65 results about "CMN pyrazole" patented technology

Provided are crystalline forms of N-methyl-N-((1s,3s)-3-methyl-3-((6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrazin-4-yl)oxy)cyclobutyl)acrylamide, pharmaceutical compositions, methods of use and methods of making thereof.

The compound cis)-N—((S)-1-(6-(4-fluoro-1H-pyrazol-1-yl)pyridin-3-yl)ethyl)-1-methoxy-4-(4 methyl-6-(5-methyl-1H-pyrazol-3-ylamino)pyrimidin-2-yl)cyclohexanecarboxamide can be prepared as a free base in various crystalline solid forms, and in various salt forms each having one or more solid forms.

The present application relates to a kind of preparation method of trifluoromethyl pyrazole compound, belong to the technical field of organic synthesis.The specific method is: (1) trifluoroacetyl ethyl acetate is first with hydrazine hydrate cyclization reaction and generates compound of formula III;(2) under the catalysis of base, compound of formula III is reacted with difluoromethylation reagent and generates compound of formula II;(3) compound of formula II is reacted with methylating agent and obtains compound of formula I;The difluoromethylation reagent is difluoro-monochloromethane or sodium difluoro-monochloroacetate;The methylating agent is chloromethane, bromomethane, iodomethane, dimethyl sulfate or dimethyl carbonate.The present application is prepared by changing reaction route, and the higher-priced raw material methylhydrazine is replaced, and isomer impurity is no longer generated in the product prepared.Not only raw material cost is reduced, but also the purity of product is improved.

The invention discloses a high-temperature-resistant DMPP composite preparation as well as a preparation method and application thereof, and belongs to the technical field of nitrogen fertilizer synergistic materials. The composite preparation is prepared from the following raw materials in parts by weight: 40 to 50 parts of high-molecular compound, 20 to 40 parts of acidic substance, 0.5 to 2.5 parts of lignin sulfonate and 5 to 40 parts of 3, 4-dimethyl pyrazole phosphate DMPP. The compound preparation has good high-temperature resistance and can keep stable chemical properties in the high-temperature granulation process of the fertilizer. In practical application, when the high-temperature-resistant DMPP composite preparation is directly added into fertilizer slurry for high-tower granulation, the stability of DMPP in a high-temperature environment can be ensured, and the decomposition and loss of DMPP caused by high temperature are avoided, so that the effective content of DMPP in a finished product fertilizer is ensured. The problems that the DMPP fertilizer is low in external adding efficiency, the production process is complex, and the cost is additionally increased are solved.

The application belongs to the technical field of organic synthesis and particularly relates to a preparation method of 1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-ol, which comprises the following steps: (1) adding acid into a reaction container, adding 40% methylhydrazine aqueous solution and stirring uniformly; (2) adding trifluoroacetyl acetic acid ethyl ester dropwise into the reaction system of step (1), heating after dropwise addition is completed, performing heat preservation reaction and monitoring the reaction by TLC; (3) after the reaction is completed, adding water into the reaction system of step (2) to perform crystallization, performing suction filtration after cooling, washing the filter cake with water and drying to obtain 1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-ol crude product, and purifying to obtain the final product 1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-ol. The application has the beneficial effect that by controlling the feeding sequence, the acid amount and the reaction temperature, the methylhydrazine addition amount is reduced, methylhydrazine is avoided from being left in waste water, and thus the treatment difficulty of waste water is reduced.

The present application provides methods for preparing (R)-4-(3-((S)-1-(4-amino-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-5-chloro-2-ethoxy-6-fluorophenyl)pyrrolidin-2-one, which is useful as a phosphoinositide 3-kinase-delta (PI3Ks) inhibitor, as well as salt forms and intermediates related thereto.

The invention belongs to the field of medicine synthesis, and particularly relates to a preparation method of 3-hydroxy-4-fluorobenzoate. According to the preparation method disclosed by the invention, 3-bromo-4-fluorobenzaldehyde is taken as an initial raw material, and the compound 3-hydroxy-4-fluorobenzoate is prepared through four steps of reactions including aldolization, boronation, oxidation and esterification. The 3-hydroxy-4-fluorobenzoate can be used for preparing the acomidid or an intermediate 3-(3-(3, 5-dimethyl-1H-pyrazol-4-yl) propoxy)-4-fluorobenzoate of the acomidid, and the 3-(3, 5-dimethyl-1H-pyrazol-4-yl) propoxy)-4-fluorobenzoate can be used for preparing the acomidid. The preparation method has the advantages of easily available raw materials, mild reaction conditions, simple operation, high yield and purity, and suitableness for industrial production.

