82212-00-8

Usage

Uses

Used in Pharmaceutical Industry:
4-(2-BROMOPHENYL)PIPERIDINE is used as a building block for the synthesis of various pharmaceuticals and organic compounds. Its unique structure and properties make it a valuable tool for the development of new drugs and chemical compounds.
Used in Medicinal Chemistry:
4-(2-BROMOPHENYL)PIPERIDINE is used as a research chemical in scientific studies and drug discovery efforts. Its potential biological activity makes it a promising candidate for the development of new drugs and chemical compounds in the field of medicinal chemistry.

Upstream product

• 99983-26-3 3-(2-Bromphenyl)-glutarsaeureimid 
• 104115-67-5 3-(2-bromophenyl)glutaric acid 
• 6630-33-7 ortho-bromobenzaldehyde 
• 111-24-0 1,5-dibromo-pentane 
• 615-36-1 2-bromoaniline 
• 110-89-4 piperidine 
• 583-53-9 2,3-dibromobenzene 

Downstream Products

• 1109217-05-1 C₁₈H₁₉NO 
• 1050505-85-5 (2-(piperidin-1-yl)phenyl)boronic acid 
• 219921-93-4 (R)-3-methyl-1-(2-(1-pieridinyl)phenyl)-butylamine 
• 147769-93-5 (1S)-3-methyl-1-(2-piperidin-1-ylphenyl)butan-1-amine 

Relevant academic research and scientific papers

Nickel-catalyzed C–P cross-coupling of (het)aryl tosylates with secondary phosphine oxides

A novel and convenient approach to the synthesis of various tertiary phosphine oxides via nickel-catalyzed cross-coupling of (het)aromatic tosylates with secondary phosphine oxides is developed. The reaction employs cheap nickel as the catalyst, 1-(2-(di-tert-butylphosphanyl)phenyl)-4-methoxypiperidine (L3) as the ligand, and pyridine as the base. This reaction produces the corresponding (het)aromatic phosphorus compounds in good to high yields. Moreover, four new tertiary phosphine oxides are reported in this process.

PROCESS FOR PREPARING 2-(1-(tert-BUTOXYCARBONYL)PIPERIDINE-4-YL)BENZOIC ACID

The invention relates to processes for preparing 2-(1-(tert-butoxycarbonyl)-piperidine-4-yl)benzoic acid having formula I: Among its various uses, this compound is useful as an intermediate for preparing ampreloxetine and salts thereof.

Practical and Scalable Synthesis of Borylated Heterocycles Using Bench-Stable Precursors of Metal-Free Lewis Pair Catalysts

A practical and scalable metal-free catalytic method for the borylation and borylative dearomatization of heteroarenes has been developed. This synthetic method uses inexpensive and conveniently synthesizable bench-stable precatalysts of the form 1-NHR2-2-BF3-C6H4, commercially and synthetically accessible heteroarenes as substrates, and pinacolborane as the borylation reagent. The preparation of several borylated heterocycles on 2 and 50 g scales was achieved under solvent-free conditions without the use of Schlenk techniques or a glovebox. A kilogram-scale borylation of one of the heteroarene substrates was also achieved using this cost-effective green methodology to exemplify the fact that our methodology can be conveniently implemented in fine chemical industries.

Syntheses and in vitro evaluation of decalinvesamicol analogues as potential imaging probes for vesicular acetylcholine transporter (VAChT)

A series of vesamicol analogues, o-iodo-trans-decalinvesamicol (OIDV) or o-bromo-trans-decalinvesamicol (OBDV), were synthesized and their affinities to vesicular acetylcholine transporter (VAChT) and σ receptors (σ-1, σ-2) were evaluated by in vitro bind

Novel extensions of the tert-amino effect: Formation of phenanthridines and diarene-fused azocines from ortho-ortho′-functionalized biaryls

Phenanthridines and azocines fused to two benzene rings or one benzene and one pyridazinone ring, which are otherwise difficult to access, were prepared via two new extensions of the tert-amino effect. The synthetic pathway includes three steps: i) Suzuki reaction of an ortho-functionalized phenylboronic acid with ortho-disubstituted benzenes or pyridazinones; ii) the Knoevenagel condensation reaction of the biaryl aldehydes formed with active methylene compounds to obtain vinyl derivatives or, through their cyclization, phenanthridines via a tert-amino effect; and iii) thermal isomerization of vinyl or phenanthridinium compounds to fused azocines via another type of tert-amino effect. Georg Thieme Verlag Stuttgart.

Palladium-catalyzed selective amination of haloaromatics on KF-alumina surface

An efficient palladium-catalyzed amination, including polyaminations of aromatic bromides mediated on a surface of KF-alumina, is reported. The solvent-free one-pot protocol avoids the use of a strong base (sodium tert-butoxide) making it applicable to substrates containing a base-sensitive functional group. It proceeds without concomitant reductive bromination and provides access to selective amination of polyhaloaromatics.

Chiral sulfoxide ligands bearing nitrogen atoms as stereocontrollable coordinating elements in palladium-catalyzed asymmetric allylic alkylations

Palladium-catalyzed asymmetric allylic alkylations were studied by using chiral sulfoxide ligands bearing nitrogen atoms as coordinating elements, such as chiral α-sulfinylacetamides, β or γ-amino sulfoxides, and β- sulfinyl sulfonamides. The effects of t

"tert-Amino Effect" in Heterocyclic Synthesis. Formation of N-Heterocycles by Ring-Closure Reactions of Substituted 2-Vinyl-N,N-dialkylanilines

2-Vinyl-N,N-dialkylanilines react thermally in polar solvents and/or in the presence of Lewis acids via or hydrogen transfer followed by C-C bond formation to give heterotricyclic compounds.The reaction depends on the type of N,N-dialkylamino