22148-20-5

Usage

Uses

Used in Pharmaceutical Industry:
1-(4-Bromophenyl)piperidine is used as a key intermediate in the synthesis of various drugs for its potential as an antipsychotic and analgesic agent. Its unique structure allows for the development of compounds that can modulate specific biological targets, offering therapeutic benefits in the treatment of mental disorders and pain management.
Used in Agrochemical Industry:
1-(4-Bromophenyl)piperidine is also utilized as a building block in the creation of agrochemical compounds, contributing to the development of effective pesticides and other agricultural products. Its chemical properties enable the design of molecules with targeted actions against pests and diseases, enhancing crop protection and yield.
Used in Medicinal Chemistry Research:
As a versatile intermediate, 1-(4-Bromophenyl)piperidine is employed in medicinal chemistry for the exploration of new drug candidates and the optimization of existing ones. Its structure allows for the fine-tuning of molecular properties, facilitating the discovery of novel therapeutic agents with improved efficacy and safety profiles.

InChI:InChI=1/C11H14BrN/c12-10-4-6-11(7-5-10)13-8-2-1-3-9-13/h4-7H,1-3,8-9H2

Upstream product

• 4096-20-2 N-phenyl piperidine 
• 88807-73-2 N-Brom-N-(4-bromphenyl)piperidinium-bromid 
• 111-30-8 Glutaraldehyde 
• 106-40-1 4-bromo-aniline 
• 110-89-4 piperidine 
• 106-37-6 1.4-dibromobenzene 
• 111-29-5 1 ,5-pentanediol 
• 111-24-0 1,5-dibromo-pentane 
• 2156-71-0 N-chloropiperidine 
• 108-86-1 bromobenzene 
• 68716-49-4 p-bromophenylboronic acid pinacol ester 
• 947515-73-3 (4-bromophenyl)[2-(hydroxymethyl)phenyl]dimethylsilane 
• 5542-49-4 piperidin-1-yl benzoate 
• 5467-74-3 4-Bromophenylboronic acid 

Downstream Products

• 88799-21-7 N-(4-Bromphenyl)-N-methyl-piperidinium-bromid 
• 88807-73-2 N-Brom-N-(4-bromphenyl)piperidinium-bromid 
• 1415461-02-7 1-(5-bromo-2-(piperidin-1-yl)phenyl)naphthalen-2-ol 
• 1565835-37-1 2,5-dioxopyrrolidin-1-yl 5-(4-(piperidin-1-yl)phenyl)-thiophene-2-carboxylate 
• 1565835-39-3 2,5-dioxopyrrolidin-1-yl 5'-(4-(piperidin-1-yl)phenyl)-2,2'-bithiophene-5-carboxylate 
• 1204-85-9 4-(piperidin-1-yl)benzonitrile 
• 60815-16-9 2-(o-formylphenyl)-1-phenylethanone 
• 1432450-89-9 N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-(4-(piperidin-1-yl)phenyl)quinazolin-4-amine 

Relevant academic research and scientific papers

Iodine-Mediated Coupling of Cyclic Amines with Sulfonyl Hydrazides: an Efficient Synthesis of Vinyl Sulfone Derivatives

An efficient iodine-mediated coupling of cyclic amines with sulfonyl hydrazides is reported. This transformation opens a new route to the synthesis of vinyl sulfones derivatives, which is a common structural motif in natural products and pharmaceuticals. Tentative mechanistic studies suggest that this reaction is likely to involve a radical process.

Visible light-induced mono-bromination of arenes with BrCCl3

A highly efficient and regioselective bromination of electron-rich arenes and heteroarenes using commercially available BrCCl3as a “Br” source has been developed. The reaction was performed in air under mild conditions with photocatalyst Ru(bpy)3Cl2·6H2O, avoiding the usage of strong acids and strong oxidants. Mono-brominated products were obtained with medium to excellent yields (up to 94%). This strategy has shown good compatibility and highpara-selectivity, which will facilitate the complicated synthesis.

Synthesis method of 1-(4-bromophenyl) piperidine

The invention discloses a preparation method of 1-(4-bromophenyl) piperidine, and belongs to the technical field of medical intermediates. Bromobenzene and piperidine are used as raw materials and react with potassium tert-butoxide or sodium tert-amyl alcohol in sulfolane in a heating mode to obtain N-phenyl piperidine; and then in the presence of a catalyst tetra-n-butyl tetraphenyl ammonium borate, a bromination reagent is added to react to obtain the 1-(4-bromophenyl)piperidine. The method is few in reaction steps, simple and convenient to operate and relatively high in yield, and a new path is provided for synthesis of the 1-(4-bromophenyl) piperidine.

