452-69-7

Usage

Uses

Used in Pharmaceutical Industry:
2-Fluoro-5-aminotoluene is used as a key intermediate in the synthesis of pharmaceuticals for its ability to be incorporated into complex molecular structures, enhancing the properties of the final drug products.
Used in Organic Synthesis:
In the field of organic synthesis, 2-Fluoro-5-aminotoluene is used as a building block for the creation of a wide range of organic compounds, including those with potential applications in materials science and specialty chemicals.
Used in Chemical Research:
2-Fluoro-5-aminotoluene serves as a valuable compound in chemical research, where it can be used to study the effects of fluorination and amino substitution on the reactivity and properties of aromatic compounds.

InChI:InChI=1/C7H7FO/c1-5-4-6(9)2-3-7(5)8/h2-4,9H,1H3

Upstream product

• 455-88-9 5-nitro-2-fluorotoluene 
• 125620-28-2 Pd-C 
• 51437-00-4 5-bromo-2-fluorotoluene 
• 99-08-1 1-methyl-3-nitrobenzene 
• 331-30-6 N-acetyl-4-fluoro-3-methylbenzenamine 
• 403-00-9 1-(4-fluoro-3-methyl-phenyl)-ethanone oxime 

Downstream Products

• 452-66-4 5-chloro-2-fluorotoluene 
• 452-68-6 1-fluoro-4-iodo-2-methylbenzene 
• 53719-17-8 1,1,1-Trifluor-N-(3-methyl-4-fluorphenyl)methansulfonamid 
• 57730-02-6 (2,4-Dinitro-6-trifluoromethyl-phenyl)-(4-fluoro-3-methyl-phenyl)-amine 
• 331-30-6 N-acetyl-4-fluoro-3-methylbenzenamine 
• 26832-97-3 2-[(4-Fluoro-3-methyl-phenylamino)-methylene]-malonic acid diethyl ester 
• 67531-80-0 4-Fluoro-4'-methoxy-3-methyl-biphenyl 
• 219950-39-7 1-(2-acetylamino)phenyl-3-(4-fluoro-3-methylphenyl)-4-oxido-[1,2,3]triazolium inner salt 
• 819056-79-6 N-(4-fluoro-3-methylphenyl)-N'-[4-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)phenyl]urea 
• 937816-84-7 1-(2-amino-5-fluoro-4-methylphenyl)ethanone 

Relevant academic research and scientific papers

AMINATION AND HYDROXYLATION OF ARYLMETAL COMPOUNDS

In one aspect, the present disclosure provides methods of preparing a primary or secondary amine and hydroxylated aromatic compounds. In some embodiments, the aromatic compound may be unsubstituted, substituted, or contain one or more heteroatoms within the rings of the aromatic compound. The methods described herein may be carried out without the need for transition metal catalysts or harsh reaction conditions.

Rapid heteroatom transfer to arylmetals utilizing multifunctional reagent scaffolds

Arylmetals are highly valuable carbon nucleophiles that are readily and inexpensively prepared from aryl halides or arenes and widely used on both laboratory and industrial scales to react directly with a wide range of electrophiles. Although C-C bond formation has been a staple of organic synthesis, the direct transfer of primary amino (-NH2) and hydroxyl (-OH) groups to arylmetals in a scalable and environmentally friendly fashion remains a formidable synthetic challenge because of the absence of suitable heteroatom-transfer reagents. Here, we demonstrate the use of bench-stable N-H and N-alkyl oxaziridines derived from readily available terpenoid scaffolds as efficient multifunctional reagents for the direct primary amination and hydroxylation of structurally diverse aryl- and heteroarylmetals. This practical and scalable method provides one-step synthetic access to primary anilines and phenols at low temperature and avoids the use of transition-metal catalysts, ligands and additives, nitrogen-protecting groups, excess reagents and harsh workup conditions.

Dialkylimidazole inhibitors of Trypanosoma cruzi sterol 14α-demethylase as anti-Chagas disease agents

New dialkylimidazole based sterol 14α-demethylase inhibitors were prepared and tested as potential anti-Trypanosoma cruzi agents. Previous studies had identified compound 2 as the most potent and selective inhibitor against parasite cultures. In addition, animal studies had demonstrated that compound 2 is highly efficacious in the acute model of the disease. However, compound 2 has a high molecular weight and high hydrophobicity, issues addressed here. Systematic modifications were carried out at four positions on the scaffold and several inhibitors were identified which are highly potent (EC50 1 nM) against T. cruzi in culture. The halogenated derivatives 36j, 36k, and 36p, display excellent activity against T. cruzi amastigotes, with reduced molecular weight and lipophilicity, and exhibit suitable physicochemical properties for an oral drug candidate.

INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION

Compounds of formula I : wherein c, R2, R3, R4, R5, R6, R7 and R8 are defined herein, are useful as inhibitors of HIV replication.

Endothelin antagonists

A compound of the formula (I): or a pharmaceutically acceptable salt thereof is disclosed, as well as processes for and intermediates in the preparation thereof, and a method of antagonizing endothelin.

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

A convenient synthesis of the potent mutagen 3,4,8-trimethyl-3H-imidazo[4,5-f]quinoxalin-2-amine.

The highly mutagenic title compound (4,8-DiMeIQx) was synthesized in 13% overall yield from 2-fluoro-5-nitrotoluene in eight operations. The average operation yield was 83%. The reaction sequence used gave, in addition to the title compound, the isomer 3,4,7-trimethyl-3H-imidazo[4,5-f]quinoxalin-2-amine (4,7-DiMeIQx).