6-Bromo-5-fluoroindole
6-Bromo-5-fluoroindole Basic information
- Product Name:
- 6-Bromo-5-fluoroindole
- Synonyms:
-
- 6-Bromo-5-fluoroindole
- 1H-Indole, 6-broMo-5-fluoro-
- 6-bromo-5-fluoro-1H-indole
- 6-Bromo-6-fluoroindole
- CAS:
- 259860-08-7
- MF:
- C8H5BrFN
- MW:
- 214.03
- EINECS:
- 622-587-8
- Product Categories:
-
- Boronic Acid
- Heterocyclic Compounds
- Halogenated Heterocycles
- Heterocyclic Building Blocks
- Indoles
- IndolesBuilding Blocks
- Mol File:
- 259860-08-7.mol
6-Bromo-5-fluoroindole Chemical Properties
- Melting point:
- 82-84 °C
- Boiling point:
- 315.9±22.0 °C(Predicted)
- Density
- 1.750
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- solid
- pka
- 15.23±0.30(Predicted)
- Appearance
- Light yellow to brown Solid
Safety Information
- Hazard Codes
- Xn
- Risk Statements
- 22-37/38-41
- Safety Statements
- 26-39
- WGK Germany
- 3
6-Bromo-5-fluoroindole Usage And Synthesis
Synthesis
1034894-73-9
259860-08-7
General procedure for the synthesis of 5-fluoro-6-bromoindole from the compound (CAS:1034894-73-9): enamine (1.89 g, 4.38 mmol) was dissolved in ethanol (35.0 mL). To this solution, iron powder (4.42 g, 79.0 mmol) and acetic acid (35.0 mL) were added, and the reaction mixture was stirred at 90 °C overnight. After completion of the reaction, the reaction mixture was filtered and the filtrate was concentrated. The residue was purified by column chromatography (eluent: ethyl acetate/hexane, 1:9, v/v) to afford 6-bromo-5-fluoro-1H-indole as a yellow solid (0.83 g, 89% yield).1H NMR (CDCl3, 400 MHz) δ: 6.52 (m, 1H), 7.27 (m, 1H), 7.38 (d, J = 9.3 Hz, 1H) 7.57 (d, J = 5.7 Hz, 1H), 8.18 (br.s, 1H).
References
[1] Patent: WO2008/77138, 2008, A1. Location in patent: Page/Page column 77
[2] Patent: US2004/224973, 2004, A1. Location in patent: Page 22
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