6274-57-3

Usage

Uses

Used in Organic Synthesis:
(4-BROMOBENZYL)DIMETHYLAMINE is used as a reagent in organic synthesis for its ability to participate in a range of chemical reactions, facilitating the creation of diverse organic compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (4-BROMOBENZYL)DIMETHYLAMINE serves as a reagent, aiding in the development and testing of new drugs by providing a means to create or modify pharmaceutically active molecules.
Used as an Intermediate in Pharmaceutical Production:
(4-BROMOBENZYL)DIMETHYLAMINE is utilized as an intermediate in the production of various pharmaceuticals, playing a crucial role in the synthesis of the final drug products.
Used in Agrochemical Production:
(4-BROMOBENZYL)DIMETHYLAMINE is also used as an intermediate in the production of agrochemicals, contributing to the development of substances that help protect and enhance crop yields.
Used in the Synthesis of Benzimidazole-based Derivatives:
(4-BROMOBENZYL)DIMETHYLAMINE is used as a reactant in the synthesis of benzimidazole-based derivatives, which are important in the creation of various chemical compounds with potential applications in medicine and other fields.
Used in the Synthesis of Nitrogen-containing Heterocycles:
Furthermore, (4-BROMOBENZYL)DIMETHYLAMINE is employed in the synthesis of nitrogen-containing heterocycles, which are valuable for their diverse biological activities and potential uses in chemical manufacturing.

InChI:InChI=1/C9H12BrN/c1-11(2)7-8-3-5-9(10)6-4-8/h3-6H,7H2,1-2H3

Upstream product

• 124-40-3 dimethyl amine 
• 589-15-1 1-bromomethyl-4-bromobenzene 
• 18469-37-9 4-bromo-N,N-dimethylbenzamide 
• 1122-91-4 4-bromo-benzaldehyde 
• 3853-06-3 methyl 3-(dimethylamino)propionate 
• 506-59-2 N,N-dimethylammonium chloride 
• 766-77-8 Dimethylphenylsilane 
• 586-76-5 4-Bromobenzoic acid 
• 50-00-0 formaldehyd 
• 3959-07-7 4-Bromobenzylamine 
• 106-38-7 para-bromotoluene 
• 21928-11-0 methyl 4-(dimethylcarbamoyl)benzoate 
• 17985-72-7 1,2-bis(dimethylsilyl)benzene 

Downstream Products

• 27946-52-7 (4-bromo-benzyl)-trimethyl-ammonium; iodide 
• 27561-48-4 N,N-Dimethyl-4-pivalylbenzylamin 
• 94467-21-7 Dimethyl-ethyl-<4-brom-benzyl>-ammonium 
• 117960-44-8 4-(4-dimethylaminomethylphenyl)-4-hydroxycyclohexanone-ethylene ketal 
• 63405-50-5 4,4’-bis(dimethylaminomethyl)biphenyl 
• 1242826-69-2 α-(6,11-dihydrodibenzothiepin-11-yl)-4-(dimethylaminomethyl)benzyl alcohol 
• 128457-51-2 4-dimethylaminomethyl-benzenethiol 
• 128457-52-3 [4-(4-Dimethylaminomethyl-phenyldisulfanyl)-benzyl]-dimethyl-amine 
• 699-03-6 N-methyl-4-bromobenzylamine 
• 1122-91-4 4-bromo-benzaldehyde 
• 71888-25-0 N,N-diethyl-p-<(dimethylamino)methyl>benzamide 
• 126631-33-2 11-(4-(dimethylaminomethyl)phenyl)-6,11-dihydrodibenzothiepin-11-ol 
• 127292-60-8 1-([1,1’-biphenyl]-4-yl)-N,N-dimethylmethanamine 
• 862472-27-3 [4-(dibutylvinylsilyl)benzyl]dimethylamine 

Relevant academic research and scientific papers

Living photolytic ring-opening polymerization of amino-functionalized [1]ferrocenophanes: Synthesis and layer-by-layer self-assembly of well-defined water-soluble polyferrocenylsilane polyelectrolytes

Facile synthetic routes have been developed that provide access to cationic and anionic water-soluble polyferrocenylsilane (PFS) polyelectrolytes with controlled molecular weight and narrow polydispersity. Living photolytic ring-opening polymerization of

Heterogeneous Catalyzed Chemoselective Reductive Amination of Halogenated Aromatic Aldehydes

The chemoselective conversion of a specific functional group in a multifunctional substrate is of great importance in the chemical industry to obtain cost efficient, sustainable and waste free processes. This work focuses on the chemoselective amination of halogenated aromatic aldehydes with dimethyl amine towards halogenated aromatic amines, a raw material used in the production of for example agrochemical active ingredients. It was found that by combining palladium, a metal known for dehalogenation reactions, and copper, known for its direct hydrogenation of aldehydes to alcohols, in one heterogeneous bimetallic catalyst, a synergistic effect is obtained. By depositing copper onto a palladium on carbon catalyst with a Cu/Pd ratio of at least 1 : 1, the yield could be increased from 66 % (Pd/C) to 98 % (PdCu/C). Moreover, this highly active and stable catalyst also showed suppressed dehalogenation side-reactions in several other chemical conversions such as hydrogenation of nitro functional groups and hydrogenation of aldehydes.