The application discloses a method suitable for reducing N2O emission of straw returned to field in medium-weak acidic soil, and relates to the technical field of environmental protection. The medium-weak acidic soil is the straw full amount smashing and burying returned to field soil, and after pre-culturing the medium-weak acidic soil, nitrogen fertilizer and inhibitor are added into the pre-cultured medium-weak acidic soil in sequence, and after culturing, the N2O emission of the medium-weak acidic soil is reduced. The inhibitor is compounded by 3,4-dimethyl pyrazole phosphate and nano carbon solution. The 3,4-dimethyl pyrazole phosphate and the nano carbon solution have a synergistic effect on reducing the total amount of N2O emission in the medium-weak acidic soil. Specifically, compared with the blank treatment group, the N2O emission amount of the inhibitor prepared by combining the 3,4-dimethyl pyrazole phosphate and the nano carbon solution is reduced by 0.422 kg·hm ‑2 .

A low-density, high-temperature, creep-resistant benzoxazine hybrid epoxy paste and its preparation method are disclosed, relating to the field of adhesive technology. The aim is to address the insufficient long-term high-temperature creep resistance of existing lightweight epoxy adhesives. The paste is prepared from the following raw materials: Raw materials are weighed, and amide-containing trifunctional benzoxazine resin, amide-containing difunctional benzoxazine resin, amide-containing monofunctional benzoxazine resin, multifunctional epoxy resin, bisphenol A type epoxy resin, and toughening agent are added to a reaction vessel. The mixture is heated and stirred to obtain a homogeneous resin premix. The mixture is then cooled, and hollow glass microspheres, a coupling agent, and 2-methyl-pyrazolo[1,5-A]pyrimidine-6-carboxylic acid are added, and the mixture is stirred to obtain an intermediate product. Finally, a curing agent is added and stirred to obtain the low-density, high-temperature, creep-resistant benzoxazine hybrid epoxy paste. This invention is applicable to structural bonding applications in aerospace, rail transportation, and electronic packaging where lightweighting and long-term high-temperature reliability are critical.

The invention belongs to the technical field of energetic materials, and discloses a synthesis method of a fusion casting carrier explosive 4-methoxy-1-methyl-3, 5-dinitropyrazol, commercially available 1-methylpyrazole-4-boronic acid pinacol ester is used as a raw material, a key intermediate 4-methoxy-1-methyl-1H-pyrazole is synthesized through a one-pot method two-step substitution reaction, and the fusion casting carrier explosive 4-methoxy-1-methyl-3, 5-dinitropyrazol is obtained. The product does not need to be purified, and can be directly nitrified after simple post-treatment, so that the casting carrier explosive product 4-methoxy-1-methyl-3, 5-dinitropyrazole is obtained. Compared with the prior art, the preparation method provided by the invention has the advantages of simplicity, high efficiency, low cost and the like, and has the potential of large-scale synthesis.

The present disclosure provides an improved method of treating cancer using N-(5-(difluoromethoxy)-1H-pyrazol-3-yl)-1-((tetrahydro-2H-pyran-4-yl) methyl)-1H-pyrazolo [3, 4-b] pyrazine-6-amine, or a pharmaceutically acceptable salt thereof.

The present invention relates to mixtures comprising a solid support comprising a urease inhibitor and another solid support comprising a nitrification inhibitor, such as 3,4-dimethylpyrazole phosphate (DMPP) or 2-(3,4-dimethyl-1H-pyrazol-1-yl)succinic acid (DMPSA), to a method for enhancing the nitrification inhibitory effect or for increasing the health of a plant using mixtures of at least one compound I and at least one compound II; to the use of mixtures comprising compounds I and II for increasing the health of a plant.

This provides a crystalline form of PF-07104091 that has desirable properties such as high crystallinity, high purity, low hygroscopicity, favorable solubility or mechanical properties, improved manufacturability or filterability, and / or favorable stability. [Solution] A crystal (Form 3) of (1R,3S)-3-[3-({[3-(methoxymethyl)-1-methyl-1H-pyrazole-5-yl]carbonyl}amino)-1H-pyrazole-5-yl]cyclopentylpropan-2-ylcarbamate (PF-07104091) monohydrate is provided, having a powder X-ray diffraction (PXRD) pattern including peaks at 2θ values ​​measured using CuKα radiation at 8.4, 10.1 and 21.5°2θ±0.2°2θ.

