1-Sep-21 News Extracurricular laboratory: Synthetic route of 1453-58-3

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Adding a certain compound to certain chemical reactions, such as: 1453-58-3, name is 3-Methylpyrazole, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1453-58-3, SDS of cas: 1453-58-3

To a 10 ml Schlek reaction tube under the protection of an inert gas such as high purity nitrogen, 0.05 mmol of a water-soluble palladium on water-bound monophosphine salt compound (5), 1.0 mmol of p-chlorobenzene, 1.3mmol of 3-methylpyrazole, 3 mmol of potassium hydroxide and 5 ml of water were added and the reaction tube was purged with nitrogen three times and then heated to 100 C with an oil bath under magnetic stirring. The reaction was refluxed for 24 hours. The oil bath was removed and the reaction was concentrated on a rotary evaporator. The residue was chromatographed on silica gel using ethyl acetate as the developing solvent to give pure product 4-methylphenyl-3-methylpyrazole in 89%

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Reference:
Patent; Luoyang Normal College; Li Hongmei; Xu Chen; Tu Tianyong; Wang Zhiqiang; Hao Xinqi; (10 pag.)CN106674287; (2017); A;,
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9/1/2021 News Analyzing the synthesis route of 31108-57-3

The chemical industry reduces the impact on the environment during synthesis 1H-Pyrazole-4-carbonitrile. I believe this compound will play a more active role in future production and life.

Synthetic Route of 31108-57-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 31108-57-3, name is 1H-Pyrazole-4-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of II-M1 (510 mg, 1.19 mmol) in Acetone (10 mL) was added K2C03 (245 mg, 1.78 mmol) and 5-methyl-2H-tetrazole (211 mg, 1.42 mmol) at 20C. The mixture was stirred at 20C for 16 hrs. The reaction mixture was treated with water (20 mL). The mixture was extracted with EtOAc (2 x 20 mL). The combined organic phase was washed with brine (20 mL), dried over anhydrous Na2S04, filtered, concentrated in vacuum. The residue was purified by HPLC (Column: YMC-Actus Triart C18 l00*30mm*5um), gradient: 75-95% B (water (0.05%HCl)-ACN), flow rate: 25 mL/min) to afford the mixture II-M2 and II-M2a (Peak 1, 320 mg, ) as a solid and IJ~M2b (Peak 2, 50 mg, ) as a solid. (0920) The mixture II-M2 and II~M2a (320 mg, ) was purified by SFC (column: DAICEL (0921) CHIRALCEL OJ-H(250mm*30mm,5um)), gradient: 35-35% B (0. l%NH3H2O, B= EtOH ), flow rate: 200 mL/min) to afford II-M2 (Peak 1, 49 mg, 8 %) as a solid and II-M2a (Peak 2, 62 mg, 10 %) as a solid. (0922) The residue II-M2b (50 mg, ) was dissolved in MeCN (5 mL) at 25C and concentrated in vacuum to II~M2b (45 mg, 8 %) as a solid.

The chemical industry reduces the impact on the environment during synthesis 1H-Pyrazole-4-carbonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SAGE THERAPEUTICS, INC.; ROBICHAUD, Albert, Jean; SALITURO, Francesco, G.; BLANCO-PILLADO, Maria, Jesus; LA, Daniel; HARRISON, Boyd, L.; (276 pag.)WO2019/126741; (2019); A1;,
Pyrazole – Wikipedia,
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9/1/21 News A new synthetic route of 35344-95-7

Statistics shows that 1H-Pyrazole-4-carbaldehyde is playing an increasingly important role. we look forward to future research findings about 35344-95-7.

Electric Literature of 35344-95-7, These common heterocyclic compound, 35344-95-7, name is 1H-Pyrazole-4-carbaldehyde, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A nucleophile (1 mmol)was added to a solution of compound 1 or 2 (1 mmol) in MeCN or EtOH(10 ml) and the mixture was stirred at room temperature for 30 min (foradducts with 1) or 2?24 h (for adducts with 2). The precipitated productwas filtered off, washed with the same solvent (5 ml) and dried in air to give beige or brown solid adduct.

Statistics shows that 1H-Pyrazole-4-carbaldehyde is playing an increasingly important role. we look forward to future research findings about 35344-95-7.

