Tag: M.W:200-300

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 129768-30-5 as follows. category: pyrazoles-derivatives

Example 11; N-(2-ethoxybenzyl)-1-(1-(2-(methylamino)ethyl)piperidin-4-yl)-3-(trifluoromethyl)-1 H-pyrazole-5-carboxamide (98); Step 1 tert-butyl 4-(5-(ethoxycarbonyl)-3-(trifluoromethyl)-1 H-pyrazol-1-yl)piperidine-1- carboxylate (93); [0268] tert-Butyl 4-iodopiperidine-i-carboxylate (5 683, 18 26 mmol, E G Corley et al, JOC, 2004, 69, 5120-5123) in DMF (30 7 ml) was added to a mixture of ethyl 3- (trifluoromethyl)-1 H-pyrazole-5-carboxylate (3 2 g, 15 37 mmol, M -A Plancquaert et al, Tetrahedron, 52, 4383-4396) and potassium carbonate 95 31 g, 38 4 mmol) and the mixture was stirred at 80oC for 16h After cooling, water was added and the mixture was extracted with EtOAc, and the organic extraxts were dried, filtered and concentrated Chromatographic purification of the residue by Biotage (5-20% EtOAc m Hexanes, 25M column) gave compound 93 as colorless oil (2 4 g, 39 9% yield) LFRMS (ESI) calc 391 4, found 414 1 (M+Na)+

According to the analysis of related databases, 129768-30-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; METHYLGENE INC.; WO2008/104077; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 10250-64-3,Some common heterocyclic compound, 10250-64-3, name is 1-Methyl-3-phenyl-1H-pyrazole-5-carboxylic acid, molecular formula is C11H10N2O2, 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 a solution of 19 (1.2 eq) and HOBt(1.4 eq) in DMF (0.5 M) were added EDCI (1.3 eq) and a solution of 15a-j or 16a-j (1.0 eq) in DMF (0.25 M), Et3N (3.5 eq) at 0 C. The reaction mixture was stirred at room temperature for 24 hours, then diluted in AcOEt. The organic phase was washed with water twice, saturated aqueous NaHCO3 three times, and brine, then dried over Na2SO4,filtered, and concentrated. The residue was purified by flash column chromatography to give intermediates 17a-j and 18a-j.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Methyl-3-phenyl-1H-pyrazole-5-carboxylic acid, its application will become more common.

Reference:
Article; Nakagawa, Hidehiko; Seike, Suguru; Sugimoto, Masatoshi; Ieda, Naoya; Kawaguchi, Mitsuyasu; Suzuki, Takayoshi; Miyata, Naoki; Bioorganic and Medicinal Chemistry Letters; vol. 25; 23; (2015); p. 5619 – 5624;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 60061-68-9, name is 4-Bromo-3-methyl-5-(trifluoromethyl)-1H-pyrazole, A new synthetic method of this compound is introduced below., Quality Control of 4-Bromo-3-methyl-5-(trifluoromethyl)-1H-pyrazole

Synthesis of 1-[4-(4-Fluoro-phenyl)-piperazin-1-yl]-2-(4-bromo-5-methyl-3-trifluoromethyl-pyrazol-1-yl)-ethanone Protocol T was followed using 4-Bromo-5-methyl-3-trifluoromethyl-1H-pyrazole, K2CO3, 2-Chloro-1-[4-(4-fluoro-phenyl)-piperazin-1-yl]-ethanone and DMF. Column chromatography using a solvent mixture (hexane/ethyl acetate=2/3) afforded the title compound as white solid. 1H NMR (400 MHz, CDCl3) delta 6.96-7 (m, 2H), 6.84-6.9 (m, 2H), 5 (s, 2H), 3.6-3.8 (m, 4H), 3.02-3.16 (m, 4H), 2.3 (s, 3H). 13C NMR (400 MHz, CDCl3) delta 162.6, 146.5, 142, 118.5, 116, 52.2, 50.4, 46, 42.2, 15.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ChemoCentryx, Inc.; US2004/162282; (2004); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 16078-71-0, These common heterocyclic compound, 16078-71-0, name is Ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate, 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.

Ethyl 5-amino-1-phenylpyrazole-4-carboxylate (2.31 g) was added to 20 mL of formamide and heated to 180 C. for 4 hours.Cool to room temperature, add 30ml of water, filter and filter cake washed with ethanol (2 x 10mL).Obtained 1-phenyl-pyrazole [3,4-d]pyrimidine-4-one, 1.93 g, 91% yield, HPLC: 98.08%.

Statistics shows that Ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate is playing an increasingly important role. we look forward to future research findings about 16078-71-0.

Reference:
Patent; Central South University of Forestry and Technology; Ma Qiang; Wang Wenlei; Hu Yunchu; Xie Lianwu; Wen Ruizhi; (8 pag.)CN107955008; (2018); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 18048-64-1, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 18048-64-1 as follows.

5- (2-hydroxy-3-amino-5,6,7,8-tetrahydronaphthalen-2-yl) – furan-2-carboxylic acid(1.0g, 3.66m mol), dissolved in 40ml 1mol / l of HCl solution, cooled to0 , thereto was slowly added dropwise of NaNO2(303 mg of the, 4.39m mol) in 40ml aqueoussolution; BI dropwise, maintaining the reaction temperature of the reaction was continued for 30min, TLC trace starting material 5- (2-hydroxy – 3-amino-5,6,7,8-tetrahydronaphthalen-2-yl) -furan-2-carboxylic acid.Was added1- (3,4-dimethylphenyl) methyl-1H-pyrrol-5 (4 hydrogen) -one (740 mg of, -3-3.66m mol), adjusted pH with saturated sodium bicarbonate solution after 15min about 8, was added40ml of absolute ethanol, the reaction naturally to room temperature.24h after LC-MS testing of raw materials reactionwas complete.Filtered, the filter cake washed with water to prepare a suspension adjust PH around 5, and then filtered, the filter cake after dryingcolumn chromatography to obtain the target product (Z) -5- (3- (2- (1- (3,4-dimethyl phenyl) -3-methyl-5-oxo-1,5-dihydro – pyrazol-4-ylidene) hydrazino) -2-hydroxy-5,6,7,8-tetrahydronaphthalene -1 -yl) – furan-2-carboxylic acid (compound 18) (192mg, 10.8% yield).

According to the analysis of related databases, 18048-64-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Qilu Pharmaceutical Co., Ltd; Wang, Jingyi; Fan, Chuanwen; Zhang, Long; Yan, Shousheng; Zhang, Soming; Zhao, Hongbing; Zhou, Haojie; Yang, Chuanwei; Zhao, Hongling; Yang, Yingying; (46 pag.)CN103360317; (2016); B;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 294877-29-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 294877-29-5 name is 1-(3-Bromophenyl)-3,5-dimethyl-1H-pyrazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Synthesis of 3-(3-(3,5-dimethyl-1H-pyrazol-1-yl)phenoxy)-9,9-dimethyl-10-(pyridin-2-yl)-9,10-dihydroacridine ON’1 ligand To a solution of Fg-1 (302 mg, 1 mmol) in DMSO (5 mL) were added 1-(3-bromophenyl)-3,5-dimethyl-1H-pyrazole (301 mg, 1.2 mmol), CuI (19 mg, 0.1 mmol), 2-picolinic acid (25 mg, 0.2 mmol), and K3PO4 (318 mg, 1.5 mmol) under the protection of N2. The mixture was heated to 100 C. and maintained at this temperature for 2 days. The reaction was cooled to room temperature and 20 mL was then added. The mixture was extracted with ethyl acetate and dried with anhydrous Na2SO4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(3-Bromophenyl)-3,5-dimethyl-1H-pyrazole, and friends who are interested can also refer to it.

Reference:
Patent; Arizona Board of Regents on behalf of Arizona State University; Li, Jian; Li, Guijie; Zhu, Zhi-Qiang; US2015/349279; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1280210-79-8, name is tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: pyrazoles-derivatives

2D (3.5 g, 16.7 mmol) was dissolved in tetrahydrofuran (35 mL)Cooled to 0 C,60% sodium hydride (1.0 g, 25.4 mmol) was added,After reaction for 30 minutes, methylsulfonyl chloride (2.9 g, 25.4 mmol) was added and reacted for 1 hour.The reaction mixture was quenched with water (10 mL) and extracted with ethyl acetate (50 mL x 2). The organic layers were combined and the organic layer was dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (petroleum ether / Ethyl acetate (v / v) = 1: 1) to give 2E as a white solid (2.1 g, yield 44%).

