36 results about "Pyrazinecarboxylic acid" patented technology

The invention belongs to the pharmaceutical and chemical fields and particularly relates to a synthetic method of high-purity bortezomib and an intermediate of the high-purity bortezomib. According to the invention, N-(2- pyrazine carbonyl)-L-phenylalanine benzyl ester is obtained from condensation reaction between 2-pyrazine carboxylic acid and L-phenylalanine benzyl ester; then the product is catalyzed and hydrogenated; and then the product is condensed and hydrolyzed with the hydrochloride of (aR,3aS,4S,6S,7aR)-hexahydro-3a,8,8-trimethyl-alpha-(2-methyl propyl)-4,6-methano-1,3,2- benzodioxoborane-2-methylamine or trifluoroacetate so that the bortezomib is obtained. The preparation process disclosed by the invention has the advantages of simplicity in operation, high purity and low cost. The bortezomib obtained through the method disclosed by the invention is in the form of white powder or crystals, the content is 99.8% or higher, and the total content of SS- and RR-isomers is not greater than 0.1%.

The invention relates to a new method for preparing telaprevir, which comprises the following steps: 1) orderly coupling the following 5 substances according to a Fmoc solid-phase synthetic method with a resin as a carrier to obtain peptide resin: amino acid Fmoc-P-OH, Fmoc-octahydrocyclopenta[c]pyrrole-1-carboxylic acid, Fmoc-L-tertiary leucine, Fmoc-2-cyclohexyl glycine, and 2-pyrazinecarboxylic acid; 2) allowing the peptide resin to react with a cyclopropylamine solution to obtain the telaprevir. The Fmoc is 9-fluorenylmethyloxycarbonyl, and is connected with an amino, or with a nitrogen atom on a carbon atom connected with a carboxyl. The method for preparing telaprevir of the invention is simple in operation, low in cost, and high in yield.

The invention discloses a preparation method of a compound (1S, 2S, 3R, 5S)-pinanediol-L-phenylalanine-L-leucine boric acid ester (shown in the structural formula 1). The preparation method comprises the following steps that L-phenylalanine and triphosgene undergo a reaction to produce a compound shown in the structural formula 8; the compound shown in the structural formula 8 and a compound shown in the structural formula 7 undergo a condensation reaction to produce a compound which has a single configuration and is shown in the structural formula 1; the compound shown in the structural formula 1 and pyrazinecarboxylic acid undergo a condensation reaction to produce a compound shown in the formula 10; and the compound shown in the formula 10 is hydrolyzed to form bortezomib which is an anticancer drug. The preparation method has the advantages of simple operation, high yield, easy acquirement of raw materials, and low pollution on the environment. The preparation method is suitable for industrialized production.

The invention relates to a new method for preparing telaprevir, which comprises the following steps: 1) orderly coupling the following 5 substances according to a Fmoc solid-phase synthetic method with a resin as a carrier to obtain peptide resin: -amino acid Fmoc-P-OH, -Fmoc-octahydrocyclopenta[c]pyrrole-1-carboxylic acid, -Fmoc-L-tertiary leucine, -Fmoc-2-cyclohexyl glycine, and -2-pyrazinecarboxylic acid; 2) cracking the peptide resin to obtain deprotected peptide; 3) allowing the deprotected peptide to react with cyclopropylamine under a liquid-phase condition to obtain the telaprevir; wherein the Fmoc is 9-fluorenylmethyloxycarbonyl, and is connected with an amino, or with a nitrogen atom on a carbon atom connected with a carboxyl. The method for preparing telaprevir of the invention is simple in operation, low in cost, and high in yield.