The present application relates to 1, 3-dimethyl-5-pyrazole carboxylic acid esters and related compounds, methods for their preparation and methods of their use as perfume and flavor ingredients in food, cosmetic, pharmaceutical, consumer and other compositions and products.

The present invention provides a novel 5-fluoro-1-[(2-fluorophenyl)methyl]-1H-pyrazolo [3, 4-b]pyridine-3-carboximidamide formate compound of formula (IV) and process for preparation thereof. The present invention further provides for the use of compound of formula (IV) for the preparation of vericiguat compound of formula I. The present invention also relates to process for the preparation of vericiguat Modification form II, vericiguat Modification form III, vericiguat monohydrate and dihydrate.

The utility model belongs to the technical field of 5-hydroxy-1-methyl-3-trifluoromethyl-1H-pyrazole preparation, and particularly relates to a pyrazole compound suction filtration device which comprises a Buchner funnel, a suction filtration box, a liquid collection box and a vacuum assembly, the Buchner funnel is connected to the suction filtration box, the vacuum assembly comprises a first guide pipe and a second guide pipe, and the first guide pipe is connected with the liquid collection box. One end of the first guide pipe is connected with the top of the suction filtration box, and the other end of the first guide pipe is connected with the top of the liquid collection box; a third guide pipe is further arranged at the position, close to the top, of the liquid collecting box and connected with a power device. Compared with the prior art, the device disclosed by the utility model can be used for amplifying production and realizing continuous suction filtration, and meanwhile, the stability of the device in an operation process is improved.

Pesticidal mixtures comprising as active compounds 1) at least one pyrazole compound A of formula I: wherein the variables are as defined in the specification, and 2) at least one further compound B selected from 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]-N-[(4R)-2-ethyl-3-oxo-isoxazolidin-4-yl]-2-methyl-benzamide; 4-[(5S)-5-(3,5-dichloro-4-fluoro-phenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]-N-[(4R)-2-ethyl-3-oxo-isoxazolidin-4-yl]-2-methyl-benzamide; N-[4-Chloro-3-[[(phenylmethyl)-amino]-carbonyl]-phenyl]-1-methyl-3-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide; N-[4-chloro-3-(cyclo-propylcarbamoyl)phenyl]-2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazole-3-carboxamide; N-[4-chloro-3-[(1-cyanocyclopropyl)carbamoyl]phenyl]-2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazole-3-carboxamide; 2-chloro-N-(1-cyanocyclopropyl)-5-[1-[2-methyl-5-(1,1,2,2,2-pentafluoroethyl)-4-(trifluoromethyl)pyrazol-3-yl]pyrazol-4-yl]benzamide; 2-(3-ethylsulfonyl-2-pyridyl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-b]pyridine, 2-(3-ethylsulfonyl-2-pyridyl)-5-(trifluoromethylsulfonyl)-1,3-benzoxazole; spiropidion, acynonapyr, and benzpyrimoxan; methods and use of these mixtures for combating invertebrate pests such as insects, arachnids or nematodes in and on plants, and for protecting such plants being infested with pests, especially also for protecting plant propagation material as like seeds.

The present application relates to pyrazole ring containing beta-carboline compounds, its synthesis method and its antifouling application. D-tryptophan is reacted with acetaldehyde, Pictet-Spengler cyclization reaction occurs, and the required beta-carboline carboxylic acid compound is generated; then the carboxyl is esterified to obtain the esterified tetrahydro-beta-carboline; the 1-methyl-3-trifluoromethyl pyrazole group is introduced into the esterified tetrahydro-beta-carboline to obtain a key intermediate, which provides a key synthetic skeleton for the synthesis of pyrazole ring containing beta-carboline compounds; the skeleton compound is reacted with different acyl chlorides to obtain a series of pyrazole ring containing beta-carboline compounds. The synthesis process is simple, the raw materials are cheap and easy to obtain, the compounds have significant antibacterial activity, have high bactericidal effect on staphylococcus aureus and escherichia coli, have great potential in antifouling, and have wide application prospect.

