452-71-1

Usage

Uses

Used in Pharmaceutical Industry:
4-Fluoro-2-methylaniline is used as a key intermediate in the synthesis of pharmaceuticals for its ability to be incorporated into complex molecular structures, contributing to the development of new drugs with improved properties.
Used in Organic Synthesis:
4-Fluoro-2-methylaniline is used as a building block in organic synthesis for the creation of a wide range of organic compounds, including dyes, pigments, and other specialty chemicals, due to its reactivity and the presence of both electron-donating and electron-withdrawing groups.
Specific Application:
4-Fluoro-2-methylaniline was used in the synthesis of 4-fluoro-N-[(E)-7-methoxy-2-[4-(methylsulfanyl)phenyl]-1-benzofuran-5-ylmethylidene]-2-methylaniline, a compound that may have potential applications in various fields, such as pharmaceuticals or materials science, based on its unique structure and properties.

InChI:InChI=1/C7H8FN/c1-5-4-6(8)2-3-7(5)9/h2-4H,9H2,1H3

Upstream product

• 392-03-0 1-(4-fluoro-2-methyl-phenyl)-ethanone oxime 
• 446-33-3 5-Fluoro-2-nitrotoluene 
• 593-53-3 Methyl fluoride 
• 371-40-4 4-fluoroaniline 
• 88-72-2 1-methyl-2-nitrobenzene 
• 352-70-5 m-Fluorotoluene 
• 326-65-8 N-(4-fluoro-2-methylphenyl)acetamide 
• 33406-96-1 2-chloro-5-fluorotoluene 
• 1338209-86-1 N-(4-fluoro-2-methylphenyl)-2-methylpropane-2-sulfinamide 

Downstream Products

• 446-18-4 4-fluoro-2-methyl-5-nitroaniline 
• 366-44-9 2-chloro-N-(4-fluoro-2-methylphenyl)acetamide 
• 2355-06-8 N-(4-Fluor-2-methyl-phenyl)-carbamidsaeure-ethylester 
• 1815-63-0 N-(4-Fluor-o-tolyl)-carbamidsaeure-isopropylester 
• 129527-47-5 methyl-2,4-dichloro-5-fluoro-α-(4-fluoro-2-methylphenylhydrazono)benzoylacetate 
• 109463-68-5 N-trimethylsilyl-4-fluoro-o-toluidine 
• 22116-17-2 4-Fluor-N,N-bis-(2-hydroxy-ethyl)-o-toluidin 
• 22116-23-0 4-Fluor-N-(2-fluor-ethyl)-o-toluidin 
• 125500-83-6 3-propanoyl-4-(4-fluoro-2-methyl-phenylamino)-8-hydroxyquinoline 
• 125500-75-6 3-isobutyryl-4-(4-fluoro-2-methylphenylamino)-8-hydroxyquinoline 
• 125500-66-5 3-butyryl-4-(4-fluoro-2-methylphenyl-amino)-8-hydroxyquinoline 
• 401-25-2 N-(4-fluoro-2-methylphenyl)benzamide 

Relevant academic research and scientific papers

4 - Fluorine substituted aryl amine compound and synthesis method thereof

The invention discloses a synthesis method of 4 -fluorine substituted aryl amine compound, which comprises the following steps: 1) taking acyl-protected phenylhydroxylamine as a substrate, and generating 4 -fluorine substituted aniline compound under basic conditions by taking sulfonyl fluoride as a fluorine source in a polar solvent. 2) The deprotection is carried out under dilute acid conditions or Pd by catalytic hydrogenation to give the 4 - fluorine-substituted aryl amine compound. 4 - Fluorine substituted aniline compounds which are synthesized by the invention greatly increase the lipophilic property due to the introduction of fluorine atoms, and can be widely applied to preparation of fluorine-containing drugs and pesticide and dye intermediates. , The adopted raw materials are industrial products, are cheap and easily available, and are commercially available. 4 - Fluoroaryl aniline prepared by the method is high in yield, and the product with the purity 90% can be obtained in a yield of more than ≥ 99%. The method is simple to operate and low in cost, is very suitable for industrialization, and can be widely popularized and used.

An integrated approach for discovery of highly potent and selective Mnk inhibitors: Screening, synthesis and SAR analysis

Deregulation of protein synthesis is a common event in cancer. As MAPK-interacting kinases (Mnks) play critical roles in regulation of protein synthesis, they have emerged as novel anti-cancer targets. Mnks phosphorylate eukaryotic initiation factor 4E (eIF4E) and promote eIF4E-mediated oncogenic activity. Given that the kinase activity of Mnks is essential for oncogenesis but is dispensable for normal development, the discovery of potent and selective pharmacological Mnk inhibitors provides pharmacological target validation and offers a new strategy for cancer treatment. Herein, comprehensive in silico screening approaches were deployed, and three thieno[2,3-d]pyrimidine and pyrazolo[3,4-d]pyrimidine derivatives were identified as hit compounds. Further chemical modification of thieno[2,3-d]pyrimidine derivative 3 has given rise to a series of highly potent Mnk2 inhibitors that could be potential leads for the treatment of acute myeloid leukemia.