The invention discloses a Cu-Nd dissimilar-metal coordination polymer and a preparation method. The chemical formula of the Cu-Nd dissimilar-metal coordination polymer is {[Nd(L1)2Cu(L2)(H2O)2].3H2O}n, the molecular formula is Cl5H15CuN6NdO15, and the molecular weight is 727.10. The preparation method comprises the following steps: (1) dissolving neodymium perchlorate hexahydrate and copper acetate in distilled water; (2) dissolving 3, 5-pyrazol dicarboxylic acid and 2-pyrazine carboxylic acid in DMF (Dimethyl Formamide); and (3) mixing the solution prepared in the step (1) and the solution prepared in the step (2), using ethidene diamine to regulate pH, filtering and drying to obtain the Cu-Nd dissimilar-metal coordination polymer, wherein L1 represents 3, 5-pyrazol dicarboxylic acid withremoval of two carboxyl hydrogen atoms and with two units of negative charges; and L2 represents 2-pyrazine carboxylic acid with removal of one carboxyl hydrogen atom. The Cu-Nd dissimilar-metal coordination polymer and the preparation method disclosed by the invention have the advantages that the process is good and the repeatability is good.

The invention relates to a 1-naphthoic acid and 2-pyrazinecarboxylic acid mixed ligand containing rare earth metal complex as well as a preparation method and an application of the1-naphthoic acid and 2-pyrazinecarboxylic acid mixed ligand containing rare earth metal complex. The complex has the chemical formula as follows: [Ln(mu3-OH)(NA)(pyzc)], wherein Ln is a lanthanide rare earth ion Dy(III), Gd(III) or Yb(III), NA<-> is the univalent anion of 1-naphthoic acid, and pyzc<-> is the univalent anion of 2-pyrazinecarboxylic acid. The complex is prepared by using a solvothermal method and is relatively high in yield and good in repeatability. A fluorescent material of the complex is the first 1-naphthoic acid and 2-pyrazinecarboxylic acid mixed ligand containing rare earth metal complex, can emit an emission peak with a rare earth ion characteristic or an emission peak of a ligand in a solid state and can be used as a molecular-based fluorescent material to exert a huge application value in the field of material science.

The invention provides a method for preparing 5-methylprazine-2-carboxylic acid. The preparation method comprises the steps: using 5-methyl-2and3- pyrazine 2-carboxylic acid as raw material, carrying out photophobism reaction in a saturated saline solution, and obtaining 5-methylprazine-2-carboxylic acid as a final product. The preparation method optimizes the process from the source on the basis of the principle of water decarboxylation, thereby being a method for effective decarboxylation in a saline solution at lower temperature. Moreover, in the preparation method, no organic solvent is added in the chemical reaction, no pollution is generated, the condition is mild, the reaction in the whole technological process has no high temperature, high selectivity and few by-products, thus the preparation method is a simple and available pollution-free method which has the capability of large-scale production.

The invention belongs to the field of chemical synthesis and particularly relates to a reparation method of 6-bromine-3-hydroxyl-2-pyrazinamide. The method comprises the steps of converting 3-hydroxyl-2-pyrazinecarboxylic acid methyl ester which is taken as an initial material into 6-bromine-3-hydroxyl-2-pyrazinecarboxylic acid methyl ester, and then carrying out ammonolysis, so that the 6-bromine-3-hydroxyl-2-pyrazinamide can be prepared with high yield by simple and convenient operations. The preparation method has the advantages that the 3-hydroxyl-2-pyrazinecarboxylic acid methyl ester which is cheap in price, and convenient to purchase in markets is taken as the initial material, the method is simple and convenient and easy to implement, the selected solvent range is wide, a solvent is easy to remove, the yield is high, and the method can be applicable to industrial production.

The invention relates to a kaoline-2-pyrazine carboxylic acid intercalation compound and a preparation method thereof. The preparation method comprises steps as follows: 1) natural kaoline soil is subjected to ultrasonic cleaning for 0.5 h, and washed kaoline is obtained; 2) the washed kaoline and dimethyl sulfoxide are stirred for 12 h at the room temperature, and a precursor is prepared; 3) the precursor and 2-pyrazine carboxylic acid (in the mass ratio being 1:1) are put in a stainless steel reaction kettle, intercalation is performed under increased pressure, and the mixture reacts for 5-10 h at the temperature of 90-160 DEG C; 4) a target product is obtained through alkali liquor washing, centrifugation and drying and has a chemical formula Al2Si2O5(OH)4.(2-PA)1.11, and 2-PA is 2-pyrazine carboxylic acid. The compound has a two-dimensional lamellar structure, and interlayer 2-pyrazine carboxylic acid molecules have N,O activity coordination sites and can be applied as potential optical, electric and dielectric materials. The kaoline-2-pyrazine carboxylic acid intercalation compound adopts a simple process and is convenient to prepare.

