33 results about "Trifluoroethylamine" patented technology

The invention discloses an aromatic carboxylic acid trifluoroethyl ester compound and a preparation method thereof. The invention provides the aromatic carboxylic acid trifluorethylmethyl ester compound and the preparation method thereof. The preparation method comprises the following step of performing reaction on aromatic carboxylic acid, t-butyl nitrite and 2,2,2-trifluoroethylamine with a one-pot method to obtain the carboxylic acid trifluoroethyl ester compound. The method is simple to operate, mild in reaction condition, low in cost, less in byproduct and high in yield, is capable of obtaining the aromatic carboxylic acid trifluoroethyl ester compound without being limited by a substrate so as to establish an aromatic carboxylic acid trifluoroethyl ester compound library and providesa raw material source to drug screening and new drug synthesis.

The invention discloses a preparation method for trifluoroethylamine hydrochloride. The preparation method comprises the following steps: subjecting trifluoroethylamine and hydrochloric acid to neutralization reaction in an ethanol-water azeotropic or near-azeotropic system so as to obtain a trifluoroethylamine hydrochloride contained solution after reaction, and removing water and ethanol through reduced pressure distillation and desolvation so as to obtain trifluoroethylamine hydrochloride. The method provided by the invention has safe process, and prepared trifluoroethylamine hydrochloride has high purity and low water content.

The invention relates to a fat trifluoro ethyl ester compound and a preparation method thereof. The definition of the fat acid trifluoro ethyl ester compound is same with the definition in the claim.The preparation method comprises the following steps that under the low temperature condition, 2, 2, 2-trifluoroethylamine and tert-butyl nitrite are added into an organic solution with fatty acid dissolved in, and after uniformly stirring, the mixture reacts continuously at the indoor temperature, and a fatty acid trifluoro ethyl ester product can be obtained. The molar ratio among fat acid, 2, 2, 2-trifluoroethylamine and tert-butyl nitrite is 1:(1-2.5):(1-2.5). According to the preparation method, it is not necessary to add catalyst and other additives, and a target product can be obtained,the operation is simple, reaction conditions are mild, the cost is low, the yield is high, the method is environmentally friendly, the trifluoro ethyl ester compound of fat and drug molecule carboxylic acid can be obtained, and the application is wide.

The invention discloses a preparation method of 2,2,2-trifluoroethylamine, which comprises the following steps of: (1) mixing liquid-phase 1,1,1-trifluoro-2-chloroethane dissolved into glycerin with ammonia, wherein the volume ratio of glycerin to 1,1,1-trifluoro-2-chloroethane is 1-3:1, the molar ratio of ammonia to 1,1,1-trifluoro-2-chloroethane is 8-15:1, and the concentration of ammonia ranges from 30wt% to 100wt%; reacting in a pipeline-type reactor for 20min to 30min at 150 DEG C and 200 DEG C under the pressure of 2MPa and 4MPA so as to obtain a mixed solution containing 2,2,2-trifluoroethylamine, wherein the flowing velocity of the reactant in the pipeline-type reactor is 2.0-4.0L / h; and (2) carrying out pressure reduction, flashing and deamination on the mixed solution of 2,2,2-trifluoroethylamine, and adding the liquid subjected to deamination into sodium carbonate for neutralizing , wherein the molar ratio of sodium carbonate to 1,1,1-trifluoro-2-chloroethane is 0.5-2:1; carrying out pressure reduction and rectification on the neutralized solution to obtain 2,2,2-trifluoroethylamine. The method has the advantages of short reaction time and high product yield.

The invention discloses a preparation method of a 19F magnetic resonance imaging nanoprobe. The method comprises the following steps: in a polar organic solvent, carrying out an imide ring-opening reaction on polysuccinimide and trifluoroethylamine in a hydrothermal kettle with addition or no addition of amino-PEG, carrying out partial high-temperature carbonization, and then carrying out self-assembly to obtain the 19F magnetic resonance imaging nanoprobe. The probe has a good 19F NMR signal and can be directly used for 19F magnetic resonance imaging. The preparation method is simple and rapid and is low in cost, and the obtained nanoprobe is uniform in particle size distribution and good in biocompatibility, does not need hydrophilic modification, is high in stability and can be stored at normal temperature for a long time. The probe can attract wide attention in nano material science and biomedical science, and has important application prospects in biomedical fields such as biosensors, cell imaging, medical diagnosis and the like.

The invention provides a method of catalyzing trifluoro-ethylation of aromatic secondary amine by ferriporphyrin. The method comprises the following steps: adding trifluoroethylamine salt and nitriteto a diazo-reaction first and then adding aromatic primary amine and a ferriporphyrin catalyst for a trifluoro-ethylation reaction to obtain a trifluoro-ethylated aromatic secondary amine compound inan acidic solution system. The reactions of the method are carried out at room temperature, and the reaction condition is mild, and an intermediate product is not separated through a one-pot reaction.The method is few in reaction step, simple to operate, wide in application range of primers, wide in source of raw materials and high in yield of reaction products.

