87698-82-6

Usage

Uses

Used in Pharmaceutical Industry:
2-Bromophenylmorpholine is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to facilitate chemical reactions and contribute to the formation of desired medicinal compounds.
Used in Dye Industry:
In the dye industry, 2-Bromophenylmorpholine is utilized as a component in the production of dyes, where its chemical properties aid in creating a range of colorants for different applications.
Used in Pesticide Industry:
2-Bromophenylmorpholine is employed as an intermediate in the development of pesticides, contributing to the creation of effective compounds for agricultural and other pest control purposes.
Used in Organic Synthesis:
2-Bromophenylmorpholine is used as a nucleophilic catalyst in organic synthesis, enhancing the efficiency of various chemical reactions and aiding in the production of target compounds.
Used in Research and Development:
In research and development settings, 2-Bromophenylmorpholine is utilized as a building block for the synthesis of new compounds, exploring its potential applications in various fields and advancing scientific knowledge.

Upstream product

• 5414-19-7 1,1'-oxybis(2-bromo-ethane) 
• 615-36-1 2-bromoaniline 
• 110-91-8 morpholine 
• 583-55-1 1-Bromo-2-iodobenzene 
• 583-53-9 2,3-dibromobenzene 
• 5765-65-1 4-(benzoyloxy)morpholine 
• 1229227-01-3 C₁₈H₁₂B₃Br₃O₃ 
• 98022-77-6 N-bromomorpholine 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 92-53-5 4-Phenylmorpholine 
• 95-56-7 2-hydroxybromobenzene 

Downstream Products

• 87698-84-8 Dimethyl (Z)-2-<2-(4-Morpholinyl)phenyl>butenedioate 
• 1237588-12-3 N-(2-(di(1-adamantyl)phosphino)phenyl)morpholine 
• 1237588-14-5 C₂₂H₃₄NOP 
• 1284216-75-6 4-(2-(diphenylphosphino)phenyl)morpholine 
• 1350654-33-9 tris(2-morpholinophenyl)phosphine 
• 1350654-32-8 4,4'-((phenylphosphinediyl)bis(2,1-phenylene))dimorpholine 
• 204078-32-0 2-(4-morpholino)benzonitrile 
• 634903-71-2 N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-7-[2-(4-morpholinyl)phenyl]-1-benzothiophene-2-carboxamide hydrochloride 
• 1508950-89-7 4-(2-iodophenyl)morpholine 
• 1447992-76-8 N¹-{2-(4-morpholinyl)phenyl}-N²-(2,4,6-trimethylphenyl)-1,2-ethanediamine 
• 1447992-75-7 N¹-{2-(4-morpholinyl)phenyl}-N²-(2,6-diisopropylphenyl)-1,2-ethanediamine 
• 1447992-84-8 1-mesityl-3-{2-(4-morpholinyl)phenyl}imidazolidin-2-ylidene 
• 1447992-83-7 C₂₅H₃₃N₃O 
• 1447992-82-6 [1-mesityl-3-{2-(4-morpholinyl)phenyl}imidazolidin-1-ylium] tetrafluoroborate 

Relevant academic research and scientific papers

NOVEL MODULATORS OF THE SIGMA-2 RECEPTOR AND THEIR METHOD OF USE

Pharmaceutical compositions of the invention comprise functionalized lactone derivatives having a disease-modifying action in the treatment of diseases associated with dysregulation of sigma- 2 receptor activity.

5-HYDROXYTRYPTAMINE RECEPTOR 7 MODULATORS AND THEIR USE AS THERAPEUTIC AGENTS

Pharmaceutical compositions of the invention comprise functionalized lactone derivatives having a disease-modifying action in the treatment of diseases associated with dysregulation of 5-hydroxytryptamine receptor 7 activity.

Synthesis of ortho -haloaminoarenes by aryne insertion of nitrogen-halide Bonds

A rapid and general access to ortho-haloaminoarenes has been developed by aryne insertion into N-chloramine, N-bromoamine, and N-iodoamine bonds via two complementary protocols harnessing fluoride-promoted 1,2-elimination of ortho-trimethylsilyl aryltriflates. Typically, electron-deficient N-chloramines effectively react with aryne intermediates generated at elevated temperature with CsF, while less stable N-haloamines are found more efficient under milder, TBAF-mediated aryne formation at room temperature. Both protocols demonstrate a good level of regioselectivity and functional group tolerance. Efforts to elucidate the mechanism of N-X insertion are also discussed. The practical value of this transformation is highlighted by rapid synthesis of novel analogues of the antipsychotic cariprazine.

Insertion of arynes into N-halo bonds: A direct approach to O -haloaminoarenes

A new approach to access o-haloaminoarenes has been achieved by insertion of arynes into a nitrogen-halide bond (N-X). This transition-metal-free transformation displays a broad substrate scope of arynes, good compatibility with functional groups, and high regioselectivity. Representative transformations of the o-haloaminoarenes are described to highlight their utility for rapid access to diversely functionalized aminoarene derivatives.

Transition-metal-free electrophilic amination of arylboroxines

A transition-metal-free strategy to construct C(sp2)-N bonds using arylboroxines and O-benzoyl hydroxylamines as coupling partners has been developed. This transformation provides a useful method to access various aromatic amines.

A xerogel-sequestered selenoxide catalyst for brominations with hydrogen peroxide and sodium bromide in an aqueous environment

(Chemical Equation Presented) 4-(Hydroxymethyl)phenyl benzyl selenoxide (4) sequestered in a halide-permeable, Class II xerogel formed from 10/90 (mol/mol) 3-aminopropyltriethoxysilane/tetraethoxysilane catalyzes the bromination of organic substrates (4-pentenoic acid, 3,5-dihydroxybenzoic acid, 1,3,5-trimethoxybenzene, N-phenylmorpholine, and N,N-dimethylaniline) with NaBr and H2O2. Catalyst performance (reaction rate) when sequestered within the halide-permeable xerogel is 23-fold greater in comparison to xerogel-free catalyst in solution. The catalyst is easily separated from the reaction mixture via filtration and the recovered catalyst can be reused without loss of activity through formation of the first 80 mol of product per mole of catalyst.

Palladium-catalyzed monoamination of dihalogenated benzenes

The palladium-catalyzed monoamination of symmetric dibromobenzenes can be performed using a catalyst based on Pd2dba3 and BINAP in the presence of NaO(t-Bu). The analogous transformation of non-symmetric bromoiodobenzenes is most effectively performed with Xantphos as the ligand, while reactions with BINAP were non-selective. These transformations can be scaled uneventfully to >10 g quantities. They do not require drybox or Schlenk techniques, and all reagents are weighed out in air. The resulting monobromoanilines are versatile intermediates for further synthetic transformations.

Palladium-Catalyzed Amination of Aryl Nonaflates

The first detailed study of the palladium-catalyzed amination of aryl nonaflates is reported. Use of ligands 2-4 and 6 allows for the catalytic amination of electron-rich and -neutral aryl nonaflates with both primary and secondary amines. With use of Xantphos 5, the catalytic amination of a variety of functionalized aryl nonaflates resulted in excellent yields of anilines; even 2-carboxymethyl aryl nonaflate is effectively coupled with a primary alkylamine. Moderate yields were obtained when coupling halo-aryl nonaflates with a variety of amines, where in most cases the aryl nonaflate reacted in preference to the aryl halide. Overall, aryl nonaflates are an effective alternative to triflates in palladium-catalyzed C-N bond-forming processes due to their increased stability under the reaction conditions.

"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