Synthesis of some new distyrylbenzene derivatives using immobilized Pd on an NHC-functionalized MIL-101(Cr) catalyst: photophysical property evaluation, DFT and TD-DFT calculations

In this study the catalytic application of a heterogeneous Pd-catalyst system based on metal organic framework [Pd-NHC-MIL-101(Cr)] was investigated in the synthesis of distyrylbenzene derivatives using the Heck reaction. The Pd-NHC-MIL-101(Cr) catalyst s

COMPOUND SIMULTANEOUSLY INHIBITING LSD1 AND HDAC TARGETS AND APPLICATION THEREOF

A compound having a general structural formula as shown in Formula I: X-AB-Y (Formula I); in the above Formula I, X is selected from any one of -CO2H, -CONHZ, -CH=CH-CO2H, -CH=CH-CONHZ, wherein Z is selected from any one of substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted aryl, and hydroxyl; Y = -NR1R2, wherein NR1R2 is a substituted or unsubstituted 3- to 9-membered nitrogen-containing heterocycloalkyl; A and B are each independently selected from substituted or unsubstituted phenylene, substituted or unsubstituted azaphenylene. The compound or corresponding pharmaceutical salt thereof can inhibit LSD1 and HDAC target proteins at the same time, thus inhibit the proliferation of many kinds of tumor cells and have good antitumor effect.

Redox-Neutral β-C(sp3)-H Functionalization of Cyclic Amines via Intermolecular Hydride Transfer

Herein, we report the first redox-neutral and transition-metal-free β-C(sp3)-H functionalization of cyclic amines via a consecutive intermolecular hydride transfer process. A series of N-aryl pyrrolidines and N-aryl 1,2,3,4-tetrahydropyridines decorated with CF3 and carboxylic ester functionalities are directly accessed in good yields from pyrrolidines and piperidines. This work pushes forward the application of the intermolecular hydride transfer strategy in one-step assembly of molecular complexity.

Electrochemical Regioselective Bromination of Electron-Rich Aromatic Rings Using n Bu 4 NBr

Electrochemical regioselective bromination of electron-rich aromatic rings using stoichiometric tetrabutylammonium bromide (n Bu 4 NBr) has been accomplished under mild conditions. This protocol provides an environmentally friendly and simple way for the construction of C-Br bond in moderate to high yields with wide functional group tolerance.

Practical and regioselective amination of arenes using alkyl amines

The formation of carbon–nitrogen bonds for the preparation of aromatic amines is among the top five reactions carried out globally for the production of high-value materials, ranging from from bulk chemicals to pharmaceuticals and polymers. As a result of this ubiquity and diversity, methods for their preparation impact the full spectrum of chemical syntheses in academia and industry. In general, these molecules are assembled through the stepwise introduction of a reactivity handle in place of an aromatic C–H bond (that is, a nitro group, halogen or boronic acid) and a subsequent functionalization or cross-coupling. Here we show that aromatic amines can be constructed by direct reaction of arenes and alkyl amines using photocatalysis, without the need for pre-functionalization. The process enables the easy preparation of advanced building blocks, tolerates a broad range of functionalities, and multigram scale can be achieved via a batch-to-flow protocol. The merit of this strategy as a late-stage functionalization platform has been demonstrated by the modification of several drugs, agrochemicals, peptides, chiral catalysts, polymers and organometallic complexes.

Chan-Evans-Lam Amination of Boronic Acid Pinacol (BPin) Esters: Overcoming the Aryl Amine Problem

The Chan-Evans-Lam reaction is a valuable C-N bond forming process. However, aryl boronic acid pinacol (BPin) ester reagents can be difficult coupling partners that often deliver low yields, in particular in reactions with aryl amines. Herein, we report effective reaction conditions for the Chan-Evans-Lam amination of aryl BPin with alkyl and aryl amines. A mixed MeCN/EtOH solvent system was found to enable effective C-N bond formation using aryl amines while EtOH is not required for the coupling of alkyl amines.

GLUCOSYLCERAMIDE SYNTHASE INHIBITORS FOR THE TREATMENT OF DISEASES

Described herein are compounds of Formula I, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or conditions associated with the enzyme glucosylceramide synthase (GCS).