72216-06-9

Basic information

• Product Name: 2-(4-Fluorophenyl)-pyrrolidine
• Synonyms: 2-(4-FLUOROPHENYL)PYRROLIDINE;CHEMBRDG-BB 4002375;Pyrrolidine, 2-(4-fluorophenyl)-;2-(4-fluorophenyl)pyrrolidine(SALTDATA: 0.05H2CO3);4-(Pyrrolidin-2-yl)fluorobenzene;2-(4-Fluorophenyl)pyrrolidine 97%;1-Fluoro-4-(pyrrolidin-2-yl)benzene;2-(4-Fluorophenyl)pyrrolidine97%
• CAS NO: 72216-06-9
• Molecular Formula: C₁₀H₁₂FN
• Molecular Weight: 165.21
• Product Categories: pharmacetical;Pyrrole&Pyrrolidine&Pyrroline;Benzenes
• Mol File: 72216-06-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 235.5 °C at 760 mmHg
• Flash Point: 96.3 °C
• Appearance: /
• Density: 1.078 g/cm³
• Vapor Pressure: 0.0497mmHg at 25°C
• Refractive Index: 1.515
• PKA: 9.76±0.10(Predicted)
• CAS DataBase Reference: 2-(4-Fluorophenyl)-pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Fluorophenyl)-pyrrolidine(72216-06-9)
• EPA Substance Registry System: 2-(4-Fluorophenyl)-pyrrolidine(72216-06-9)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 72216-06-9(Hazardous Substances Data)

Usage

General Description

2-(4-Fluorophenyl)-pyrrolidine is a chemical compound that belongs to the class of pyrrolidine derivatives. It is also known as 4'-fluoropyrrolidin-2-yl-benzene, and it is typically synthesized through chemical reactions involving pyrrolidine and a fluorinated benzene compound. This chemical is used for research and experimental purposes in the field of organic chemistry and drug development. It has the potential to be utilized as a building block for the synthesis of various pharmaceutical compounds and can also serve as a valuable intermediate in the production of other organic chemicals. Additionally, 2-(4-Fluorophenyl)-pyrrolidine may also exhibit certain biological activities, making it a target for studies in medicinal chemistry.

InChI:InChI=1/C10H12FN/c11-9-5-3-8(4-6-9)10-2-1-7-12-10/h3-6,10,12H,1-2,7H2

Upstream product

• 22217-86-3 2-(4-fluorophenyl)-Δ¹-pyrrolidine 
• 456-22-4 4-Fluorobenzoic acid 
• 451-46-7 4-fluorobenzoic acid ethyl ester 
• 352-13-6 4-flourophenylmagnesium bromide 
• 123-75-1 pyrrolidine 
• 1493-23-8 (4-fluorophenyl)lithium 
• 459-57-4 4-fluorobenzaldehyde 

Downstream Products

• 298690-64-9 (RS)-4-{4-[2-(4-Fluoro-phenyl)-pyrrolidine-1-sulfonyl]-benzyl }-morpholine fumarate 
• 1185502-90-2 C₂₈H₃₀F₄N₄O 
• 1219832-95-7 1-[[7-(3,4-Dichloro-phenyl)-4,7-dihydro-5-methylpyrazolo[1,5-a]pyrimidin-6-yl]carbonyl]-2-(4-fluoro-phenyl)pyrrolidine 
• 1375502-01-4 4-[2-(4-fluoro-phenyl)-pyrrolidin-1-yl]-pyridin-2-ylamine 
• 1375500-72-3 {4-[2-(4-fluoro-phenyl)-pyrrolidin-1-yl]-pyridin-2-yl}-urea 
• 1375501-99-7 2-chloro-4-[2-(4-fluoro-phenyl)-pyrrolidin-1-yl]-pyridine 
• 1258841-09-6 (5-bromo-isothiazol-3-yl)-[2-(4-fluoro-phenyl)-pyrrolidin-1-yl]-methanone 
• 1169687-45-9 C₂₀H₁₈FN₇ 
• 1219624-68-6 1-{2-[2-(4-fluorophenyl)pyrrolidin-1-yl]-2-oxoethyl}-3,3-diphenylpiperidin-2-one 
• 1208147-41-4 C₂₈H₂₁Cl₂FN₄O 
• 871724-26-4 C₂₃H₂₇FN₂O₄S 

Relevant articles and documents

A General Approach to Stereospecific Cross-Coupling Reactions of Nitrogen-Containing Stereocenters

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Tackling N-Alkyl Imines with 3d Metal Catalysis: Highly Enantioselective Iron-Catalyzed Synthesis of α-Chiral Amines

A readily activated iron alkyl precatalyst effectively catalyzes the highly enantioselective hydroboration of N-alkyl imines. Employing a chiral bis(oxazolinylmethylidene)isoindoline pincer ligand, the asymmetric reduction of various acyclic N-alkyl imines provided the corresponding α-chiral amines in excellent yields and with up to >99 % ee. The applicability of this base metal catalytic system was further demonstrated with the synthesis of the pharmaceuticals Fendiline and Tecalcet.

Direct α-C-H bond functionalization of unprotected cyclic amines

Cyclic amines are ubiquitous core structures of bioactive natural products and pharmaceutical drugs. Although the site-selective abstraction of C-H bonds is an attractive strategy for preparing valuable functionalized amines from their readily available parent heterocycles, this approach has largely been limited to substrates that require protection of the amine nitrogen atom. In addition, most methods rely on transition metals and are incompatible with the presence of amine N-H bonds. Here we introduce a protecting-group-free approach for the α-functionalization of cyclic secondary amines. An operationally simple one-pot procedure generates products via a process that involves intermolecular hydride transfer to generate an imine intermediate that is subsequently captured by a nucleophile, such as an alkyl or aryl lithium compound. Reactions are regioselective and stereospecific and enable the rapid preparation of bioactive amines, as exemplified by the facile synthesis of anabasine and (-)-solenopsin A.