Microwave-assisted protection of primary amines as 2,5-dimethylpyrroles and their orthogonal deprotection

Primary amines can be readily doubly protected as N-substituted 2,5-dimethylpyrroles. Although this protecting group is stable toward strong bases and nucleophiles, long reaction times are required for both the protection and deprotection steps, generally resulting in low deprotection yields. By employing microwave irradiation, protection and deprotection reaction times are dramatically reduced. Furthermore, deprotection with dilute hydrochloric acid in ethanol increases reaction yields. Diverse deprotection conditions have been developed in conjunction with microwave irradiation, so that protection as an N-substituted 2,5-dimethylpyrrole can be orthogonal to other standard amine protecting groups, such as tert-butyloxycarbonyl (Boc), carbobenzyloxy (Cbz), and 9-fluorenylmethyloxycarbonyl (Fmoc).

Efficient indoles and anilines syntheses employing tert-butyl sulfinamide as ammonia surrogate

tert-Butyl sulfinamide is an ammonia equivalent for the palladium-catalyzed amination of aryl bromides and aryl chlorides. Using these amine derivatives, it has been observed that indoles and anilines with sensitive functional groups can be readily prepared. This surrogate has also been used for the synthesis of indoles from 2-halophenols using palladium catalyzed cross coupling reaction as the key step.

Molybdenum hexacarbonyl and DBU reduction of nitro compounds under microwave irradiation

An ethanolic mixture of molybdenum hexacarbonyl and DBU mediates the reduction of nitroarenes to the corresponding anilines in excellent yields in 15-30 minutes under microwave irradiation. Georg Thieme Verlag Stuttgart.

AMIDE DERIVATIVES AND DRUGS

The present invention provides an amide derivative represented by the following formula [1]: wherein n represents 0 or 1; X represents CR4 or N; Y represents CR6 or N; Z represents CR7 or N; R1 and R2 may be the same or different and each represents hydrogen, optionally substituted alkyl, acyl, optionally substituted aryl, or an optionally substituted aromatic heterocyclic group; R4, R5, R6 and R7 may be the same or different and each represents hydrogen, halogen, hydroxy, amino, alkyl, haloalkyl, alkoxy, monoalkylamino, dialkylamino, arylalkyl, cyano, or nitro; and R3 represents optionally substituted alkylamino, optionally substituted arylamino, or optionally substituted cyclic amino, or a pharmaceutically acceptable salt thereof, and a pharmaceutical composition comprising them as an active ingredient. The compound of the present invention is useful as a TGF-β inhibitor.

SUBSTITUTED QUINAZOLINE DERIVATIVES AND THEIR USE AS INHIBITORS

The use of a compound of formula (I) 1 or a salt, ester or amide thereof; where X is O, or S, S(O) or S(O)2, or NR6 where R6 is hydrogen or C1-6 alkyl,; R5 is an optionally substituted 5-membered heteroaromatic ring, R1, R2 ,R3, R4 are independently selected from various specified moieties, in the preparation of a medicament for use in the inhibition of aurora 2 kinase. Certain compounds are novel and these, together with pharmaceutical compositions containing them are also described and claimed

Position 7 substituted indenyl-3-acetic acid derivatives and amides thereof for the treatment of neoplasia

In position 7 substituted indenyl-3-acetic acid derivatives and pharmaceutically acceptable salts and amides thereof have anti-neoplastic activity.

METHOD OF USING (H+/K+)ATPASE INHIBITORS AS ANTIVIRAL AGENTS

A class of compounds which are (H+/K+) ATPase inhibitors can be used for the treatment of viral infections. Compounds of particular interest are defined by Formula III: wherein D is N or CH; wherein R7 is one or more radicals selected from hydrido, alkoxy, amino, cyano, nitro, hydroxyl, alkyl, halo, haloalkyl, carboxyl, alkanoyl, nitro, amino, alkylamino, aminocarbonyl , aminosulfonyl , alkylaminocarbonyl, alkylcarbonylamino, alkoxycarbonyl, alkylaminosulfonyl, alkylsulfonylamino, alkylthio, alkyl-sulfinyl and alkylsulfonyl; wherein R8 is selected from hydrido, alkyl and cycloalkyl; wherein R9 is one or more radicals selected from hydrido, alkoxy, amino, alkyl, halo, cyano, nitro, hydroxyl, haloalkyl, nitro, carboxyl, alkanoyl, amino, alkylamino, dialkylamino, aminocarbonyl , alkylaminocarbonyl, alkylcarbonylamino, aminosulfonyl, alkylaminosulfonyl, alkylsulfonylamino, alkoxycarbonyl, alkylthio, alkylsulfinyl and alkylsulfonyl; and wherein R10 and R11 are independently selected from hydrido, alkyl, aryl, alkylcarbonyl and arylcarbonyl wherein the aryl ring may be further substituted with one or more radicals selected from alkyl, halo, hydrazidylcarbonyl, aminocarbonyl and alkoxy; or wherein R10 and R11 together with the nitrogen atom form a heterocyclic ring

The Bamberger reaction in hydrogen fluoride: the use of mild reductive metals for the preparation of fluoroaromatic amines

The reduction of nitroaromatic compounds by various metals (tin, lead, bismuth) in liquid hydrogen fluoride under an inert atmosphere leads to fluoroaromatic amines, in accord with the Bamberger reaction.Generally, a co-solvent such as pentane or methylene chloride is used.Some non-fluorinated arylamines are also formed by a competitive direct reduction of the N-arylhydroxylamine intermediate.Of the mild reductive metals studied, bismuth was the most selective. - Keywords: Bamberger reaction; Hydrogen fluoride; Mild reductive metals; Fluoroaromatic amines; NMR spectroscopy