To provide forms of Compound A, which is a potent Aurora A, B, and C, and FLT3 kinase inhibitor, that are stable and have a certain degree of inherent water solubility.SOLUTION: Provided are a fumarate salt and polymorphic forms of Compound A (6-chloro-7-(4-(4-chlorobenzyl)piperazin-1-yl)-2-(1,3-dimethyl-1H-pyrazol-4-yl)-3H-imidazo[4,5-b]pyridine). The present invention also provides processes for preparation of salts and polymorphic forms of Compound A, pharmaceutical compositions comprising them, and their use in treatment of proliferative disorders such as cancer, and other diseases or conditions in which Aurora kinase and / or FLT3 activity is implicated.SELECTED DRAWING: None

The present invention relates to crystalline forms of 2-(4-(4-(aminomethyl)-1-oxo-1, 2-dihydrophthalazin-6-yl)-1-methyl-1H-pyrazol-5-yl)-4-chloro-6-cyclopropoxy-3-fluorobenzonitrile hydrochloride, pharmaceutically acceptable compositions comprising these crystalline forms, and methods of using these crystalline forms.

The invention relates to the technical field of compound fertilizers, and particularly discloses a low-ammonia volatile nitrogen fertilizer and a preparation process thereof, the low-ammonia volatile nitrogen fertilizer comprises the following raw materials by weight: 40-60 parts of a base nitrogen fertilizer, 2-5 parts of a composite inhibitor, 8-15 parts of a modified coating liquid, and 3-8 parts of an auxiliary agent; a composite inhibitor and a modified coating liquid are added in the process of preparing the low-ammonia volatile nitrogen fertilizer, the composite inhibitor is prepared by mixing n-propyl thiophosphoric triamide, 3-methyl-1H-pyrazole-5-carboxylic acid and a bio-based emulsifier, and the bio-based emulsifier is prepared by chemically bonding spirulina protein and tea polyphenol. Amino groups and carboxyl groups on spirulina protein and phenolic hydroxyl groups on tea polyphenol not only can be combined with hydroxyl groups on n-propyl thiophosphoric triamide and 3-methyl-1H-pyrazole-5-carboxylic acid, but also hydrophobic groups on the spirulina protein and the phenolic hydroxyl groups on the tea polyphenol can form a hydrophobic effect with a flexible long-chain alkane structure on soybean oil in modified coating liquid; the ammonia volatilization inhibition effect and the slow release performance of the nitrogen fertilizer are synergistically improved.

The invention discloses a compound containing a 1-methyl-4-(p-toluoyl)-1H-pyrazol-5-yl carboxylic ester structure and an application of the compound as a herbicide. The structural formula of the compound is shown as a formula I. The preparation method comprises the following steps: taking [3-(4, 5-dihydro-3-isoxazolyl)-2-methyl-4-(methylsulfonyl) phenyl] (5-hydroxy-1-methyl-1H-pyrazole-4-yl) ketone as a raw material, and carrying out nucleophilic substitution reaction on the [3-(4, 5-dihydro-3-isoxazolyl)-2-methyl-4-(methylsulfonyl) phenyl] (5-hydroxy-1-methyl-1H-pyrazole-4-yl) ketone and an acyl chloride reagent in a solvent to prepare the compound shown in the formula I; the compound has the advantages of novel structure, wide herbicide controlling spectrum, high herbicidal activity, simple preparation method, mild reaction conditions, high product yield, short reaction process and the like.

This invention discloses a bio-preparation method for a key chiral intermediate of erlotinib ethyl ester. The method utilizes resting cells of *Saccharomyces cerevisiae* ZJPH1807 as a catalyst to prepare (R)-1-[4-chloro-2-(3-methyl-1H-pyrazol-1-yl)phenyl]-2,2,2-trifluoroethanol via biocatalysis of 1-[4-chloro-2-(3-methyl-1H-pyrazol-1-yl)phenyl]-2,2,2-trifluoroethanol. The product obtained using this strain exhibits high optical purity (ee value > 99.9%) and a reaction yield of 86.4%. The process is simple, environmentally friendly, and uses microbial cells as the biocatalyst, resulting in low cost.

The invention belongs to the field of chemical synthesis, and particularly relates to a method for clean production of 5-methyl-3-(trifluoromethyl)-1H-pyrazole. Methyl trifluoroacetate is used as a raw material and reacts with acetone under the conditions of a solvent and a catalyst, a reaction solution is subjected to acidification and negative pressure distillation to obtain a trifluoroacetylacetone methanol solution, the trifluoroacetylacetone methanol solution directly reacts with hydrazine hydrate, and 5-methyl-3-trifluoromethyl-lH-pyrazole is obtained. The content of the 5-methyl-3-(trifluoromethyl)-1H-pyrazole obtained through the method reaches 99% or above, the two-step synthesis yield reaches 70%, and the method has the advantages of being high in product content, few in impurities, simple in technological process, convenient in solvent recovery and the like, and meets the requirement of clean production.

