2026-70-2

Usage

Uses

Used in Pharmaceutical Industry:
METHYL-(3-TRIFLUOROMETHYL-PHENYL)-AMINE is used as an intermediate in the synthesis of various pharmaceutical compounds for its unique chemical properties that facilitate the creation of diverse medicinal agents.
Used in Agrochemical Industry:
In the agrochemical sector, METHYL-(3-TRIFLUOROMETHYL-PHENYL)-AMINE is utilized as a precursor in the development of agrochemicals, contributing to the production of effective and targeted crop protection products.
Used in Organic Compounds Synthesis:
METHYL-(3-TRIFLUOROMETHYL-PHENYL)-AMINE is employed as a key building block in the synthesis of a range of organic compounds, leveraging its distinctive trifluoromethyl group to enhance the properties and functions of the final products.

InChI:InChI=1/C8H8F3N/c1-12-7-4-2-3-6(5-7)8(9,10)11/h2-5,12H,1H3

Upstream product

• 351-36-0 N-acetyl-3-trifluoromethylbenzenamine 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 98-16-8 3-trifluoromethylaniline 
• 2354-93-0 ethyl (3-(trifluoromethyl)phenyl)carbamate 
• 149-73-5 trimethyl orthoformate 
• 67-56-1 methanol 
• 50-00-0 formaldehyd 
• 98-46-4 3-trifluoromethylnitrobenzene 
• 98-15-7 3-chlorotrifluoromethylbenzene 
• 74-89-5 methylamine 
• 329-00-0 N,N-dimethyl-3-trifluoromethylaniline 

Downstream Products

• 55240-29-4 N-methyl-N-(3-trifluoromethylphenyl)-carbamoylchloride 
• 67103-35-9 C₁₉H₁₅F₃N₂O₄ 
• 172896-87-6 N-(3-trifluoromethylphenyl)-N-methylthiocarbamoylacetic acid 
• 254895-36-8 N-(6-chloro-pyrimidin-4-yl)-methyl-(3-trifluoromethyl-phenyl)-amine 
• 1240238-92-9 (S)-3-(trifluoromethyl)-N-methyl-N-(1-phenyl-2-propynyl)aniline 
• 1240238-93-0 (S)-3-(trifluoromethyl)-N-methyl-N-[1-(1-naphthyl)-2-propynyl]aniline 
• 74418-14-7 C₁₁H₁₅F₃N₂ 
• 1295605-81-0 C₁₆H₁₂F₃N₃O₂ 
• 1295605-47-8 C₁₇H₁₅BrF₃N₃O₂ 
• 1240693-62-2 C₁₉H₁₁F₆N₃O 
• 1439401-79-2 1-methyl-3-phenyl-7-(trifluoromethyl)quinolin-2(1H)-one 
• 1439401-80-5 1-methyl-3-phenyl-5-(trifluoromethyl)quinolin-2(1H)-one 

Relevant academic research and scientific papers

Novel phosphoramidite ligand, preparation method thereof and application thereof in asymmetric carbonylation reaction

I Application of the asymmetric II carbonylating reaction strategy, and the synthetic problems of the hexahydropyrrolindole alkaloid and the dimeric cyclic amine alkaloid are effectively solved by using the monodentate chiral ligand to solve the problem of low enantioselectivity in the asymmetric domino Heck Heck and carbonylation reaction.

Effect of the ancillary ligand in N-heterocyclic carbene iridium(III) catalyzed N-alkylation of amines with alcohols

A series of air-stable N-heterocyclic carbene (NHC) Ir(III) complexes (Ir1-6), bearing various combinations of chlorine, pyridine and NHC ligands, were assayed for the N-alkylation of amines with alcohols. It was found that Ir3, with two monodentate 1,3-bis-methyl-imidazolylidene (IMe) ligands, emerged as the most active complex. A large variety of amines and primary alcohols were efficiently converted into mono-N-alkylated amines in 53–96% yields. As a special highlight, for the challenging MeOH, selective N-monomethylation could be achieved using KOH as a base under an air atmosphere. Moreover, this catalytic system was successfully applied to the gram-scale synthesis of some valuable compounds.

Ruthenium(ii) complexes with N-heterocyclic carbene-phosphine ligands for theN-alkylation of amines with alcohols

Metal hydride complexes are key intermediates forN-alkylation of amines with alcohols by the borrowing hydrogen/hydrogen autotransfer (BH/HA) strategy. Reactivity tuning of metal hydride complexes could adjust the dehydrogenation of alcohols and the hydrogenation of imines. Herein we report ruthenium(ii) complexes with hetero-bidentate N-heterocyclic carbene (NHC)-phosphine ligands, which realize smart pathway selection in theN-alkylated reactionviareactivity tuning of [Ru-H] species by hetero-bidentate ligands. In particular, complex6cbwith a phenyl wingtip group and BArF?counter anion, is shown to be one of the most efficient pre-catalysts for this transformation (temperature is as low as 70 °C, neat conditions and catalyst loading is as low as 0.25 mol%). A large variety of (hetero)aromatic amines and primary alcohols were efficiently converted into mono-N-alkylated amines in good to excellent isolated yields. Notably, aliphatic amines, challenging methanol and diamines could also be transformed into the desired products. Detailed control experiments and density functional theory (DFT) calculations provide insights to understand the mechanism and the smart pathway selectionvia[Ru-H] species in this process.