The invention discloses a method for 2, 5-dimethoxyacyl-1, 4-cyclohexanedione amination by a reaction kettle. According to the invention, alcohol is adopted as the solvent in a reaction kettle, methylamine, aniline, 2, 2, 2-trifluoroethylamine, 2-methoxyethylamine, ethylamine or isopropylamine is respectively employed for reaction with 2, 5-dimethoxyacyl-1, 4-cyclohexanedione to obtain 1, 4-dialkylamino-2, 5-dimethoxyacyl-1, 4cyclohexanedione derivatives, which have strong fluorescence under both solid and solution states, also a reflux condensation device used in the conventional organic synthesis is avoided, and the cost is saved.

The invention relates to a new process for the manufacture of fluoroaryl compounds and derivatives thereof, in particular of fluorobenzenes and derivatives thereof, and especially wherein said manufacture relates to an environmentally friendly production of the said compounds. Thus, the present invention overcomes the disadvantages of the prior art processes, and in a surprisingly simple and beneficial manner, and as compared to the prior art processes, in particular, the invention provides a more efficient and energy saving processes, and also provides a more environmentally friendly process, for the manufacture of nuclear fluorinated aromatics, and preferably of nuclear fluorinated fluorobenzenes. Accordingly, in one aspect of the invention, an industrially beneficial process for preparing fluorobenzenes from halobenzene precursors using HF to form hydrogen halide is provided by the present invention. A beneficial and surprisingly simple use of chlorobenzene as an industrially interesting starting material in the manufacture of fluorobenzene is provided.

The invention belongs to the technical field of cathepsin K inhibitors, and particularly relates to novel nitrile cathepsin K inhibitors using cathepsin K as target protein and trifluoroethylamino groups as P2-P3 linkers and having different P3 position structures. The P2-P3 linkers are trifluoroethylamino groups, P3 positions are aryl groups comprising a bromophenyl group, a p-biphenyl group, a p-terphenyl group and a p-methyl biphenyl group. The nitrile inhibitors have the advantages that the structures are simple relatively, the synthesis is convenient, and the yield is high; inhibition constants (Ki) of the compounds (the inhibitors) to cathepsin K are in the picomole level, so that the effective inhibiting ability to the cathepsin K is reflected; when the P3 position is the P-terphenyl group, the inhibiting ability and the selectivity of the inhibitor to the Cat K (the cathepsin K) are better than those of corresponding amide inhibitors. In vitro cytotoxicity tests show that the inhibitors are free of cytotoxicity, and have the possibility of being applied to clinical trials and being used as potential anti-osteoporosis drug.

The invention relates to a preparation method of trifluoroisothiocyanate ethane. The preparation method comprises the steps of 1, mixing trifluoroethylamine, triethylamine and a solvent to obtain a first reaction mixture; controlling the temperature to be 10-12 DEG C, adding carbon disulfide, and reacting at the temperature of 5-20 DEG C to obtain a second reaction mixture containing trifluoroethylamino thioformate, wherein the molar ratio of the trifluoroethylamine to the triethylamine is 1: (1.05-2), the molar ratio of trifluoroethylamine to carbon disulfide is 1: (1-1.2), the molar ratio of trifluoroethylamine to the solvent is 1: (5-8), and the solvent is toluene, xylene or dichloromethane; 2, cooling the second reaction mixture obtained in the step 1 to 5-10 DEG C, adding solid light, stirring at room temperature, heating to the temperature of 35-45 DEG C, and reacting to obtain a trifluoroisothiocyanate ethane mixture; and then cooling, adding water and rectifying to obtain trifluoroisothiocyanate ethane. Compared with the prior art, the method has the advantages of high product yield and less three wastes by adopting solid light as a catalyst. According to the method, toluene / dichloromethane is adopted as the solvent, the problems that tetrahydrofuran and water are mixed and dissolved, part of products are brought into a water phase, the reaction yield is too low, and the solvent is difficult to recover are solved, the solvent can be recovered and reused after being evaporated, the recovery rate reaches 88% or above, the reaction cost is reduced, and emission of three wastes is reduced.

The invention provides a method of catalyzing trifluoro-ethylation of aromatic secondary amine by ferriporphyrin. The method comprises the following steps: adding trifluoroethylamine salt and nitriteto a diazo-reaction first and then adding aromatic primary amine and a ferriporphyrin catalyst for a trifluoro-ethylation reaction to obtain a trifluoro-ethylated aromatic secondary amine compound inan acidic solution system. The reactions of the method are carried out at room temperature, and the reaction condition is mild, and an intermediate product is not separated through a one-pot reaction.The method is few in reaction step, simple to operate, wide in application range of primers, wide in source of raw materials and high in yield of reaction products.

