116332-64-0

Usage

Uses

Used in Pharmaceutical Synthesis:
4-Cyano-N-methoxy-N-methylbenzamide is used as an intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its presence in the synthesis process aids in the creation of complex molecular structures that can target specific biological pathways.
Used in Organic Compounds Synthesis:
In the realm of organic chemistry, 4-Cyano-N-methoxy-N-methylbenzamide serves as a key intermediate for the synthesis of a range of organic compounds. Its structural features allow for the formation of diverse chemical entities with potential applications in various industries.
Used in Medicinal Chemistry:
4-Cyano-N-methoxy-N-methylbenzamide is utilized in medicinal chemistry for its potential to contribute to the discovery and design of new pharmaceutical agents. Its unique structure may offer novel binding affinities and interactions with biological targets, leading to the development of innovative treatments.
Used in Drug Development:
In the field of drug development, 4-Cyano-N-methoxy-N-methylbenzamide plays a crucial role as a building block for the creation of new drug candidates. Its properties can be harnessed to enhance the pharmacological profile of potential therapeutics, improving their efficacy, safety, and selectivity in treating various diseases and conditions.

InChI:InChI=1/C10H10N2O2/c1-12(14-2)10(13)9-5-3-8(7-11)4-6-9/h3-6H,1-2H3

Upstream product

• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 6068-72-0 4-cyanobenzoyl chlorIde 
• 1117-97-1 N,0-dimethylhydroxylamine 
• 623-03-0 4-Cyanochlorobenzene 
• 201230-82-2 carbon monoxide 
• 619-65-8 4-cyanobenzoic Acid 
• 3058-39-7 4-iodobenzonitrile 
• 623-00-7 4-bromobenzenecarbonitrile 
• 13939-06-5 molybdenum hexacarbonyl 
• 626201-15-8 4-cyanophenyl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate 

Downstream Products

• 364626-69-7 4-[(3,5,5,8,8-tetramethyl-2-5,8-dihydronaphthyl)carbonyl]benzenecarbonitrile 
• 105-07-7 4-cyanobenzaldehyde 
• 574001-77-7 4-[(3-hydroxynaphthalen-2-yl)carbonyl]benzonitrile 
• 364626-70-0 4-[(3,5,5,8,8-tetramethyl-2-5,8-dihydronaphthyl)carbonyl]benzoic acid 
• 36268-62-9 4‐cyano‐N‐methylbenzamide 
• 1202376-71-3 4-(4-methyl-4-(trimethylsilyloxy)pent-2-ynoyl)benzonitrile 
• 69677-75-4 (4-benzoylphenyl)(p-tolyl)methanone 
• 20912-50-9 4-benzoylbenzaldehyde 

Relevant academic research and scientific papers

Fluoro-Substituted Methyllithium Chemistry: External Quenching Method Using Flow Microreactors

The external quenching method based on flow microreactors allows the generation and use of short-lived fluoro-substituted methyllithium reagents, such as fluoromethyllithium, fluoroiodomethyllithium, and fluoroiodostannylmethyllithium. Highly chemoselective reactions have been developed, opening new opportunities in the synthesis of fluorinated molecules using fluorinated organometallics.

Iron-Catalyzed, Iminyl Radical-Triggered Cascade 1,5-Hydrogen Atom Transfer/(5+2) or (5+1) Annulation: Oxime as a Five-Atom Assembling Unit

By integration of iminyl radical-triggered 1,5-hydrogen atom transfer and (5+2) or (5+1) annulation processes, a series of structurally novel and interesting azepine and spiro-tetrahydropyridine derivatives have been successfully prepared in moderate to good yields. This method utilizes FeCl2 as the catalyst and readily available oximes as five-atom units, while showcasing broad substrate scope and good functional group compatibility. The annulation products can be easily converted into many valuable compounds. Moreover, DFT calculation studies are performed to provide some insights into the possible reaction mechanisms for the (5+2) and (5+1) annulations.

