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Usage

Uses

Used in Pharmaceutical Research and Drug Development:
1-(2,4-Difluorophenyl)pyrrolidine serves as a valuable tool in pharmaceutical research, utilized for exploring the structure-activity relationship of various drugs. Its distinctive difluorophenyl group allows for the investigation of how specific structural modifications impact a drug's efficacy and safety, thereby aiding in the design of more effective and targeted therapeutic agents.
Used in Organic Synthesis:
In the realm of organic synthesis, 1-(2,4-Difluorophenyl)pyrrolidine acts as a versatile building block for the creation of new compounds with specific properties or functionalities. Its unique structure can be leveraged to synthesize a range of novel chemical entities, potentially leading to the discovery of innovative materials and therapeutics.
Further research is essential to fully explore the potential applications of 1-(2,4-Difluorophenyl)pyrrolidine across different industries and scientific domains, ensuring its optimal utilization and contribution to advancements in chemistry and medicine.

Upstream product

• 109-99-9 tetrahydrofuran 
• 367-25-9 2,4-difluorophenylamine 
• 72624-70-5 2,4-difluorophenylethylamine 

Relevant academic research and scientific papers

Practical direct synthesis of: N -aryl-substituted azacycles from N -alkyl protected arylamines using TiCl4and DBU

A novel transformation of N-alkyl protected arylamines and cyclic ethers into N-aryl substituted azacycles is described. Alkyl groups have been used for the protection of amines in organic syntheses. In this synthesis, N-alkyl protected arylamines were reacted with cyclic ethers in the presence of TiCl4 and DBU, crucial reagents affording five- and six-membered azacycles. In particular, utilization of the novel TiCl4/DBU-mediated reaction allows various N-alkyl protected arylamines such as N-methyl-, N-ethyl-, N-isopropyl, and N-tert-butyl arylamines to be readily converted into N-aryl substituted azacycles in high yields. This practical approach using various N-alkyl arylamines leads to the efficient preparation of azacycles.

Phosphoryl chloride-mediated solvent-free synthesis of N-aryl-substituted azacycles from arylamines and cyclic ethers

A solvent- and metal-free protocol for preparation of N-aryl substituted azacycles from arylamines and cyclic ethers is described. In this method, the combination of POCl3 and DBU is crucial for conversion of arylamines and cyclic ethers to five- and six-membered azacycles. Without solvent, a variety of N-aryl-substituted, five-membered azacycles (pyrrolidines, 2-methylpyrrolidines, and piperidine) and six-membered azacycles (isoindolines and tetrahydroisoquinolines) are synthesized in high yields. This green method provides a sustainable and efficient approach for the preparation of azacycles from various cyclic ethers.

Metal-Free Synthesis of N-Aryl-Substituted Azacycles from Cyclic Ethers Using POCl3

A facile method for the synthesis of N-aryl-substituted azacycles from arylamines and cyclic ethers has been developed. In this study, arylamines were treated with cyclic ethers in the presence of POCl3 and DBU to provide five- A nd six-membered azacycles. Using this method, various azacycloalkanes, isoindolines, and tetrahydroisoquinolines were prepared in high yields. This synthetic method offers an efficient approach to the production of azacycles from cyclic ethers.

New N-substituted tetrahydropyrrole derivative synthesis method

The invention provides an amino boron intermediate-mediated synthesis method for preparing N-substituted tetrahydropyrrole derivatives by using aromatic amine and a five-membered oxygen heterocyclic compound as raw materials. According to the present invention, the N-substituted tetrahydropyrrole derivatives are specifically N-aryltetrahydropyrrole and N-aryl 2-methyltetrahydropyrrole, and have the following chemical structure general formulas, wherein Ar is phenyl, 4-methylphenyl, 4-fluorophenyl, 4-chlorophenyl, 2-chlorophenyl, 3-nitrophenyl, 2,4-difluorophenyl, 2,6-dichlorophenyl or 3,5-dichlorophenyl. The present invention discloses the chemical structures and the synthesis method of the compounds.

Boron trifluoride-mediated synthesis of N-aryl-substituted pyrrolidines from tetrahydrofuran and amines

[Figure not available: see fulltext.] Boron trifluoride-mediated transformation of tetrahydrofuran to corresponding N-aryl-substituted pyrrolidines is conducted under mild reaction conditions, providing a practical synthetic method with reasonable yields. Computational studies confirmed the reaction mechanism involving a fast Lewis acid-assisted ring-opening step, followed by the 7-membered intermediate formation and a ringclosing process as the rate-determining step.

Synthesis of N-aryl substituted, five- and six-membered azacycles using aluminum-amide complexes

Synthesis of N-aryl substituted, five- and six-membered azacycloalkanes, isoindolines and tetrahydroisoquinolines, has been described. In this synthesis, cyclic ethers (n = 1, 2) were treated with dimethylaluminum-amide reagents, derived from a range of aryl amines and trimethylaluminum, to afford the corresponding azacycles in good yields. This journal is the Partner Organisations 2014.