The invention discloses a preparation method of 3, 4-dimethyl pyrazole and phosphate thereof, and belongs to the technical field of agricultural chemistry. The preparation method comprises the following steps: carrying out dehydration condensation on 2-butanone and formylhydrazine, carrying out cyclization under an alkaline condition to obtain 3, 4-dimethyl pyrazole, and salifying with phosphoric acid to generate 3, 4-dimethyl pyrazole phosphate. The method disclosed by the invention is simple to operate, the two-step reaction can be continuously carried out, the used materials are sufficient in market supply, the use of high-activity metals such as hydrazine hydrate of a pipe product or metallic sodium of a dangerous article is avoided, and the product obtained by adopting the method has relatively strong market competitiveness.

The compound N-(5-(difluoromethoxy)-1H-pyrazol-3-yl)-1-((tetrahydro-2H-pyran-4-yl)methyl)-1H-pyrazolo[3,4-b]pyrazin-6-amine (Compound (I)) can be prepared as the free base in various crystalline solid forms and various salt forms, each having one or more solid forms. Methods for preparing specific crystalline forms of the free base and salts of Compound (I) are also disclosed.

The utility model belongs to the technical field of 5-hydroxy-1-methyl-3-trifluoromethyl-1H-pyrazole sizing and washing, and particularly relates to a solid sizing and washing device for pyrazole compounds, which comprises a stirring barrel and a filtering barrel, the stirring barrel is mounted on a platform through a fixing support, a stirrer is arranged in the stirring barrel, a water inlet pipe is arranged on the stirring barrel, and a water outlet pipe is arranged on the filtering barrel. A drying device is also arranged on the stirring barrel; the filter barrel is in clearance fit with the stirring barrel, the inner diameter of the filter barrel is equal to the outer diameter of the stirring barrel, a filter screen is arranged in the filter barrel, a drain pipe is arranged on the side wall, and a lifting mechanism is arranged at the bottom of the filter barrel; compared with the prior art, the discharging device is simple in discharging and convenient to clean, and the production efficiency is improved.

The invention discloses a method for preparing a pesticide intermediate through catalysis of multienzyme and coenzyme co-immobilized nanogel, and belongs to the field of synthesis of pesticide intermediates. Comprising the following steps: preparing a nano-emulsion from sodium alginate, halogenase, flavin reductase, glucose dehydrogenase, coenzyme flavin adenine dinucleotide, coenzyme nicotinamide adenine dinucleotide, water, an organic solvent and an emulsifier; performing cross-linking on the nano-emulsion and a calcium chloride solution to form multi-enzyme and coenzyme co-immobilized nano-gel; the preparation method comprises the following steps: preparing 1-methyl-3-ethyl-4-chloro-5-pyrazole carboxylic acid from ethyl 1-methyl-3-ethyl-5-pyrazole formate, nanogel, sodium chloride, glucose, sodium hydroxide, hydrochloric acid and water; and preparing the 1-methyl-3-ethyl-4-chloro-5-pyrazole carboxylic acid from the ethyl 1-methyl-3-ethyl-5-pyrazole formate. The multi-enzyme and coenzyme co-immobilized nanogel has the advantages of high catalytic efficiency, good selectivity, high repeated utilization rate, easy recovery and the like, and the production efficiency of the 4-chloro-3-ethyl-1-methylpyrazole-5-formic acid is effectively improved while dangerous reagents such as chlorine and sulfonyl chloride are replaced for a green chlorination process.

The invention belongs to the technical field of organic synthesis and fertilizer additives, and particularly relates to a preparation method of 3, 4-dimethyl pyrazole and phosphate thereof, the method comprises the following steps: step 1) formylation reaction; the method comprises the following steps: in the presence of Lewis acid, carrying out formylation reaction on 2-butanone, formate and sodium alkoxide in an alkali solvent to obtain a reaction mixture; (2) cyclization reaction: enabling the reaction mixture obtained in the step (1) to be in contact with hydrazine hydrate for cyclization reaction to obtain the 3, 4-dimethylpyrazole.The preparation method is simple in process, safe, reliable, high in yield and product purity, simple in three-waste treatment and suitable for industrial production, and the solvent can be recycled and reused.