Magnesium Aldimines Prepared by Addition of Organomagnesium Halides to 2,4,6-Trichlorophenyl Isocyanide: Synthesis of 1,2-Dicarbonyl Derivatives

The selective addition of organomagnesium reagents to 2,4,6-trichlorophenyl isocyanide leading to magnesiated aldimines is reported. These aldimines react with Weinreb amides, ketones, or carbonates to provide the corresponding carbonyl derivatives after acidic cleavage. This allows for an efficient synthesis of 1,2-dicarbonyl compounds and α-hydroxy ketones.

Broadly Applicable Ytterbium-Catalyzed Esterification, Hydrolysis, and Amidation of Imides

An efficient, broadly applicable, operationally simple, and divergent process for the transformation of imides into a range of carboxylic acid derivatives under mild conditions is reported. By simply using catalytic amounts of ytterbium(III) triflate as a Lewis acid promoter in the presence of alcohols, water, amines, or N,O-dimethylhydroxylamine, a broad range of imides is smoothly and readily converted to the corresponding esters, carboxylic acids, amides, and Weinreb amides in good yields. This method notably enables an easy cleavage of oxazolidinone-based auxiliaries.

Mo(CO)6 as a Solid CO Source in the Synthesis of Aryl/Heteroaryl Weinreb Amides under Microwave-Enhanced Condition

The facile transformation of aryl/heteroaryl nonaflates into corresponding amides via Pd-catalyzed aminocarbonylation using Mo(CO)6 as a solid CO source under microwave-enhanced condition is reported. The method was found to be tolerant with respect to a

QUINOLINYL MODULATORS OF RORyt

The present invention comprises compounds of Formula I. wherein: R1, R2, R3, R4, R5, R6, R7, R8, and R9 are defined in the specification. The invention also comprises a method of treating or ameliorating a syndrome, disorder or disease, wherein said syndrome, disorder or disease is rheumatoid arthritis or psoriasis. The invention also comprises a method of modulating RORγt activity in a mammal by administration of a therapeutically effective amount of at least one compound of claim 1.

An Efficient synthesis of Weinreb amides and ketones via palladium nanoparticles on ZIF-8 catalysed carbonylative coupling

Heterogeneously catalysed carbonylative coupling reactions such as aminocarbonylation and Suzuki-carbonylation are reported using Pd nanoparticles supported on ZIF-8 for efficient and environmentally attractive synthesis of Weinreb amides and ketones from aryl bromides or iodides. The catalyst is air stable, offers high activity with very low palladium leaching and is recyclable. The presence of a phosphine ligand was required when aryl bromides were used as substrates, while no ligand was necessary when aryl iodides were used. the Partner Organisations 2014.

Pd(OAc)2/DABCO as an efficient and phosphine-free catalytic system for the synthesis of single and double Weinreb amides by the aminocarbonylation of aryl iodides

This work reports a mild, stable and efficient Pd(OAc)2/DABCO catalysed protocol for the synthesis of single and double Weinreb amides. Double Weinreb amides, having 1,4-phenylene- and biphenylene-linkers-important backbones for the synthesis of biologically active symmetrical resorcylate oligomer units-were synthesized by the double carbonylation of aryl diiodides. Notably, the reaction does not require any expensive or air/moisture sensitive phosphine ligands. DABCO was found to be an inexpensive and stable ligand for the Pd(OAc)2 catalysed carbonylation of aryl iodides under an atmospheric pressure of carbon monoxide, and offered excellent yields of the single and double Weinreb amides. the Partner Organisations 2014.

One-pot transition-metal-free synthesis of weinreb amides directly from carboxylic acids

Weinreb amides were prepared directly from carboxylic acids, N,O-dimethylhydroxylamine, and phosphorus trichloride in one pot at 60 °C in toluene in high yields, thus avoiding the separation of the moisture and air sensitive intermediate P[NMe(OMe)]3 in advance. Sterically hindered carboxylic acids also give the corresponding Weinreb amides in excellent yields. Various functional groups are tolerated on the carboxylic acid. The method, which is a simple process and gives high yields, is suitable for large-scale production. Georg Thieme Verlag KG Stuttgart · New York.

THERAPEUTIC COMPOUNDS

The invention provides compounds of formulae (I), (II), (III), and (IV): and salts thereof, as well as pharmaceutical compositions comprising such compounds. The compounds are useful for treating cancers and Alzheimer's disease.