344790-96-1

Basic information

• Product Name: 1H-Indole, 5-broMo-4-fluoro-
• Synonyms: 1H-Indole, 5-broMo-4-fluoro-;5-broMo-4-fluoro-1H-indole
• CAS NO: 344790-96-1
• Molecular Formula: C8H5BrFN
• Molecular Weight: 214.0344032
• Mol File: 344790-96-1.mol

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 1H-Indole, 5-broMo-4-fluoro-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 5-broMo-4-fluoro-(344790-96-1)
• EPA Substance Registry System: 1H-Indole, 5-broMo-4-fluoro-(344790-96-1)

Safety Data

• Hazardous Substances Data: 344790-96-1(Hazardous Substances Data)

Usage

Uses

1H-Indole, 5-bromo-4-fluorocould have potential applications in the following fields:
Used in Medicinal Chemistry:
1H-Indole, 5-bromo-4-fluorois used as a chemical intermediate for the synthesis of various pharmaceutical compounds. The presence of bromine and fluorine atoms in the molecule can enhance its reactivity and compatibility with other chemical groups, making it a valuable building block in the development of new drugs.
Used in Drug Synthesis:
1H-Indole, 5-bromo-4-fluorois used as a key component in the synthesis of novel therapeutic agents. The unique structural features of this compound, including the halogenated indole core, can contribute to the design of innovative drug molecules with improved pharmacological properties, such as increased potency, selectivity, or bioavailability.

Upstream product

• 292636-09-0 7-bromo-4-fluoro-1H-indole 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 446-09-3 2-bromo-5-fluoronitrobenzene 
• 387-43-9 4-fluoroindole 
• 908600-85-1 4-fluoro-1-(triisopropylsilyl)-1H-indole 
• 908600-93-1 5-bromo-4-fluoro-1-(triisopropylsilyl)indole 

Downstream Products

• 288385-89-7 4-fluoro-5-methoxy-1H-indole 

Relevant articles and documents

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.

A novel fluorinated tryptamine with highly potent serotonin 5-HT1A receptor agonist properties

Synthesis and biological evaluation of a novel fluorinated tryptamine analogue are described. This new compound 1-(4-fluoro-5-methoxyindol-3-yl)pyrrolidine (2) was found to be a potent serotonin 5-HT1A agonist.