404-23-9

Upstream product

• 108-91-8 cyclohexylamine 
• 407-25-0 trifluoroacetic anhydride 
• 96254-05-6 2-(trifluoroacetyloxy)pyridine 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 3173-53-3 Cyclohexyl isocyanate 
• 76-05-1 trifluoroacetic acid 
• 354-38-1 2,2,2-trifluoroacetamide 
• 98-89-5 Cyclohexanecarboxylic acid 
• 2923-18-4 sodium 2,2,2-trifluoroacetate 

Downstream Products

• 38182-16-0 N-methyl N-cyclohexyl trifluoroacetamide 
• 1122-82-3 isothiocyanatocyclohexane 
• 917771-47-2 N-(2,2,2-trifluoroethyl)cyclohexylamine 
• 75-89-8 2,2,2-trifluoroethanol 
• 108-91-8 cyclohexylamine 
• 53205-68-8 N-cyclohexyl-p-toluamide 

Relevant academic research and scientific papers

Amination reagent as well as preparation method and application thereof

The invention discloses an amination reagent as well as a preparation method and application thereof. The amination reagent has a structure as shown in a formula disclosed in the invention, wherein Xis selected from any one of I, Cl, Br, NO3 and ClO4, and Y and Z are independently selected from H or alkyl with the carbon atom number of 1-4. The process for preparing the amination reagent is simple, the raw materials are easy to obtain, the cost is low, the yield is stable, and the prepared amination reagent is stable in character, can be stored at room temperature for a long time and can be taken as needed; meanwhile, the prepared amination reagent is efficient in performance, boron substrate applicability is excellent, reaction effect is good, and limitation of amination reaction of organic boron compounds on substrates is greatly expanded.

Carbon-Carbon Bond Formation of Trifluoroacetyl Amides with Grignard Reagents via C(O)-CF3 Bond Cleavage

The reaction of trifluoroacetyl amides with Grignard reagent for the substitution of CF3 group with various alkyl or aryl groups is described. A variety of aryl, quinolin-8-yl, and (hetero)alkyl functional groups as well as F, Cl, and Br atoms are well tolerated. These moisture-stable and easily available trifluoroacetyl amides can be conveniently obtained and used as new versatile precursors for isocyanates. The control experiments show that the reaction proceeds via an isocyanate intermediate and/or alkoxide/amide dual anionic intermediate.

Decarboxylative sp 3 C-N coupling via dual copper and photoredox catalysis

Over the past three decades, considerable progress has been made in the development of methods to construct sp 2 carbon-nitrogen (C-N) bonds using palladium, copper or nickel catalysis 1,2 . However, the incorporation of alkyl substrates to form sp 3 C-N bonds remains one of the major challenges in the field of cross-coupling chemistry. Here we demonstrate that the synergistic combination of copper catalysis and photoredox catalysis can provide a general platform from which to address this challenge. This cross-coupling system uses naturally abundant alkyl carboxylic acids and commercially available nitrogen nucleophiles as coupling partners. It is applicable to a wide variety of primary, secondary and tertiary alkyl carboxylic acids (through iodonium activation), as well as a vast array of nitrogen nucleophiles: nitrogen heterocycles, amides, sulfonamides and anilines can undergo C-N coupling to provide N-alkyl products in good to excellent efficiency, at room temperature and on short timescales (five minutes to one hour). We demonstrate that this C-N coupling protocol proceeds with high regioselectivity using substrates that contain several amine groups, and can also be applied to complex drug molecules, enabling the rapid construction of molecular complexity and the late-stage functionalization of bioactive pharmaceuticals.

Trifluoroacetylation of amines with trifluoroacetic acid in the presence of trichloroacetonitrile and triphenylphosphine

We developed a mild and convenient trifluoroacetylation process for amines using a combination of trichloroacetonitrile and triphenylphosphine. The reaction that we designed is applicable to the trifluoroacetylation of a wide variety of amines, including amines with stereogenic centers, which underwent trifluoroacetylation without racemization.

Discovery of novel, potent benzamide inhibitors of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) exhibiting oral activity in an enzyme inhibition ex vivo model

We report the discovery of potent benzamide inhibitors of 11β-hydroxysteroid dehydrogenase (11β-HSD1). The optimization and correlation of in vitro and in vivo metabolic stability will be described. Through modifications to our initial lead 2, we discovered pyridyl compound 13. This compound has a favorable pharmacokinetic profile across three species and showed a dose-dependent decrease in adipose 11β-HSD1 activity in a monkey ex vivo pharmacodynamic model.

Benzamide derivatives and uses related thereto

Benzamide derivatives of formulae I and II, and pharmaceutically acceptable salts, solvates, stereoisomers, and prodrugs thereof, and pharmaceutical compositions comprising the same, are described and have therapeutic utility, particularly in the treatment of diabetes, obesity, and related conditions and disorders: wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, and R12 are defined as provided herein.

Trifluoromethylation of heterocumulenes with trimethyl(trifluoromethyl)silane in the presence of fluoride ions: Synthesis of trifluoroacetamides and trifluorothioacetamides from isocyanates and isothiocyanates

Trimethyl(trifluoromethyl)silane reacts in the presence of fluoride ions with isocyanates and isothiocyanates under mild conditions to give corresponding trifluoroacetamides and trifluorothioacetamides in high yields.

A convenient synthesis of Trifluoroacetamides from sodium trifluoroacetate and amines

Trifluoroacetamides were prepared readily by reaction of sodium trifluoroacetate with triphenylphosphine di-iodide and amines consecutively under mild conditions with good yields.

Microwave-promoted trifluoroacetylation of amines with TiO(CF3CO2)2

Conversion of amines to their corresponding trifluoroacetamides was performed with TiO(CF3CO2)2 in a conventional microwave oven under solvent-free conditions in excellent yields.

2-(Trifluoroacetyloxy)pyridine as a Mild Trifluoroacetylating Reagent of Amines and Alcohols

A new trifluoroacetylating reagent, 2-(trifluoroacetyloxy)pyridine (TFAP), was prepared by the reaction of 2-pyridinol and trifluoroacetic anhydride.TFAP has been found to be effective in the trifluoroacetylation of aliphatic and aromatic amines and alcohols including phenol under mild conditions.The reaction of p-nitrophenol with TFAP in ether gave the hydrogen-bonded complex between the phenol and 2-pyridone.This reagent has also been shown to be useful for the intramolecular dehydration of aldehyde oximes and amides to give nitriles in high yields.