Selective mono-N-methylation of nitroarenes with methanol catalyzed by atomically dispersed NHC-Ir solid assemblies

A series of N-heterocyclic carbene-iridium (NHC-Ir) coordination assemblies based on bis-pyrenoimidazolium salts are prepared, and shown to function as efficient solid molecular catalysts in selective mono-N-methylation of nitroarenes with methanol under mild conditions. The atomically dispersed active Ir(I) centers and the large π-conjugation rings endow the solid catalysts with an exceptionally high activity and selectivity for a broad substrate scope. Such solid NHC-Ir coordination assemblies are robust, which can be easily recovered and reused more than 10 runs without significant loss of their catalytic activity and selectivity. When combined with a subsequent formylation using the same solid catalysts under ambient conditions, this novel protocol can afford diverse formamides in excellent yields, further highlighting the applicability of the present solid catalysts for an efficient diversification of nitroarenes to a broad number of functional amines.

EffectiveN-methylation of nitroarenes with methanol catalyzed by a functionalized NHC-based iridium catalyst: a green approach toN-methyl amines

Compound [IrBr(CO)2(κC-tBuImCH2PyCH2OMe)] featuring a flexible pyridine/OMe functionalized NHC ligand κ1C coordinated efficiently catalyzes the selectiveN-monomethylation of nitroarenes using methanol as both the reducing agent and the C1 source. A range of functionalized nitroarenes including heterocyclic or sterically hindered derivatives have been efficiently converted to the correspondingN-monomethyl amines in good yields at low catalyst loadings using sub-stoichiometric amounts of Cs2CO3as a base. Mechanistic investigations support a borrowing-hydrogen mechanism in which methanol acts as the hydrogen source and methylating agent. Further, the hydrogen transfer reduction of nitrobenzene to aniline under optimized reaction conditions should proceed through a direct mechanism involving nitrosobenzene andN-phenylhydroxylamine intermediates.

Highly Efficient Binuclear Copper-catalyzed Oxidation of N,N-Dimethylanilines with O2

A binuclear copper-salicylate complex, [Cu(Sal)2(NCMe)]2 (Sal=salicylate), was found to be an active catalyst for the oxidation of N,N-dimethylanilines by O2, affording the corresponding N-methyl-N-phenylformamides as major products. The reactions were carried out with a O2 balloon and the S/C (substrate/catalyst ratio) of the model reaction could be up to 1×105, providing a practical and highly efficient catalytic protocol for accessing N-methyl-N-phenylformamides.

Highly selective hydrogenation of amides catalysed by a molybdenum pincer complex: Scope and mechanism

A series of molybdenum pincer complexes has been shown for the first time to be active in the catalytic hydrogenation of amides. Among the tested catalysts, Mo-1a proved to be particularly well suited for the selective C-N hydrogenolysis of N-methylated formanilides. Notably, high chemoselectivity was observed in the presence of certain reducible groups including even other amides. The general catalytic performance as well as selectivity issues could be rationalized taking an anionic Mo(0) as the active species. The interplay between the amide CO reduction and the catalyst poisoning by primary amides accounts for the selective hydrogenation of N-methylated formanilides. The catalyst resting state was found to be a Mo-alkoxo complex formed by reaction with the alcohol product. This species plays two opposed roles-it facilitates the protolytic cleavage of the C-N bond but it encumbers the activation of hydrogen.

Application of Diazaphospholidine/Diazaphospholene-Based Bisphosphines in Room-Temperature Nickel-Catalyzed C(sp2)-N Cross-Couplings of Primary Alkylamines with (Hetero)aryl Chlorides and Bromides

We report herein on the synthesis and catalytic application of a family of o-phenylene-bridged bisphosphine ancillary ligands featuring a bulky N-heterocyclic phosphine (NHP) donor fragment paired with an adjacent PR2 donor group (R = alkyl, aryl), whereby the incorporation of phosphorus into either a saturated or unsaturated heterocyclic ring serves as a means of modulating the donicity of the NHP fragment. Screening of these ancillary ligands in representative nickel-catalyzed C(sp2)-N cross-coupling test reactions allowed for the identification of one variant, featuring a saturated NHP structure and an adjacent diphenylphosphino donor group (i.e., NHP-DalPhos), as being particularly effective in reactions involving primary alkylamines. Notably, application of the derived precatalyst (NHP-DalPhos)NiCl(o-tolyl) (C1) enabled the typically challenging monoarylation of structurally diverse primary alkylamines with (hetero)aryl chlorides or bromides at room temperature. Also described are the results of our comparative density functional theory computational analysis of nickel-catalyzed primary alkylamine C(sp2)-N cross-couplings employing PAd-DalPhos or NHP-DalPhos.

Identification of thienopyridine carboxamides as selective binders of HIV-1: Trans Activation Response (TAR) and Rev Response Element (RRE) RNAs

Small organic molecules that can selectively bind to RNA with specificity are relatively rare. Here we report the synthesis, biochemical and structural studies of thienopyridine carboxamide derivatives with the capacity of selectively recognizing and binding with HIV-1 TAR and RRE RNAs that are essential elements for viral replication.

Expedient stereospecific Co-catalyzed tandem C-N and C-O bond formation of: N -methylanilines with styrene oxides

Cobalt(ii)-catalyzed stereospecific coupling of N-methylanilines with styrene oxides is developed via tandem C-N and C-O bond formation using tert-butyl hydroperoxide (TBHP) as an oxidant. Optically active epoxide can be reacted with high optical purity.