178482-88-7

Usage

Functional groups

The compound contains a trifluoromethylphenyl group, which is a phenyl ring with three fluorine atoms attached to it. This group is known to have strong electron-withdrawing properties.

Physical properties

As a methyl ester, the compound is likely to be a liquid or a low melting point solid. It may have particular solubility or stability characteristics that make it useful for certain chemical reactions or formulations.

Chemical properties

The compound may undergo reactions typical of pyrrole carboxylic acid derivatives, such as electrophilic substitution and nucleophilic addition. The presence of the trifluoromethylphenyl group may also influence the reactivity of the compound.

Uses and applications

The specific uses and applications of the compound may vary depending on its intended purpose. However, it is likely to be used in research and development, pharmaceuticals, or as a precursor for the synthesis of other chemical compounds.

Upstream product

• 401-81-0 m-trifluoromethylphenyl iodide 
• 63603-33-8 2,5-dihydropyrrole-1-carboxylic acid methyl ester 

Downstream Products

• 21767-35-1 3-(3-(trifluoromethyl)phenyl)pyrrolidine 
• 178483-05-1 3-(3-Trifluoromethyl-phenyl)-pyrrolidine-1-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Regiochemical control and suppression of double bond isomerization in the heck arylation of 1-(methoxycarbonyl)-2,5-dihydropyrrole

Arylation of 1-(methoxycarbonyl)-2,5-dihydropyrrole under standard Heck reaction conditions produces a mixture of compounds. The olefin undergoes two types of palladium-catalyzed reactions: (a) arylation to provide C-3 arylated derivatives and (b) competing double bond isomerization. Addition of silver carbonate and thallium acetate fully suppressed the isomerization, and good yields of C-3 substituted compounds were achieved after arylation with aryl halides. With regard to aryl triflates as arylating agents, addition of lithium chloride was necessary to promote the Heck reaction. This additive excluded the use of silver and thallium salts, but high regioselectivity and good yields could be obtained by employing tri-2-furylphosphine as ligand. Arylation was rendered both regioselective and enantioselective (58% ee) with 1-naphthyl triflate as substrate utilizing a (R)-BINAP/thallium acetate combination. The C-3 arylated enamides were converted further into the corresponding 3-arylpyrrolidines.

Regioselective synthesis of 3-aryl substituted pyrrolidines via palladium catalyzed arylation: Pharmacological evaluation for central dopaminergic and serotonergic activity

A series of 3-arylpyrrolidines has been synthesised via palladium catalyzed arylation and evaluated for dopaminergic and serotonergic activity in vitro and in vivo. Compounds substituted by electron withdrawing groups on the meta position of the aromatic ring, were found to be preferential dopamine autoreceptor antagonists.