115464-91-0

Basic information

• Product Name: 1H-Pyrrole, 2-(4-fluorophenyl)-1-methyl-
• CAS NO: 115464-91-0
• Molecular Formula: C11H10FN
• Molecular Weight: 175.206
• Mol File: 115464-91-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1H-Pyrrole, 2-(4-fluorophenyl)-1-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole, 2-(4-fluorophenyl)-1-methyl-(115464-91-0)
• EPA Substance Registry System: 1H-Pyrrole, 2-(4-fluorophenyl)-1-methyl-(115464-91-0)

Safety Data

• Hazardous Substances Data: 115464-91-0(Hazardous Substances Data)

Upstream product

• 96-54-8 N-Methylpyrrole 
• 349-88-2 4-Fluorobenzenesulfonyl chloride 
• 352-34-1 4-fluoro-1-iodobenzene 
• 371-40-4 4-fluoroaniline 
• 1146127-04-9 4-fluoro-2,4,6-trimethyldiphenyliodonium trifluoromethanesulfonate 
• 732306-64-8 bis(4-fluorophenyl)iodonium triflate 

Downstream Products

• 1429493-47-9 2,5-bis(4-fluorophenyl)-1-methylpyrrole 
• 114518-31-9 1-[5-(4-Fluoro-phenyl)-1-methyl-1H-pyrrol-2-ylmethyl]-4-(2-methoxy-phenyl)-piperazine 

Relevant articles and documents

Temperature Controlled Selective C-S or C-C Bond Formation: Photocatalytic Sulfonylation versus Arylation of Unactivated Heterocycles Utilizing Aryl Sulfonyl Chlorides

A visible-light-induced photocatalytic method for the arylsulfonylation of heterocycles has been developed. The synthetic utility of this reaction is reflected by the direct use of commercially available sulfonyl chlorides and heterocycles under room temperature conditions. Complementarily, the photocatalytic arylation of heterocycles by sulfonyl chlorides via extrusion of SO2 is feasible at elevated temperature conditions, allowing switching between arylation or arylsulfonylation with excellent chemoselectivity.

A case of chain propagation: α-aminoalkyl radicals as initiators for aryl radical chemistry

The generation of aryl radicals from the corresponding halides by redox chemistry is generally considered a difficult task due to their highly negative reduction potentials. Here we demonstrate that α-aminoalkyl radicals can be used as both initiators and chain-carriers for the radical coupling of aryl halides with pyrrole derivatives, a transformation often employed to evaluate new highly reducing photocatalysts. This mode of reactivity obviates for the use of strong reducing species and was also competent in the formation of sp2 C-P bonds. Mechanistic studies have delineated some of the key features operating that trigger aryl radical generation and also propagate the chain process.

C–H Arylation of N-Heteroarenes under Metal-Free Conditions and its Application towards the Synthesis of Pentabromo- and Pentachloropseudilins

Herein, we are reporting metal-free conditions for radical initiation and direct C–H arylation of N-heteroarenes. Starting from aniline, the corresponding arenediazonium salt generated in situ is reduced to an aryl radical in the presence of chloropromazine hydrochloride, a new reagent for this application. The optimized procedures are mild, operationally simple, and are working successfully with more diverse substrates in comparison to reported methods. The optimized method is also employed for the synthesis of marine natural products Pentabromo- and Pentachloropseudilins (PBP/PCP). In the present study, we also validated the potential of the Pentachloropseudilin (PCP), thus synthesized, for inhibition of Myosin1 function in mammalian cells and confirmed that PCP phenocopies Myosin1c depletion in cells.