Reference:
Article; Starosotnikov, Alexey M.; Shkaev, Dmitry V.; Bastrakov, Maxim A.; Fedyanin, Ivan V.; Shevelev, Svyatoslav A.; Dalinger, Igor L.; Mendeleev Communications; vol. 28; 6; (2018); p. 638 – 640;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 1,4-Dimethylpyrazole

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1,4-Dimethylpyrazole, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 1072-68-0, The chemical industry reduces the impact on the environment during synthesis 1072-68-0, name is 1,4-Dimethylpyrazole, I believe this compound will play a more active role in future production and life.

After phase separation, the organic phase was distilled to afford 170.1 g (1.3 mol) of 5-chloro-1,4-dimethylpyrazole of boiling point (120) 105 C. and a purity of 99.7% (GC) and 99.3 g (0.6 mol) of 3,5-dichloro-1,4-dimethylpyrazole of boiling point (15) 85 C. and a purity of 99.5% (GC). The yields of 5-chloro-1,4-dimethylpyrazole and 3,5-dichloro-1,4-dimethylpyrazole resulted in an overall yield of 95% based on 1,4-dimethylpyrazole.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1,4-Dimethylpyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merkle, Hans Rupert; Fretschner, Erich; US2004/102505; (2004); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Extracurricular laboratory: Synthetic route of C3H3FN2

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Fluoro-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 35277-02-2, name is 4-Fluoro-1H-pyrazole, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 35277-02-2, category: pyrazoles-derivatives

To a solution of isopropyl (R)-2-amino-2-(4- bromophenyl)-4,4-dimethylpentanoate (420 mg, 1.23 mmol) in dioxane (6 mL) were added 4-fluoro-1H-pyrazole (739 mg, 8.59 mmol), cesium carbonate (3.20 g,9.82 mmol), 2-di-tert-butylphosphino-3 ,4,5,6-tetramethyl-2?,4?,6?-triisopropyl-1,1?-biphenyl (590 mg, 1.23 mmol) and bis(dibenzylideneacetone)palladium(0)(353 mg, 0.61 mmol). The reaction mixture was sparged with argon for 5 mm, andheated at 90 C for 1.5 h. Then to the mixture were added 4-fluoro-1H-pyrazole(317 mg, 3.68 mmol), cesium carbonate (1.60 g, 4.91 mmol), 2-di-tert-butylphosphino-3 ,4,5,6-tetramethyl-2?,4?,6?-triisopropyl- 1,1 ?-biphenyl (354 mg,0.74 mmol) and bis(dibenzylideneacetone)palladium(0) (212 mg, 0.23 mmol). Themixture was sparged and heated at 90 C for 20 h. The reaction mixture was thenpurified by silica gel column chromatography (0-100% gradient EtOAc/hexanes)to give the product.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Fluoro-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GILEAD SCIENCES, INC.; CAI, Zhenhong R.; CHO, Aesop; BUENROSTRO, Ana Zurisadai Gonzalez; HAN, Xiaochun; JABRI, Salman Y.; MCFADDEN, Ryan; QI, Yingmei; VOIGT, Johannes; YANG, Hong; XU, Jie; XU, Lianhong; (545 pag.)WO2019/75291; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

The origin of a common compound about 31108-57-3

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Adding a certain compound to certain chemical reactions, such as: 31108-57-3, name is 1H-Pyrazole-4-carbonitrile, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 31108-57-3, Computed Properties of C4H3N3

In a nitrogen-purged glove box, (oxybis(2,1-phenylene))bis(diphenylphosphine) (1.0 g, 1.86 mmol) and toluene (20 mL) were added to a glass jar, containing a TEFLON coated stir bar. A solution of mesitylcopper(I) (0.34 g, 1.86 mmol), in toluene (10 mL), was then added, while stirring. After a few minutes, 4-cyanopyrazole (0.17 g, 1.81 mmol) was added, the jar was capped, and the resulting mixture was stirred at 60C for 3 hours. After cooling to room temperature, the milky white mixture was concentrated, and further dried under vacuum for one hour at 110C. The resulting white solid (0.78 g) was isolated. A PMMA film of this complex did not show emission upon UV-excitation.

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Reference:
Patent; DOW GLOBAL TECHNOLOGIES LLC; LAITAR, David S.; CLARK, Thomas P.; RACHFORD, Aaron A.; MUKHOPADHYAY, Sukrit; DE VRIES, Timothy S.; DEVORE, David D.; (31 pag.)WO2016/57441; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

The origin of a common compound about C3H4N2

The synthetic route of 288-13-1 has been constantly updated, and we look forward to future research findings.

