908600-71-5

Usage

Uses

Used in Pharmaceutical Industry:
1H-Indole-4-carboxylic acid, 6-fluorois utilized as a key intermediate in the synthesis of biologically active compounds due to its unique structural features. The presence of the carboxylic acid group and the fluorine atom at the 6th position may confer specific biological activities, making it a valuable component in the development of new pharmaceutical agents.
Used in Organic Synthesis:
In the field of organic synthesis, 1H-Indole-4-carboxylic acid, 6-fluoroserves as a versatile building block for the creation of other chemical compounds. Its structural attributes, including the indole ring and the functional groups, allow for various chemical reactions, facilitating the synthesis of a wide range of organic molecules for different applications.

Upstream product

• 885520-49-0 6-fluoro-4-iodoindole 
• 124-38-9 carbon dioxide 
• 399-51-9 6-fluoro-1H-indole 
• 885520-70-7 4-bromo-6-fluoro-1H-indole 
• 1082040-44-5 6-fluoro-1H-indole-4-carbonitrile 
• 446-10-6 2-nitro-4-fluorotoluene 
• 908601-01-4 5-chloro-6-fluoro-1-(triisopropylsilyl)indole-4-carboxylic acid 
• 908600-99-7 6-fluoro-5-iodo-1-(triisopropylsilyl)indole 
• 908600-97-5 5-chloro-6-fluoro-1-(triisopropylsilyl)indole 
• 908600-87-3 6-fluoro-1-[tri(propan-2-yl)silyl]-1H-indole 
• 908600-78-2 5-chloro-6-fluoroindole-4-carboxylic acid 

Relevant academic research and scientific papers

For treating ovarian cancer drug Rucaparib intermediate preparation method (by machine translation)

The invention discloses a method for treating ovarian cancer drug Rucaparib intermediate preparation method, comprises the following steps: the compound of formula III with the amino compound in the acetaldehyde dibasically condensing agent or a carboxylic acid activating agent under the action of the condensation reaction, the compound of formula IV; type IV compounds under the action of the acid and reducing agent, the compound of formula V, i.e. the drug Rucaparib intermediate. Preparation method of the invention, route is reasonable in design, avoiding the nitration reaction, avoid the use of a large number of strong acid, and ensuring the safe production, safety and environmental protection; the reaction conditions are mild and easy to control, effectively shortening the reaction route, shortens the reaction cycle, the production cost is reduced, and is suitable for industrial production. (by machine translation)

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.