The invention relates to recombinant pseudomonas putida and application thereof to production of 5-methyl pyrazine-2-carboxylic acid, and belongs to the field of fermenting engineering. The recombinant pseudomonas putida JN-18 is characterized in that the collection number is CGMCC No. 15734; the collection unit is Common Microorganism Center of China Committee for Culture Collection of Microorganisms. The recombinant pseudomonas putida has the advantages that the over-expression of xylene monooxygenase, benzyl alcohol dehydrogenase and benzaldehyde dehydrogenase from self endogenous plasmid in P.putida ATCC 33015 is successfully realized; P.putida JN-18 is used for catalyzing 2,5-dimethylpyrazine to produce 5-methyl pyrazine-2-carboxylic acid in a whole-cell way.

The invention provides a method for preparing 2-methyl-5-pyrazinecarboxylic acid. The method provided by the invention is characterized in that potassium permanganate which is more harmful to the environment is not used, a target compound 2-methyl-5-pyrazinecarboxylic acid can be prepared from cheap and easily available methylglyoxal and 2-amino malonamide taken as raw materials through four stepsof cyclization, hydrolysis, chlorination and reduction, the yield of the reaction route is high, the amount of byproducts is small, and products are purer.

The invention relates to an industrial preparation method of 5-methylpyrazin-2-amine. In the invention, the 5-methylpyrazin-2-amine is prepared from general and easily obtained 5-methyl-2-pyrazinecarboxylic acid by the steps of azidation, Curtius rearrangement and Boc desorption. The chemical reaction formula is shown in the specification. The invention solves the problems of high cost, low yield, environment pollution and the like in the prior art, does not need column chromatography for purification, and can realize large-scale industrial production.

The invention provides a preparation method of pyrazine carboxylic acid. The method includes the steps of: performing an addition reaction to an initial raw material, acrylic acid, with bromine in dichloromethane; performing a substitution reaction to the addition product with ammonia water in anhydrous ethanol; performing a reaction to the substitution product with methylglyoxal in anhydrous ethanol; and performing DDQ dehydrogenation in dichloromethane to obtain the pyrazine carboxylic acid. In the invention, by changing the synthetic route, an oxidization reaction is avoided smartly, so that risk of explosion is avoided and generation of waste gas and waste water is reduced, thereby preparing the target product under mild conditions. The route also avoids a problem of selectivity, so that yield is increased in another way.

The invention provides a method for preparing 2-methyl-5-pyrazinecarboxylic acid. The method provided by the invention is characterized in that potassium permanganate which is more harmful to the environment is not used, a target compound 2-methyl-5-pyrazinecarboxylic acid can be prepared from cheap and easily available methylglyoxal and 2-amino malonamide taken as raw materials through four stepsof cyclization, hydrolysis, chlorination and reduction, the yield of the reaction route is high, the amount of byproducts is small, and products are purer.

The invention discloses a Cu-Nd heterometallic coordination polymer and a preparation method thereof. The chemical formula of Cu‑Nd heterometallic coordination polymer is {[Nd(L 1 ) 2 Cu(L 2 )(H 2 O) 2 ]·3H 2 O} n , the molecular formula is: C 15 h 15 CuN 6 NdO 15 , Molecular weight: 727.10. (1) Dissolve neodymium perchlorate hexahydrate and copper acetate in distilled water; (2) Dissolve 3,5‑pyrazoledicarboxylic acid and 2‑pyrazinecarboxylic acid in DMF; (3) Dissolve step (1 ), (2) mixed the prepared solutions, adjusted the pH with ethylenediamine, filtered, and dried to obtain Cu‑Nd heterometallic coordination polymer, L 1 To represent 3,5-pyrazole dicarboxylic acid to remove two carboxyl hydrogen atoms, with two units of negative charge; L 2 It represents the removal of a carboxyl hydrogen atom from 2‑pyrazinecarboxylic acid. The invention has simple process and good repeatability.