288-13-1, name is 1H-Pyrazole, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 288-13-1

Step 1 1-Isopropyl-1H-pyrazole To a suspension of NaH (14 g, 0.35 mol 60% in mineral oil) in DMF (120 mL) was added dropwise of a solution of pyrazole (20 g, 0.29 mol) in DMF (30 mL) at C. After addition, the suspension was stirred for 1 hour at room temperature. Isopropyl bromide (53.4 g, 0.44 mol) was added dropwise, and the reaction mixture was stirred at room temperature for 2 hours. Water was added to quench the reaction and the mixture was extracted with diethyl ether. The combined ether layers were washed with water, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was distilled under vacuum to afford 1-isopropyl-1H-pyrazole as a colorless liquid (15.0 g, 46.4%).

The synthetic route of 288-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Roche Palo Alto LLC; US2009/170873; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 31230-17-8

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 31230-17-8.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 31230-17-8, name is 5-Methyl-1H-pyrazol-3-amine, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 31230-17-8

The purchased 3-amino-5-methylpyrazole (20 g, 206 mmol) was dissolved in 200 ml of water and sodium bicarbonate (52 g, 618 mmol) was slowly added.Acetic anhydride (39 mL, 412 mmol) was added slowly and the system was heated to reflux overnight.After cooling, the crystals are precipitated, filtered, and washed with solid water and dried.Product A (12.4 g, 88 mmol, 43% yield) was obtained.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 31230-17-8.

Reference:
Patent; East China Normal University; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Lv Wei; Zhang Qiumeng; Xiao Donghuai; Shen Qianqian; Su Yi; Chen Yi; Ding Jian; (41 pag.)CN109020980; (2018); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Analyzing the synthesis route of 67-51-6

Statistics shows that 3,5-Dimethyl-1H-pyrazole is playing an increasingly important role. we look forward to future research findings about 67-51-6.

Related Products of 67-51-6, These common heterocyclic compound, 67-51-6, name is 3,5-Dimethyl-1H-pyrazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: To an 8 mL dram vial was added iodobenzene diacetate (0.6 mmol, 1.5 equiv), and heteroarene(0.4 mmol, 1 eq.), anhydrous dichloroethane (1 mL), then chloride source (5 equiv). The solutionwas allowed to stir (1000 rpm) at 50 C for the indicated amount of time. After which the solutionwas washed with saturated sodium bicarbonate, followed by saturated sodium thiosulfate andconcentrated. The crude mixture was then purified by column chromatography.

Statistics shows that 3,5-Dimethyl-1H-pyrazole is playing an increasingly important role. we look forward to future research findings about 67-51-6.

Reference:
Article; Fosu, Stacy C.; Hambira, Chido M.; Chen, Andrew D.; Fuchs, James R.; Nagib, David A.; Chem; vol. 5; 2; (2019); p. 417 – 428;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

A new synthetic route of 28466-26-4

The synthetic route of 4-Aminopyrazole has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 28466-26-4, name is 4-Aminopyrazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. COA of Formula: C3H5N3

Neat 1 H-pyrazol-4-amine (55.2 mg, 0.66 mmol) was added in one charge to a stirred solution of 5-bromo-2-[(phenylmethyl)oxy]benzoic acid (may be prepared as described in Description 5, method D; 170 mg, 0.55 mmol), EDC (318 mg, 1.66 mmol) and HOBT (254 mg, 1.66 mmol) in N,N-dimethylformamide (4 ml) in air at room temperature. The reaction mixture was stirred at room temperature overnight. Water (30 ml) was added, and the mixture was extracted with ethyl acetate (50 ml x 2). The organic layers were combined, dried over MgSO,,, and concentrated in vacuo. The residue was washed with ethyl acetate yield the title compound as a brown solid. 180 mg.1HNMR (400 MHz, DMSO-c/6): 5.26 (s, 2H), 7.24 (d, 1 H), 7.35-7.45 (m, 4H), 7.52 (d, 2H), 7.65-7.68 (m, 1 H), 7.77 (d, 1 H), 7.93 (s, 1 H), 10.21 (s, 1 H), 12.66 (s, 1 H).MS (electrospray): m/z [M+H]+ = 372

The synthetic route of 4-Aminopyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; NICHOLS, Paula Louise; EATHERTON, Andrew John; BAMBOROUGH, Paul; JANDU, Karamjit Singh; PHILPS, Oliver James; ANDREOTTI, Daniele; WO2011/38572; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics