15513-16-3

Usage

Uses

Used in Pharmaceutical Industry:
N-cyclohexylpyridin-2-amine is used as a building block for the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
N-cyclohexylpyridin-2-amine is used as a building block for the synthesis of agrochemicals, aiding in the creation of new pesticides and other agricultural chemicals.
Used in Medicinal Chemistry:
N-cyclohexylpyridin-2-amine is used as a precursor for the synthesis of biologically active molecules, playing a crucial role in the advancement of medicinal chemistry.
Used in Research and Development:
N-cyclohexylpyridin-2-amine is used in research and development for the exploration of its potential applications and properties in various chemical and biological processes.
Used in Production of Fine Chemicals and Specialty Materials:
N-cyclohexylpyridin-2-amine is used in the production of fine chemicals and specialty materials, contributing to the development of high-quality and specialized products.

InChI:InChI=1/C11H16N2/c1-2-6-10(7-3-1)13-11-8-4-5-9-12-11/h4-5,8-10H,1-3,6-7H2,(H,12,13)/p+1

Upstream product

• 110-86-1 pyridine 
• 108-91-8 cyclohexylamine 
• 504-29-0 2-aminopyridine 
• 108-94-1 cyclohexanone 
• 109-04-6 2-bromo-pyridine 
• 108-93-0 cyclohexanol 
• 109-09-1 2-chloropyridine 
• 372-48-5 2-fluoropyridine 
• 694-59-7 pyridine N-oxide 
• 1219454-89-3 2-((difluoromethyl)sulfonyl)pyridine 
• 110-82-7 cyclohexane 

Downstream Products

• 51263-30-0 N-cyclohexyl-N-pyridin-2-yl-benzamide 
• 36767-69-8 2-(N-chlorocarbonyl-N-cyclohexyl)aminopyridine 
• 107735-44-4 2-(N-cyclohexyl-N-ethoxycarbonyl)aminopyridine 
• 107735-49-9 N-cyclohexyl-N-(pyridin-2-yl)-N'-(4-nitrophenyl)urea 
• 107735-47-7 N-cyclohexyl-N-(pyridin-2-yl)-N'-phenylurea 
• 107735-48-8 N-cyclohexyl-N-(pyridin-2-yl)-N'-(4-methylphenyl)urea 
• 107735-43-3 2-(N-cyclohexyl-N-methoxycarbonyl)aminopyridine 
• 124068-67-3 C₁₅H₁₇ClN₂O₂ 
• 107735-42-2 2-(N-cyclohexyl)aminopyridine-1-oxide 
• 107735-45-5 2-(N-cyclohexyl-N-methoxycarbonyl)aminopyridine-1-oxide 
• 107735-46-6 2-(N-cyclohexyl-N-ethoxycarbonyl)aminopyridine-1-oxide 
• 813448-64-5 [ZnMe(N-2-pyridyl(cyclohexyl)amine^(1-))]2 
• 1309389-69-2 (E)-N-cyclohexyl-N-pyridin-2-yl-3-p-tolyl-acrylamide 
• 1309389-66-9 (E)-3-benzo[1,3]dioxol-5-yl-N-cyclohexyl-N-pyridin-2-yl-acrylamide 

Relevant academic research and scientific papers

Ruthenium Complex-catalyzed Novel and Facile Synthesis of Imidazopyridines from 2-Aminopyridines and vicinal-Diols

Ruthenium complex-catalyzed N-heterocyclization of 2-aminopyridines with vicinal-diols offers a novel synthetic method for various imidazopyridines.For example, the reaction of 2-amino-4-methylpyridine with 1,2-cyclohexanediol in the presence of a catalytic amount of RuCl2(PPh3)3 under reflux in diglyme for 24 h afforded 2-methyl-6,7,8,9-tetrahydropyridobenzimidazole in 74percent yield.

New Titanium Complexes and Their Use in Hydroamination and Hydroaminoalkylation Reactions

The synthesis of three new sterically crowded titanium complexes which all possess an identical formamidinato ligand, two dimethylamido ligands and in addition, a 2-aminopyridinato ligand that contains either an N-methyl, an N-phenyl, or an N-cyclohexyl substituent is presented. All new complexes are easily accessible from a common titanium mono(formamidinate) precursor and correspondingly N-substituted 2-aminopyridines. Furthermore, the new complexes are used as catalysts for selected hydroamination and hydroaminoalkylation reactions and finally, the catalytic performance of the new catalysts is compared with the performance of the titanium mono(formamidinate) precursor.

Nucleophilic Difluoroalkylation of Isocyanates with Difluoromethyl 2-Pyridyl Sulfone

The nucleophilic difluoroalkylation of isocyanates with difluoromethyl 2-pyridyl sulfone furnished 2,2-difluoro-2-pyridinylsulfonylacetamides with good to excellent yield. These products can be converted to 2,2-difluoroacetamide sulfinate, iododifluoroacetamide and 2-aminopyridine derivatives easily.