Chemoselective Reduction of Tertiary Amides by 1,3-Diphenyl disiloxane (DPDS)

A convenient procedure for the chemoselective reduction of tertiary amides at room temperature in the presence of air and moisture using 1,3-diphenyldisiloxane (DPDS) is developed. The reaction conditions tolerate a significant number of functional groups including esters, nitriles, secondary amides, carbamates, sulfoxides, sulfones, sulfonyl fluorides, halogens, aryl-nitro groups, and arylamines. The conditions reported are the mildest to date and utilize EtOAc, a preferred solvent given its excellent safety profile and lower environmental impact. The ease of setup and broad chemoselectivity make this method attractive for organic synthesis, and the results further demonstrate the utility of DPDS as a selective reducing agent.

Lead Optimization of 3,5-Disubstituted-7-Azaindoles for the Treatment of Human African Trypanosomiasis

Neglected tropical diseases such as human African trypanosomiasis (HAT) are prevalent primarily in tropical climates and among populations living in poverty. Historically, the lack of economic incentive to develop new treatments for these diseases has meant that existing therapeutics have serious shortcomings in terms of safety, efficacy, and administration, and better therapeutics are needed. We now report a series of 3,5-disubstituted-7-azaindoles identified as growth inhibitors of Trypanosoma brucei, the parasite that causes HAT, through a high-throughput screen. We describe the hit-to-lead optimization of this series and the development and preclinical investigation of 29d, a potent antitrypanosomal compound with promising pharmacokinetic (PK) parameters. This compound was ultimately not progressed beyond in vivo PK studies due to its inability to penetrate the blood-brain barrier (BBB), critical for stage 2 HAT treatments.

SUBSTITUTED IMIDAZOLE CARBOXAMIDES AND THEIR USE IN THE TREATMENT OF MEDICAL DISORDERS

The invention provides substituted imidazole carboxamides and related compounds, compositions containing such compounds, medical kits, and methods for using such compounds and compositions to treat a medical disorder, e.g., cancer, lysosomal storage disorder, neurodegenerative disorder, inflammatory disorder, in a patient.

Ultra-small cobalt nanoparticles from molecularly-defined Co-salen complexes for catalytic synthesis of amines

We report the synthesis of in situ generated cobalt nanoparticles from molecularly defined complexes as efficient and selective catalysts for reductive amination reactions. In the presence of ammonia and hydrogen, cobalt-salen complexes such as cobalt(ii)-N,N′-bis(salicylidene)-1,2-phenylenediamine produce ultra-small (2-4 nm) cobalt-nanoparticles embedded in a carbon-nitrogen framework. The resulting materials constitute stable, reusable and magnetically separable catalysts, which enable the synthesis of linear and branched benzylic, heterocyclic and aliphatic primary amines from carbonyl compounds and ammonia. The isolated nanoparticles also represent excellent catalysts for the synthesis of primary, secondary as well as tertiary amines including biologically relevant N-methyl amines.

Controlled Reduction of Carboxamides to Alcohols or Amines by Zinc Hydrides

New protocols for controlled reduction of carboxamides to either alcohols or amines were established using a combination of sodium hydride (NaH) and zinc halides (ZnX2). Use of a different halide on ZnX2 dictates the selectivity, wherein the NaH-ZnI2 system delivers alcohols and NaH-ZnCl2 gives amines. Extensive mechanistic studies by experimental and theoretical approaches imply that polymeric zinc hydride (ZnH2)∞ is responsible for alcohol formation, whereas dimeric zinc chloride hydride (H?Zn?Cl)2 is the key species for the production of amines.

Electrochemical Dehydrogenative Imidation of N-Methyl-Substituted Benzylamines with Phthalimides for the Direct Synthesis of Phthalimide-Protected gem-Diamines

A general and green electrochemical dehydrogenative method for the imidation of N-methyl benzylamines with phthalimides with excellent regioselectivities is reported for the first time. This operationally simple method offers a valuable tool to obtain str

Methyl-Selective α-Oxygenation of Tertiary Amines to Formamides by Employing Copper/Moderately Hindered Nitroxyl Radical (DMN-AZADO or 1-Me-AZADO)

Methyl-selective α-oxygenation of tertiary amines is a highly attractive approach for synthesizing formamides while preserving the amine substrate skeletons. Therefore, the development of efficient catalysts that can advance regioselective α-oxygenation at the N-methyl positions using molecular oxygen (O2) as the terminal oxidant is an important subject. In this study, we successfully developed a highly regioselective and efficient aerobic methyl-selective α-oxygenation of tertiary amines by employing a Cu/nitroxyl radical catalyst system. The use of moderately hindered nitroxyl radicals, such as 1,5-dimethyl-9-azanoradamantane N-oxyl (DMN-AZADO) and 1-methyl-2-azaadamanane N-oxyl (1-Me-AZADO), was very important to promote the oxygenation effectively mainly because these N-oxyls have longer life-times than less hindered N-oxyls. Various types of tertiary N-methylamines were selectively converted to the corresponding formamides. A plausible reaction mechanism is also discussed on the basis of experimental evidence, together with DFT calculations. The high regioselectivity of this catalyst system stems from steric restriction of the amine-N-oxyl interactions.

Lewis Acid-Catalyzed Reductive Amination of Aldehydes and Ketones with N,N-Dimethylformamide as Dimethylamino Source, Reductant and Solvent

A practical zinc acetate dihydrate-catalyzed reductive amination of various carbonyl compounds with N,N-dimethylformamide (DMF) as dimethylamino (Me2N) source, reductant and solvent has been developed. This reaction shows broad substrate scope,