139909-17-4

Basic information

• Product Name: Pyrrolidine, 1-(3-fluorophenyl)-
• Synonyms: Pyrrolidine, 1-(3-fluorophenyl)-;1-(3-fluorophenyl)Pyrrolidine
• CAS NO: 139909-17-4
• Molecular Formula: C10H12FN
• Molecular Weight: 165.2073832
• Mol File: 139909-17-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Pyrrolidine, 1-(3-fluorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrrolidine, 1-(3-fluorophenyl)-(139909-17-4)
• EPA Substance Registry System: Pyrrolidine, 1-(3-fluorophenyl)-(139909-17-4)

Safety Data

• Hazardous Substances Data: 139909-17-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Pyrrolidine, 1-(3-fluorophenyl)is utilized as an intermediate in the synthesis of various pharmaceuticals due to its unique chemical structure and reactivity. Its ability to participate in organic synthesis reactions, including the formation of heterocyclic compounds, makes it a valuable component in the development of new drugs.
Used in Agrochemical Industry:
Similarly, in the agrochemical sector, Pyrrolidine, 1-(3-fluorophenyl)serves as an intermediate for the synthesis of various agrochemicals, contributing to the development of effective products for agricultural applications.
Used in Antimicrobial Applications:
Pyrrolidine, 1-(3-fluorophenyl)is used as an antimicrobial agent for its reported antifungal and antibacterial activity, making it a potential candidate for the development of new drugs to combat microbial infections.
Used in Organic Synthesis:
Due to its unique chemical structure, Pyrrolidine, 1-(3-fluorophenyl)is employed in various organic synthesis reactions, particularly in the formation of heterocyclic compounds, which are important in the creation of complex organic molecules with diverse applications.

Upstream product

• 110-52-1 1,4-dibromo-butane 
• 372-19-0 meta-fluoroaniline 
• 123-75-1 pyrrolidine 
• 372-18-9 1,3-Difluorobenzene 
• 625-98-9 3-chlorofluorobenzene 

Relevant articles and documents

Catalytic Asymmetric Arylation of α-Aryl-α-diazoacetates with Aniline Derivatives

The asymmetric arylation of diazo compounds with aniline derivatives cooperatively catalyzed by an achiral dirhodium complex and a chiral spiro phosphoric acid is reported. The reaction provides a new method for the facile synthesis of α-diarylacetates, v

Dehydrogenation/(3+2) Cycloaddition of Saturated Aza-Heterocycles via Merging Organic Photoredox and Lewis Acid Catalysis

Herein, we report a photoinduced dehydrogenation/(3+2) cycloaddition reaction by merging organic photoredox and Lewis acid catalysis, providing a straightforward and efficient approach for directly installing a benzofuran skeleton on the saturated aza-heterocycles. In this protocol, we also describe a novel organic photocatalyst (t-Bu-DCQ) with the advantages of a wider redox potential, easy synthesis, and a low price. Furthermore, the stepwise activation mechanism of dual C(sp3)-H bonds was demonstrated by a series of experimental and computational studies.

Organic photoredox catalytic α-C(sp3)-H phosphorylation of saturated: Aza -heterocycles

A metal-free C(sp3)-H phosphorylation of saturated aza-heterocycles via the merger of organic photoredox and Br?nsted acid catalyses was established under mild conditions. This protocol provided straightforward and economic access to a variety of valuable α-phosphoryl cyclic amines by using commercially available diarylphosphine oxide reagents. In addition, the D-A fluorescent molecule DCQ was used for the first time as a photocatalyst and exhibited an excellent photoredox catalytic efficiency in this transformation. A series of mechanistic experiments and DFT calculations demonstrated that this transformation underwent a sequential visible light photoredox catalytic oxidation/nucleophilic addition process.

Palladium catalyzed hydrodefluorination of fluoro-(hetero)arenes

Palladium catalyzed hydrodefluorination was developed for fine-tuning the properties of fluoro-(hetero)aromatic compounds. The robust reaction can be set up in air, requires only commercially available components, and tolerates a variety of heterocycles and functionalities relevant to drug discovery. Given the prevalence of fluorine incorporation around metabolic hotspots, the corresponding deuterodefluorination reaction may prove useful for converting fluorinated libraries to deuterated analogues to suppress the oxidative metabolism by kinetic isotope effects.

N-Heterocyclic carbene-palladacyclic complexes: synthesis, characterization and their applications in the C-N coupling and α-arylation of ketones using aryl chlorides

N-Heterocyclic carbene-palladacyclic complexes 3 were successfully achieved in a one-pot procedure under mild conditions. The structure of 3a was unambiguously confirmed by X-ray single crystal diffraction and it was an active catalyst in the Buchwald-Hartwig amination and α-arylation of ketones even at very low catalyst loadings (0.01 mol%).

Mechanism and Scope of Base-Controlled Catalyst-Free N-Arylation of Amines with Unactivated Fluorobenzenes

A general method for transition metal-free N-arylation of amines has been developed. Mechanistic studies have revealed that the ability of the base to facilitate the desired amination without promoting unwanted side reactions is the guiding factor. By employing lithium bis(trimethylsilyl)amide as a base the resultant deprotonated amines readily react with a range of unactivated fluorobenzene derivatives. This new arylation method is utilized for the simple two-step synthesis of the antidepressant Vortioxetine.

ARYLATION OF ALIPHATIC AMINES

The invention relates to a method for arylation of amines, such as aliphatic amines by reaction of aryl-halogens, e.g. chloro- or fluorobenzene derivatives without strongly electron withdrawing substituents in the presence of a strong base.