Directing Group Enables Electrochemical Selectively Meta-Bromination of Pyridines under Mild Conditions

Without the use of catalysts and oxidants, a facile and sustainable electrochemical bromination protocol was developed. By introducing the directing groups, the regioselectivity of pyridine derivatives could be controlled at themeta-position utilizing the inexpensive and safe bromine salts at room temperature. A variety of brominated pyridine derivatives were obtained in 28-95% yields, and the reaction could be readily performed at a gram scale. By combining the installation and removing the directing group, the concept ofmeta-bromination of pyridines could be verified.

Copper-catalyzed direct amination of benzylic hydrocarbons and inactive aliphatic alkanes with arylamines

A new synthetic method toward direct C-N bond formation through saturated C-H amination of benzylic hydrocarbons and inactive aliphatic alkanes with primary aromatic amines under an inexpensive catalyst/oxidant (Cu/DTBP) system has been developed. Both aminopyridines and anilines could react smoothly with primary and secondary benzylic C-H substrates or cyclohexane to form the corresponding aromatic secondary amines in moderate to good yields. This protocol has the advantages of wide functional group tolerance and use of readily available raw materials.

A catalyst system, copper/ N -methoxy-1 H -pyrrole-2-carboxamide, for the synthesis of phenothiazines in poly(ethylene glycol)

A copper/N-methoxy-1H-pyrrole-2-carboxamide catalyst system has been established for the preparation of phenothiazines in good yields by two routes, starting from 2-iodoanilines and 2-bromobenzenethiol and from aryl ortho-dihalides and o-aminobenzenethiols, by conducting the reaction at 90 °C in poly(ethylene glycol)-100 (PEG-100). In addition, the catalyst system was useful for promoting direct arylation of various aryl amines, aliphatic amines, and aqueous ammonia. The simple experimental operation, low loading of catalyst system together with the use of green solvent, makes it attractive for the versatile syntheses of phenothiazines and various amines.

Copper(II) anilides in sp3 C-H amination

We report a series of novel β-diketiminato copper(II) anilides [Cl2NN]Cu-NHAr that participate in C-H amination. Reaction of H 2NAr (Ar = 2,4,6-Cl3C6H2 (Ar Cl3), 3,5-(CF3)2C6H3 (ArF6), or 2-py) with the copper(II) t-butoxide complex [Cl 2NN]Cu-tOBu yields the corresponding copper(II) anilides [Cl2NN]Cu-NHAr. X-ray diffraction of these species reveal three different bonding modes for the anilido moiety: κ1-N in the trigonal [Cl2NN]Cu-NHArCl3 to dinuclear bridging in {[Cl2NN]Cu}2(μ-NHArF6)2 and κ2-N,N in the square planar [Cl2NN] Cu(κ2-NH-2-py). Magnetic data reveal a weak antiferromagnetic interaction through a π-stacking arrangement of [Cl2NN]Cu- NHArCl3; solution EPR data are consistent with monomeric species. Reaction of [Cl2NN]Cu-NHAr with hydrocarbons R-H (R-H = ethylbenzene and cyclohexane) reveals inefficient stoichiometric C-H amination with these copper(II) anilides. More rapid C-H amination takes place, however, when tBuOOtBu is used, which allows for HAA of R-H to occur from the tBuO? radical generated by reaction of [Cl 2NN]Cu and tBuOOtBu. The principal role of these copper(II) anilides [Cl2NN]Cu-NHAr is to capture the radical R? generated from HAA by tBuO? to give functionalized aniline R-NHAr, resulting in a novel amino variant of the Kharasch-Sosnovsky reaction.

Carbene adduct of cyclopalladated ferrocenylimine-assisted synthesis of aminopyridine derivatives by the amination of chloropyridines with primary and secondary amines

An efficient, simple way to synthesize aminopyridine derivatives is presented, based on Buchwald-Hartwig aminations. Using 1 mol% N-heterocyclic carbene adduct of cyclopalladated ferrocenylimine in the presence of 1.5 equiv. tBuOK as base in dioxane at 110°C offered moderate to excellent yields in the reaction of chloropyridines with primary and secondary amines, including sterically hindered amines and alkyl amines. Copyright

A recyclable Cu-catalyzed C-N coupling reaction in water and its application to synthesis of imidazo[1,2-a]quinoxaline

Polystyrene-supported pyrrole-2-carbohydrazide (PSP) was synthesized and combined with CuI to make up a recyclable heterogeneous catalytic system for Ullmann-type C-N coupling reaction in water. In which, a variety of functionalized aryl halides animated efficiently with anilines, benzylamine, aliphatic amines, and imidazole. its preliminary application resulted in a more practical synthesis of imidazo[1,2-a]quinoxaline.

NOVEL CATALYSTS

The present invention provides novel compounds and ligands that are useful in transition metal catalyzed cross-coupling reactions. For example, the compounds and ligands of the present invention are useful in palladium or gold catalyzed cross-coupling reactions.