropwise to a dichloromethane solution of boron trichloride (1.0 M, 81.1 mL, 81.1 mmol) cooled in ice water. The reaction mixture was gradually warmed to room temperature with continuous stirring for 30 minutes. Subsequently, chloroacetonitrile (13.5 mL, 87.1 mmol), aluminum chloride (13.5 g, 98.4 mmol) and 1,2-dichloroethane (95 mL) were added sequentially. The reaction system was heated to 70 °C to evaporate the dichloromethane, followed by refluxing the reaction for 24 hours. Upon completion of the reaction, it was cooled to 0-5 °C, 2.5 M HCl (130 mL) was carefully added and heated to 80 °C and kept at 80 °C for 1 h until the solid was completely dissolved. The aqueous layer was separated and the organic phase was extracted with dichloromethane. The organic layers were combined, washed sequentially with water and brine, dried over anhydrous sodium sulfate and concentrated to give a yellow solid (11 g, 56.9% yield), which could be used directly in the next reaction. The crude was dissolved in a solvent mixture of dioxane (68 mL) and water (7.6 mL) and sodium borohydride (1.64 g) was added in batches. The reaction was carried out at room temperature for 30 minutes to confirm complete consumption of the raw material and then heated to reflux for 18 hours. The reaction solution was cooled to room temperature, treated sequentially with 0.1 N HCl (70 mL), 2 N HCl (20 mL) and concentrated HCl (15 mL) and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous sodium sulfate and concentrated. The crude product was purified by silica gel column chromatography (eluent: hexane/ethyl acetate) to afford 5-fluoro-7-bromoindole (4.4 g, 52.2% yield).1H NMR (400 MHz, CDCl3) δ 6.49 (dd, J = 2.35, 3.13 Hz, 1H), 7.06 (d, J = 2.35, 8.60 Hz, 1H), 7.14- 7.17 (m, 2H), 8.18 (br, 1H); MS (ES, m/z): C8H5BrFN [M+] calcd for 79Br: 211.9, found: 211.9; calcd for 81Br: 214.0, found: 214.0.
References
[1] Patent: US2004/48915, 2004, A1
7-BROMO-5-FLUOROINDOLE Preparation Products And Raw materials
Raw materials
Preparation Products
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