883500-73-0

Basic information

• Product Name: 5-bromo-7-fluoro-1H-indole
• Synonyms: 5-bromo-7-fluoro-1H-indole;1H-Indole, 5-broMo-7-fluoro-
• CAS NO: 883500-73-0
• Molecular Formula: C₈H₅BrFN
• Molecular Weight: 214.0344032
• Mol File: 883500-73-0.mol

Chemical Properties

• Melting Point: 28-32°C
• Boiling Point: 315.1°C at 760 mmHg
• Flash Point: >110℃
• Appearance: /
• Density: 1.75g/cm³
• Vapor Pressure: 0.000829mmHg at 25°C
• Refractive Index: 1.68
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 14.58±0.30(Predicted)
• CAS DataBase Reference: 5-bromo-7-fluoro-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-bromo-7-fluoro-1H-indole(883500-73-0)
• EPA Substance Registry System: 5-bromo-7-fluoro-1H-indole(883500-73-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 883500-73-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
5-Bromo-7-Fluoro-1H-Indole is used as a building block in the synthesis of novel organic compounds with biological activity. Its unique structure and the presence of both bromine and fluorine atoms make it a versatile compound for the development of new organic molecules.
Used in Pharmaceutical Development:
5-Bromo-7-Fluoro-1H-Indole is utilized as a key intermediate in the synthesis of pharmaceuticals. Its unique properties and reactivity allow for the creation of new drug candidates with potential therapeutic applications.
Used in Agrochemical Development:
5-Bromo-7-Fluoro-1H-Indole is also employed in the development of agrochemicals. Its chemical properties make it suitable for the synthesis of new compounds with potential applications in agriculture, such as pesticides or herbicides.

InChI:InChI=1/C8H5BrFN/c9-6-3-5-1-2-11-8(5)7(10)4-6/h1-4,11H

Upstream product

• 321-23-3 4-bromo-2-fluoronitrobenzene 
• 1826-67-1 vinyl magnesium bromide 

Downstream Products

• 256935-99-6 7-fluoroindole-5-carboxylic acid 
• 1401727-13-6 (S)-2-methylpropane-2-sulfinic acid [(R)-1-(1-benzenesulfonyl-7-fluoro-2-methyl-1H-indol-5-yl)ethyl]amide 
• 1401727-15-8 (R)-1-(1-benzenesulfonyl-7-fluoro-2-methyl-1H-indol-5-yl)-ethylamine 
• 1401727-07-8 1-benzenesulfonyl-5-bromo-7-fluoro-1H-indole 
• 1401727-11-4 1-(1-benzenesulfonyl-7-fluoro-2-methyl-1H-indol-5-yl)-ethanone 
• 1401726-97-3 1-benzenesulfonyl-7-fluoro-2-methyl-1H-indole-5-carbonitrile 
• 1401727-09-0 1-benzenesulfonyl-5-bromo-7-fluoro-2-methyl-1H-indole 

Relevant articles and documents

Positive allosteric modulators of nicotinic acetylcholine receptor

The present invention relates to compounds useful in therapy, to compositions comprising said compounds, and to methods of treating diseases comprising administration of said compounds. The compounds referred to are positive allosteric modulators (PAMs) of the nicotinic acetylcholine α7 receptor.

In search of simplicity and flexibility: A rational access to twelve fluoroindolecarboxylic acids

All twelve indolecarboxylic acids 1-12 carrying both a fluorine substituent and a carboxy group at the benzo ring have been prepared either directly from the corresponding fluoroindoles 13-16 or from the chlorinated derivatives 22, 23 and 25 by hydrogen/metal permutation ("metalation"), or from the bromo- or iodofluoroindoles 17-20 and 26, 27, 29 and 30 by halogen/metal permutation, the organometallic intermediate being each time trapped with carbon dioxide. In most, though not all cases, the nitrogen atom in the five-membered ring had to be protected by a trialkylsilyl group. Some of the bromo- or iodofluoroindoles (26 and 27) were successfully subjected to a basicity gradient-driven selective migration of the heavy halogen. An unexpected finding on the way to the target compounds were the rigorously site-selective metalation of the 5-fluoro-N-(trialkylsilyl)indole (14b; exclusive deprotonation of the 4-position). The fluoroindoles 13-16, although previously known, were accessed more conveniently from suitably substituted nitrobenzenes using the Bartoli or the Leimgruber-Batcho method. A new and very attractive indole synthesis was elaborated consisting of the ortho-lithiation of an N-acyl-protected aniline followed by ortho-formylation, Wittig chloromethylenation and base-catalyzed cyclization accompanied by dehydrochlorination. These five consecutive steps can be contracted to a convenient one-pot protocol. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.