The invention discloses a phase splitting device for producing 2-methyl-5-pyrazinecarboxylic acid, and relates to the technical field of phase splitting equipment. The phase splitting device comprises a fixing frame, a mounting hole is formed in the middle of the top of the fixing frame, a centrifugal barrel is fixed to the inner wall of the mounting hole, and a rotary drum is arranged in the centrifugal barrel; and a fixed ring plate is fixed to the top end of the inner circumferential wall of the centrifugal barrel, a rotating ring plate is rotationally installed on the inner ring of the fixed ring plate, and the inner ring of the rotating ring plate is fixed to the outer circumferential wall of the rotating shaft. When reaching the extraction time set by a single-chip microcomputer, a second electromagnetic valve is turned on and a first electromagnetic valve is turned off, the light-phase liquid gradually flows out, the inert gas slowly returns to an anti-permeation rubber sleeve, the anti-permeation rubber sleeve gradually expands, and then a light-phase pipe is continuously pushed to gradually move so that the light-phase pipe can make contact with the light-phase liquid all the time until all hte light-phase liquid flows out, and therefore, the collection rate of the light phase liquid can be improved, and waste is reduced.

The invention provides a method for measuring the content of 2-pyrazinecarboxylic acid, and relates to the field of medicine chemical engineering. The method comprises the steps of performing acid-base neutralization titration on the 2-pyrazinecarboxylic acid in a sample through a standard solution prepared by an alkaline reference substance, and calculating the content of the 2-pyrazinecarboxylic acid in the sample according to the amount of the consumed standard solution. The method disclosed by the invention is simple and quick, high in accuracy, low in cost and practicable.

The invention relates to a new method for preparing telaprevir, which comprises the following steps: 1) orderly coupling the following 5 substances according to a Fmoc solid-phase synthetic method with a resin as a carrier to obtain peptide resin: -amino acid Fmoc-P-OH, -Fmoc-octahydrocyclopenta[c]pyrrole-1-carboxylic acid, -Fmoc-L-tertiary leucine, -Fmoc-2-cyclohexyl glycine, and -2-pyrazinecarboxylic acid; 2) cracking the peptide resin to obtain deprotected peptide; 3) allowing the deprotected peptide to react with cyclopropylamine under a liquid-phase condition to obtain the telaprevir; wherein the Fmoc is 9-fluorenylmethyloxycarbonyl, and is connected with an amino, or with a nitrogen atom on a carbon atom connected with a carboxyl. The method for preparing telaprevir of the invention is simple in operation, low in cost, and high in yield.

The invention discloses a pyrazinecarboxylic acid beta-caryophyllene-5-ester compound as well as a preparation method and application thereof, and belongs to the technical field of preparation of carboxylic acid beta-caryophyllene-5-ester. The preparation method of pyrazinecarboxylic acid beta-caryophyllene-5-ester compound comprises the steps: pyrazinecarboxylic acid firstly is reacted with DCC,then beta-caryophyllenol and DMAP are added for reaction, and the pyrazinecarboxylic acid beta-caryophyllene-5-ester compound is obtained after the reaction is finished. It is proved by NO inhibitionratio experiments, cytotoxicity experiments and anticancer activity experiments that the pyrazinecarboxylic acid beta-caryophyllene-5-ester compound has good activity on inflammatory RAW264.7 cell strains and cervical cancer, liver cancer, breast cancer or lung cancer, and can be applied to preparation of anti-inflammatory and anti-cancer drugs.

