452-80-2

Usage

Uses

Used in Pharmaceutical Industry:
2-Fluoro-4-methylaniline is used as a synthetic intermediate for the preparation of 6-chloro-5-fluoroindole via the Leimgruber-Batcho reaction. This reaction is significant in the pharmaceutical industry as it allows for the creation of complex organic molecules that can be further used in the development of new drugs.
Used in Chemical Synthesis:
2-Fluoro-4-methylaniline is also used in the preparation of an (S)-amino alcohol, 2-amino-3-(2-fluoro-4-methylphenyl)-propan-1-ol. 2-Fluoro-4-methylaniline is valuable in chemical synthesis, particularly for the development of chiral molecules, which are essential in various applications, including pharmaceuticals and agrochemicals.

InChI:InChI=1/C6H5ClFN/c7-5-2-1-4(8)3-6(5)9/h1-3H,9H2

Upstream product

• 446-34-4 2-fluoro-4-methyl-1-nitrobenzene 
• 106-49-0 p-toluidine 
• 352-70-5 m-Fluorotoluene 
• 51632-16-7 3-phenoxybenzyl bromide 
• 452-74-4 4-bromo-3-fluorotoluene 
• 501-60-0 1,2-di(p-tolyl)diazene 
• 29418-29-9 2,4,6,4'-Tetramethyl-azobenzol 

Downstream Products

• 452-81-3 2-fluoro-4-methylphenole 
• 366-45-0 chloro-acetic acid-(2-fluoro-4-methyl-anilide) 
• 57730-05-9 (2,4-Dinitro-6-trifluoromethyl-phenyl)-(2-fluoro-4-methyl-phenyl)-amine 
• 85070-67-3 2-fluoro-4-methylbenzonitrile 
• 120244-24-8 3-(2-Fluoro-4-methyl-phenyl)-2-(2,4,6-tribromo-phenoxymethyl)-3H-quinazolin-4-one 
• 323578-35-4 tert-butyl 2-fluoro-4-methylphenylcarbamate 
• 326-67-0 N-(2-fluoro-4-methylphenyl)acetamide 
• 259860-00-9 2-fluoro-4-methyl-5-nitro-phenylamine 
• 452-79-9 2‐fluoro‐1‐iodo‐4‐methylbenzene 
• 852181-16-9 3-(2-fluoro-4-methylphenyl)acrylic acid methyl ester 
• 879213-68-0 2-chloromethyl-N-(2-fluoro-4-methyl-phenyl)-benzamide 
• 929910-75-8 3-methyl-5-nitro-3H-imidazole-4-carboxylic acid (2-fluoro-4-methyl-phenyl)-amide 
• 853109-68-9 4-((2-fluoro-4-methylphenyl)amino)-1,3,8-trimethylpyrido[2,3-d]pyridazine-2,5(1H,6H)-dione 

Relevant academic research and scientific papers

Synthesis of 2 - fluoro aniline compounds of the method

The invention discloses a method for synthesizing 2 - fluoro aniline compounds of the method, the method is: shown in formula Ia aniline compound of formula Ib α and β shown aniline compound as raw materials, through coupling reaction shown [...] azobenzene compound II, then the type II shown azobenzene compound with a palladium catalyst, fluorination reagent, additive, organic solvent, in the 30 - 150 °C temperature closed agitating the fluorination reaction, [...] compound of formula III, type III compounds are shown in the reaction under the action of a reducing [...] shown IV 2 - fluoro aniline compounds; this invention synthetic 2 - fluoro aniline compounds substrate wide adaptability, mild reaction conditions, the operation is simple, fluorinated and good selectivity, [...] aniline compounds is prepared by many drug molecule is an important intermediate and starting material, wide application prospects.

Anion ligand promoted selective C-F bond reductive elimination enables C(sp2)-H fluorination

A detailed mechanism study on the anion ligand promoted selective C-H bond fluorination is reported. The role of the anion ligand has been clarified by experimental evidence and DFT calculations. Moreover, the nitrate promoted C-F bond reductive elimination enabled a selective C-H bond fluorination of various symmetric and asymmetric azobenzenes to access diverse o-fluoroanilines.

Copper(I)-catalyzed amination of aryl halides in liquid ammonia

The amination of aryl halides in liquid ammonia (LNH3) is catalyzed by a copper(I) salt/ascorbate system to yield primary aromatic amines in good to excellent yields. The low concentrations of catalyst required and the ease of product isolation suggest that this process has potential industrial applications. Commonly used ligands for analogous metal-catalyzed reactions are not effective. The rate of amination of iodobenzene in liquid ammonia is first order in copper(I) catalyst concentration. The small Hammett I? = 0.49 for the amination of 4-substituted iodobenzenes in liquid ammonia at 25 °C indicates that the C-I bond is not significantly broken in the transition state structure and that there is a small generation of negative charge in the aryl ring, which is compatible with the oxidative addition of the copper ion being rate limiting.

Electrophilic aromatic fluorination with fluorine: meta-Directed fluorination of anilines

Anilines are mainly or selectively fluorinated in the meta-position with F2 when dissolved in triflic acid, sometimes in the presence of small quantities of antimony pentafluoride. The regioselectivity is increased when an electron-donating substituent is present at the para-position.

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

A potent, long-acting, orally active (2R)-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetamide: A novel muscarinic M3 receptor antagonist with high selectivity for M3 over M2 receptors

A novel series of (2R)-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetamides was designed and synthesized based on the structure and biological profiles of an active metabolite 2 of our prototype muscarinic M3 receptor selective antagon

Substituted amino acids

Esters and thiolesters of amino acids, intermediates therefor, synthesis thereof, and the use of said esters and thiolesters and compositions for the control of pests.