The invention relates to fatty trifluoroethyl ester compounds and a preparation method thereof. Wherein, the definition of fatty acid trifluoroethyl ester compound is the same as that in the claims. The preparation method includes the following steps: under low temperature conditions, add 2,2,2-trifluoroethylamine and tert-butyl nitrite into an organic solution in which fatty acids are dissolved, stir evenly, and continue to react at room temperature to obtain fatty acid three Fluoroethyl ester products. Wherein, the molar ratio of fatty acid to 2,2,2-trifluoroethylamine and tert-butyl nitrite is 1:(1-2.5):(1-2.5). The method of the present invention can obtain the target product without adding catalysts and other additives, has simple operation, mild reaction conditions, low cost, high yield, and is environmentally friendly, and can obtain trifluoroethyl esters of fats and drug molecule carboxylic acids Compounds are widely used.

The invention discloses a preparation method of trifluoroethylamine hydrochloride. First, trifluoroethylamine and hydrochloric acid are neutralized in an ethanol-water azeotropic or near-azeotropic system to obtain trifluoroethylamine hydrochloride The solution after the reaction, and the trifluoroethylamine hydrochloride obtained after desolvation and removal of water and ethanol by distillation under reduced pressure. The method provided by the invention is safe in technology, and the prepared product has high purity and low water content.

The present invention provides a process for producing highly pure fluoro-compounds by making use of N-(2-chloro-1,1,2-trifluoroethyl)diethylamine. The process produces little or no chlorinated by-products. The present invention provides a process for producing a fluoro-compound, comprising fluorinating an alcohol derivative represented by the following general formula (I): R1R2R3COH (I), (wherein R1 represents a hydrogen atom, a substituted or unsubstituted alkyl group, aryl group, alkylcarbonyl group, alkoxycarbonyl group, arylcarbonyl group or aryloxycarbonyl group; and R2 and R3 are each independently a substituted or unsubstituted alkyl group, aryl group, alkylcarbonyl group, alkoxycarbonyl group, arylcarbonyl group or aryloxycarbonyl group, wherein at least two of R1, R2 and R3 may together form part of a ring structure, either with or without a heteroatom) with N,N-diethyl-2-chloro-1,1,2-trifluoroethylamine to form a fluoro-compound represented by the following general formula (2): R1R2R3CF (2), (wherein R1, R2 and R3 are as defined above), the process being characterized in that an alcohol derivative represented by the following general formula (3): R4OH (3), (wherein R4 represents a substituted or unsubstituted alkyl group or aryl group) is added to the reaction system.

The present invention provides a synthetic method for upatinib, which uses compound 1 as a starting material to obtain compound formula 4 through chlorination, coupling, hydrolysis, and hydrogenation into a salt, and then derivatizes and halogenates with McBurney's acid to obtain intermediate Body compound 6. Next, we use 2-bromo-5-p-toluenesulfonyl-5H-pyrrolo[2,3-b]pyrazine compound 7 as raw material to obtain intermediate compound 9 through ammonolysis reaction and amino protection. The docking reaction of compound 6 and compound 9 obtained chemical formula 10, and then the key nucleus 11 of upadatinib was obtained by cyclization with trifluoroacetic anhydride. Finally, the docking reaction of trifluoroethylamine was optimized, and upadatinib was obtained by both methods. These improvements have greatly improved the route efficiency, reduced the process steps of using noble metal catalysts, reduced the process cost, and greatly reduced the generation of by-chiral products, which is conducive to improving the purity of the final product. The route is:

The invention discloses a method for analyzing related impurities of an isoxazoline veterinary drug intermediate ammonium salt, the intermediate is 2-amino-N-(2, 2, 2-trifluoroethyl) acetamide, the related impurities are trifluoroethylamine hydrochloride and glycine, and the method comprises the following steps: dissolving the intermediate ammonium salt and a reference substance by using a diluent to obtain a sample solution and a reference substance solution; a reversed-phase high performance liquid chromatograph is used for detecting glycine, and gas chromatography is used for detecting trifluoroethylamine hydrochloride. The method provided by the invention can effectively separate impurities of 2-amino-N-(2, 2, 2-trifluoroethyl) acetamide, and has the advantages of high efficiency, simplicity, convenience, high sensitivity and good separation effect.

The present invention relates to a process for producing an optically active 1-alkyl-substituted 2,2,2-trifluoroethylamine, which is an important intermediate of medicines and agricultural chemicals, and which is represented by the formula [3] [in the formula R represents a lower alkyl group of a carbon and * represents an asymmetric carbon], or its salt by subjecting an optically active imine represented by the formula [1] to an asymmetric reduction under hydrogen atmosphere using a metal catalyst of Group VIII to convert it into an optically active secondary amine represented by the formula [2] and then by subjecting the secondary amine or its salt to hydrogenolysis.[Chem. 23]