The invention discloses a Zn-MOF material with cation sensing performance and a preparation method. The chemical formula of Zn-MOF material is Zn(H 2 O) 2 (C 8 h 4 o 4 ) 1 / 2 (C 5 h 3 N 2 o 2 ), the molecular formula is C 9 h 9 N 2 o 6 Zn, with a molecular weight of 306.58, belongs to the orthorhombic crystal system, Pbca space group. Weigh ZnCl 2 Dissolve in distilled water and stir; dissolve 2-pyrazinecarboxylic acid, terephthalic acid and KOH in N,N-dimethylformamide solution and stir. The two were then mixed, stirred, and transferred to a stainless steel reaction kettle lined with polytetrafluoroethylene. React at 80°C for five days. Cool down to room temperature by program to obtain colorless blocky crystals. Collect, wash, and vacuum-dry to obtain the target product. The method of the invention has the advantages of simple operation, mild conditions and high yield, and the prepared Zn-MOF material has good cation sensing performance.

The invention provides a synthetic method of a 2-pyrazine carboxylic ester compound. The synthesis method comprises the following steps: S1, carrying out addition reaction on a compound 1 and glyoxal dioxime under the action of a Lewis acid catalyst to obtain an intermediate 1; and step S2, carrying out first dehydration reaction on the intermediate 1 to obtain the 2-pyrazine carboxylic ester compound, wherein the structural general formulas of the compound 1, the intermediate 1 and the 2-pyrazine carboxylic ester compound are sequentially shown in the specification, R1 being a C1-C15 substituted or unsubstituted alkyl group, and R2 being a C1-C10 alkyl group. The preparation cost (or commercially available price) of the initial raw material compound 1 adopted by the invention is generally far lower than that of a trifluoropyruvate methyl ester compound. Compared with the traditional preparation method of 3-trifluoromethyl-2-methyl pyrazinecarboxylate, the method has the advantages of mild reaction conditions, simple operation and wide raw material sources, avoids the use of an expensive coupling catalyst, and greatly reduces the cost.

The invention discloses a method for purifying crude 5-methylpyrazine-2-carboxylic acid. The method utilizes a vacuum sublimation and desublimation process to prepare high-purity 5-methylpyrazine-2-carboxylic acid. The preparation process is followed by dehydration of the crude product, heating up and vacuuming to open nitrogen for sublimation, cooling and desublimation, opening the tank, and receiving the material. The 5-methylpyrazine-2-carboxylic acid white transparent solid with a total yield of more than 80% and a purity of more than 99% can be obtained. The method is simple in process, does not need to use organic solvents, has no waste water, is more environmentally friendly, has low cost, high product purity and high yield, and is suitable for industrial production.

The invention belongs to the field of chemical synthesis and particularly relates to a reparation method of 6-bromine-3-hydroxyl-2-pyrazinamide. The method comprises the steps of converting 3-hydroxyl-2-pyrazinecarboxylic acid methyl ester which is taken as an initial material into 6-bromine-3-hydroxyl-2-pyrazinecarboxylic acid methyl ester, and then carrying out ammonolysis, so that the 6-bromine-3-hydroxyl-2-pyrazinamide can be prepared with high yield by simple and convenient operations. The preparation method has the advantages that the 3-hydroxyl-2-pyrazinecarboxylic acid methyl ester which is cheap in price, and convenient to purchase in markets is taken as the initial material, the method is simple and convenient and easy to implement, the selected solvent range is wide, a solvent is easy to remove, the yield is high, and the method can be applicable to industrial production.

The invention discloses a filter cake drying and collecting device for 2-methyl-5-pyrazinecarboxylic acid production, and relates to the field of filter cake drying. According to the technical scheme, the filter cake drying and collecting device comprises a drying box, penetrating grooves are symmetrically formed in the outer portion of the drying box, and a plurality of overturning mechanisms and a plurality of conveying belts are assembled in the drying box; the multiple overturning mechanisms and the multiple sections of conveying belts are distributed in a staggered mode, one side of each overturning mechanism is adjacent to the corresponding conveying belt, a buffering mechanism is adjacently arranged on the other side of each overturning mechanism, clamping rods are symmetrically installed in the drying box, and the outer portions of the clamping rods are slidably connected with mounting plates. A positioning mechanism used for dividing filter cakes into columns is arranged between the two mounting plates, guide plates are mounted outside the mounting plates, the distance between the column dividing plates can be adjusted by adjusting the positions of the mounting plates in the positioning mechanism, and then the filter cakes moving on the conveying belt can be evenly divided into columns. And the filter cakes can be conveniently collected through the collecting box.

