596817-06-0

Basic information

• Product Name: 2-Pyrrolidinecarbonitrile,1-(chloroacetyl)-4-fluoro-,(2S,4S)-
• Synonyms: 2-Pyrrolidinecarbonitrile,1-(chloroacetyl)-4-fluoro-,(2S,4S)-;(2S,4S)-1-(2-chloroacetyl)-4-fluoropyrrolidine-2-carbonitrile;2-Pyrrolidinecarbonitrile, 1-(2-chloroacetyl)-4-fluoro-, (2S,4S)-
• CAS NO: 596817-06-0
• Molecular Formula: C₇H₈ClFN₂O
• Molecular Weight: 190.6026232
• Mol File: 596817-06-0.mol
• Article Data: 24

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Pyrrolidinecarbonitrile,1-(chloroacetyl)-4-fluoro-,(2S,4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrrolidinecarbonitrile,1-(chloroacetyl)-4-fluoro-,(2S,4S)-(596817-06-0)
• EPA Substance Registry System: 2-Pyrrolidinecarbonitrile,1-(chloroacetyl)-4-fluoro-,(2S,4S)-(596817-06-0)

Safety Data

• Hazardous Substances Data: 596817-06-0(Hazardous Substances Data)

Usage

General Description

2-Pyrrolidinecarbonitrile, 1-(chloroacetyl)-4-fluoro-,(2S,4S)- is a chemical compound with the molecular formula C9H10ClFN2. It is a specific stereoisomer of the 1-(chloroacetyl)-4-fluoro-2-pyrrolidinecarbonitrile compound. This chemical has a unique spatial arrangement and is classified as a pyrrolidine and carbonitrile compound. It is commonly used in pharmaceutical research and development for its potential therapeutic properties and is often studied for its potential medicinal applications. The compound's specific stereoisomer configuration, (2S,4S), is important for understanding its reactivity and biological properties.

Upstream product

• 596817-05-9 (2S,4S)-N-chloroacetyl-4-fluoropyrrolidine-2-carboxamide 
• 79-04-9 chloroacetyl chloride 
• 426844-23-7 (2S,4S)-4-fluoropyrrolidine-2-carboxamide hydrochloride 
• 483366-11-6 (2S,4S)-4-fluoropyrrolidine-2-carbonitrile; 4-methylbenzene-1-sulfonic acid 
• 874987-63-0 (2S,4S)-4-fluoropyrrolidine-2-carbonitrile p-methylbenzenesulfonate 
• 483366-10-5 (2S,4S)-4-fluoropyrrolidine-2-carbonitrile 
• 55429-66-8 trimethylsilyl (2S,4R)-N-trimethylsilyl-4-(trimethylsilyloxy)pyrrolidine-2-carboxylate 
• 1235447-48-9 trimethylsilyl (2S,4R)-N-(chloroacetyl)-4-(trimethylsilyloxy)-pyrrolidine-2-carboxylate 
• 1235447-49-0 (2S,4R)-N-chloroacetyl-4-hydroxyproline 
• 426844-76-0 tert-butyl (2S,4S)-2-cyano-4-fluoropyrrolidine-1-carboxylate 
• 51-35-4 4-hydroxyproline 
• 426844-22-6 tert-butyl (2S,4S)-2-carbamoyl-4-fluoropyrrolidine-1-carboxylate 
• 74844-91-0 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate 
• 203866-13-1 (2S,4S)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid 

Downstream Products

• 929105-76-0 C₁₉H₂₀FN₅O 
• 929105-70-4 C₁₉H₁₉F₂N₅O 
• 929105-74-8 C₁₉H₁₉F₂N₅O 
• 929106-01-4 C₁₉H₁₈F₃N₅O 
• 929105-75-9 C₁₉H₁₉ClFN₅O 
• 929105-77-1 C₁₉H₁₉ClFN₅O 
• 929105-73-7 C₂₀H₁₉F₄N₅O 
• 929105-66-8 C₂₀H₁₉F₄N₅O 
• 929105-58-8 C₂₀H₂₃FN₄O₂ 
• 929105-59-9 C₂₁H₂₅FN₄O₃ 
• 929105-51-1 C₁₉H₂₂FN₅O₂ 
• 929105-53-3 C₂₀H₂₄FN₅O₂ 
• 929105-52-2 C₂₂H₂₆FN₅O₂ 
• 929105-72-6 C₁₉H₂₀FN₅O 

Relevant articles and documents

PYRROLIDINE AND PIPERIDINE COMPOUNDS

The present technology provides pyrrolidine and piperidine compounds or pharmaceutically acceptable salts thereof, preparation processes thereof, pharmaceutical compositions comprising the same, and uses thereof. In particular, said compounds may be usefully applied in the treatment and prevention of FAP-mediated diseases.

4-fluoropyrrolidine-2-carbonyl fluorides: Useful synthons and their facile preparation with 4-tert-butyl-2,6-dimethylphenylsulfur trifluoride

4-Fluoropyrrolidine derivatives are useful in medicinal chemistry applications such as dipeptidyl peptidase IV inhibitors. As attractive synthons for these, N-protected (2S,4S)-4-fluoropyrrolidine-2-carbonyl fluorides were synthesized in high yield by double fluorination of N-protected (2S,4R)-4-hydroxyproline with 4-tert-butyl-2,6-dimethylphenylsulfur trifluoride (Fluolead). The 4-fluoropyrrolidine-2-carbonyl fluorides were converted to useful intermediates such as 4-fluoropyrrolidine-2-carboxamides, -N-methoxy-N-methylcarboxamide (Weinreb amide), -carboxylate methyl esters, and -carbonitriles in excellent yields. The crystalline N-Fmoc-cis-4- fluoropyrrolidine-2-carbonyl fluoride 2a is a particularly useful synthon due to its high yield of preparation and easy isolation as an enantiomerically pure compound by crystallization. Thus, the methodology using the synthons prepared by the stereospecific double fluorination has enabled a significant decrease in the synthetic steps needed for the preparation of the 4-fluoropyrrolidine derivatives useful for medicinal applications.

DICYCLOAZAALKANE DERIVATES, PREPARATION PROCESSES AND MEDICAL USES THEREOF

Disclosed are new dicycloazaalkane derivates represented by general formula (I), preparation processes and pharmaceutical compositions containing them, and the uses for treatment especially for dipeptidyl peptidase inhibitor (DPP-IV), in which each substitute group of general formula (I) is as defined in specification.