19202-19-8

Usage

Type of compound

Ketone derivative

Structure

Consists of a pyrrolidine ring and a phenyl group attached to a ketone functional group

Usage

Commonly used as an intermediate in the synthesis of various pharmaceuticals and organic compounds

Applications

Potential applications in medicinal chemistry, drug development, research, and industrial processes requiring specific structural features

Importance

Has significant applications in both the pharmaceutical and chemical industries

Upstream product

• 123-75-1 pyrrolidine 
• 25026-34-0 4-chlorophenacetyl chloride 
• 52449-43-1 (4-chloro-phenyl)-acetic acid methyl ester 
• 1878-66-6 4-chlorophenylacetic Acid 
• 104-88-1 4-chlorobenzaldehyde 
• 77295-59-1 1-chloro-4-(2,2-dibromovinyl)benzene 

Downstream Products

• 101876-23-7 1-[(4-chloro-phenyl)-[2]pyridyl-acetyl]-pyrrolidine 
• 74569-27-0 Ethyl 4-chloro-α-fluorophenylacetate 
• 236418-17-0 ethyl 3-(4-chlorophenyl)-4-oxo-4-(pyrrolidin-1-yl)-butyrate 
• 1878-66-6 4-chlorophenylacetic Acid 

Relevant academic research and scientific papers

DBU as a catalyst for the synthesis of amides via aminolysis of methyl esters

Methyl benzoate and methyl p-chlorophenyl acetate react with neat benzylamine and pyrrolidine to form the corresponding amides. These reactions are faster in the presence of 20 mol% of DBU providing slight better yields. When a diester derived from L-aspartic acid was used as substrate, the reaction with benzylamine and pyrrolidine in the presence of DBU was chemoselective and led to the corresponding amides in good yields. Reaction of aspartic acid monomethyl ester with these amines led to amides having a free carboxy group (at C1). Less nucleophilic and less basic aniline failed to form the expected products in both absence and presence of DBU. By monitoring the course of reaction by ESI-MS, key charged intermediates formed by the reactions of methyl benzoate and methyl p-chlorophenyl acetate with benzylamine were intercepted and further characterized by ESI-MS/MS.

An efficient method for one-carbon elongation of aryl aldehydes via their dibromoalkene derivatives

Various aryl aldehydes were efficiently converted into one-carbon extended aryl acetamides or aryl acetic acids through the reaction of their dibromoalkene derivatives with pyrrolidine in the presence of water under very mild conditions.

Antithrombotic quinoxazolines

Quinoxazolines having antithrombotic activity. Exemplary of those disclosed are: 4-{[6-(N-carboxymethyl-quinolin-8-yl-sulphonylamino)-1-methyl-2-oxo-1,2-dihydroquinoxalin-3-yl]-methyl}-benzamidine, 4-{[6-(1-(N-cyclopentyl-carboxymethylcarbonylamino)-cyclo-propyl)-1-methyl-2-oxo-1,2-dihydroquinoxalin-3-yl]-methyl}-benzamidine, and 4-{[7-(N-carboxymethylaminocarbonyl-ethylamino)-4-methyl-quinolin-2-yl]-oxo}-benzamidine.

Bicyclic heterocycles, the preparation thereof, and their use as pharmaceuticals

The present invention relates to 5-membered heterocyclic condensed benzoderivatives of formula wherein Ra to Rc, A, X and Y are defined as in claim 1, the tautomers, stereoisomers, mixtures thereof and the salts thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases which have valuable properties. The compounds of the above formula I wherein Rc denotes a cyano group are valuable intermediates for preparing the other compounds of formula I, and the compounds of the above formula I wherein Rc denotes one of the following amidino groups and the tautomers and stereoisomers thereof have valuable pharmacological properties, particularly an antithrombotic activity.