The invention discloses a synthesis method of zopiclone impurity pyrazine-2-carboxylic acid (5-chloro-pyridine-2-yl)-amide, and the method comprises the following steps: 1) pyrazine-2-formic acid and 2-amino-5-chloropyridine are subjected to a reaction in a solvent; 2) separating reaction products; 3) purifying; wherein the solvent in the step 1) is selected from alkyl halide and thionyl chloride. The alkyl halide is selected from any one or a combination of dichloromethane, trichloromethane, 1, 1-dichloroethane and 1, 2-dichloroethane.

The invention discloses a phase-separating device for the production of 2-methyl-5-pyrazinecarboxylic acid, relates to the technical field of phase-separating equipment, and comprises a fixing frame, and a mounting hole is opened in the middle of the top of the fixing frame, and the mounting hole is A centrifugal cylinder is fixed on the inner wall of the centrifugal cylinder, and a drum is arranged inside the centrifugal cylinder. A fixed ring plate is fixed on the top position of the inner peripheral wall of the centrifugal cylinder, and a rotating ring plate is installed on the inner ring of the fixed ring plate. The inner ring of the rotating ring plate is fixed on the outer peripheral wall of the rotating shaft. When the extraction time set by the single-chip microcomputer of the present invention is reached, the second electromagnetic valve is opened and the first electromagnetic valve is closed. At this time, the light phase liquid gradually flows out, and the inert gas slowly returns to the anti-permeation rubber sleeve, and the anti-infiltration rubber sleeve gradually expands. Then continuously push the light phase tube to move gradually so that it can be in contact with the light phase liquid all the time until the light phase liquid flows out completely, which can increase the collection rate of the light phase liquid and reduce waste.

The invention discloses a conjugated polymer based on pyrazine-2-carboxylate unit, which has the following general structure: this type of copolymer can be used as an active layer material in organic semiconductor devices such as organic solar cells and organic field effect transistors, Applications in organic electroluminescent devices, organic thermochromic components, and organic field effect transistors, which have better solar light harvesting capabilities, hole transport capabilities, and thermal stability.

The invention discloses a foam titanium-based catalyst for a sludge pyrohydrolysis treatment system. Foam titanium is cleaned and then modified with a mixed solution prepared from 3-hydroxyl-2-pyrazinecarboxylic acid, 5-hydroxypyrazine-2-carboxylic acid methyl ester, 5-bromo-3-chloropyrazin-2-amine, 4-chloro-6,7-dimethoxyquinoline, 3-methyl-4-aminopyridine, 2-chlorothiophene-3-carboxylic acid and4-bromo-1,2-dihydropyridazine-3,6-dione, and a substance C is prepared; the substance C is modified with a mixed solution prepared from CdCl2, MgCl2, PbCl2, sodium vanadate and sodium aluminate, and asubstance D is prepared; the substance D is modified with a mixed solution prepared from 5-chloro2-fluoro-3-nitropyridine, N-(6-chloro-3-pyridazinyl)butanamide, 2-butyl-3-methylpyrazine, 6-chloropyrazine-2-carbonitrile and 4-chloro-7-trifluoromethylquinoline, and an obtained substance is the foam titanium-based catalyst for the sludge pyrohydrolysis treatment system.

The invention relates to a synthesis method of pyrazine-2, 3-dicarboxylic acid bis [(5-chloro-pyridine-2-yl)-amide], which comprises the following steps: 1) by taking 3-(5-chloropyridine-2-carbamyl)-2-pyrazinecarboxylic acid (compound G) as a raw material, adding triethylamine, EDCI, HOBt and 2-amino-5-chloropyridine into an organic solvent for condensation reaction, and stirring for 4-18 hours; (2) after the reaction is finished, pouring reaction liquid into water, extracting and separating; and (3) purifying the isolate through a purification column to obtain a pyrazine-2, 3-dicarboxylic acid bis [(5-chloro-pyridine-2-yl)-amide] pure product.