The synthetic route of 1280210-79-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SICHUAN HAISCO PHARMACEUTICAL CO., LTD; ZHANG, CHEN; FAN, JIANG; LEI, MING; WEI, YONG-GANG; (61 pag.)TW2017/8223; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 16078-71-0, name is Ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate, 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 16078-71-0, Recommanded Product: 16078-71-0

A mixture of 1.50 g (6 mmol) of ethyl 5-amine-1-phenyl-1Hpyrazole-4-carboxylate (13) and 20 mL of 85% phosphoric acidwas maintained under reflux and stirring for 6 h at 170 C. Aftercompletion of the reaction, 50 mL of crushed ice was added, andthen the mixture was basified to pH 7 with NaOH (6 M aq). Themixture was extracted with dichloromethane (3 30 mL). Thecombined organic solution was washed with water (3 50 mL),dried (anhydrous sodium sulfate), filtered, and concentrated undervacuum to afford 14 as a brown oil.Yield: 86%. IR (KBr. cm1): 3418-3182; 1618; 1597; 1550;760-694. 1H NMR (400 MHz, CDCl3, TMS, d in ppm): 3.84 (s, 2H,NH2); 5.61 (d, 1H, J = 2.0 Hz, H4); 7.42 (d, 1H, J = 1.8 Hz, H3);7.57-7.32 (m, 5H, H20, H30, H40, H50, H60). 13C NMR (100 MHz,CDCl3, TMS, d in ppm): 90.6; 123.9; 127.4; 129.4; 138.6; 140.3;144.7. EI [M1] 157.8.

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, Ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Silva, Thais B.; Bernardino, Alice M.R.; Ferreira, Maria de Lourdes G.; Rogerio, Kamilla R.; Carvalho, Leonardo J.M.; Boechat, Nubia; Pinheiro, Luiz C.S.; Bioorganic and Medicinal Chemistry; vol. 24; 18; (2016); p. 4492 – 4498;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 15802-75-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 15802-75-2, name is 4-Iodo-3-methyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Under nitrogen protection,To a 10 ml Schlek reaction tube (a glass instrument commonly used in anhydrous oxygenless operation) was added 1.0 mmolBromo-5- (4- (6-bromopyridyl-3) phenyl) pyridine, 2.2 mmol3-methyl-4-iodopyrazole,0.03 mmol of palladium acetate, 0.05 mmol of di-t-butyl (2 ‘, 4′, 6′-triisopropyl-3,6-dimethoxybiphenyl-2-yl) phosphine, 6.0 mmol of sodium tert-butoxide ,And 5 ml of toluene,The reaction tube was purged with nitrogen three times,And then heated to 110 C with an oil bath under magnetic stirring, and the reaction was refluxed for 24 hours. Down to room temperatureThe reaction solution was further added, 4.0 mmol of 4-carboxyphenylboronic acid, 0.03 mmol of palladium acetate,0.06 mmol 2′-dicyclohexylphosphino-2,6-di-I-propyl-4-sulfonate-1,1’-biphenyl sodium,8.0 mmol of potassium carbonate, and 100 mmol of water; and then heated to 100 C with an oil bath under magnetic stirring,The reaction was refluxed for 40 hours. Down to room temperature; add 20 ml of water, filtration, with concentrated hydrochloric acid to adjust the pH of the filtrate to 1,After stirring at room temperature for 3 h, the mixture was filtered, washed with ethanol and dried to obtain product 21, yield 77%.The mass spectrum (ESI) data for this product (C38H28N6O4) was 632.26.

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-Iodo-3-methyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Luoyang Normal College; Li Hongmei; Xu Chen; Wang Zhiqiang; Tu Tianyong; Hao Xinqi; (10 pag.)CN106674208; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 141573-95-7 as follows. COA of Formula: C8H10F2N2O2

Preparation Example V.13-difluoromethyl-1-methyl-1H-pyrazol-4-ylcarboxylic acidA mixture of ethyl 3-difluoromethyl-1-methyl-1H-pyrazol-4-ylcarboxylate (1.4 g, 52 mmol) and aqueous sodium hydroxide solution (10% strength, 3.1 g, 8 mmol) was stirred at 60 C. for 2 h. The reaction mixture was cooled to room temperature, and the pH was then adjusted to 1 using concentrated hydrochloric acid. The reaction mixture was cooled further to 0 C., resulting in the precipitation of a solid. The precipitated solid was filtered off, washed with cyclohexane and dried under reduced pressure. This gave 3-difluoromethyl-1-methyl-1H-pyrazol-4-ylcarboxylic acid as a solid (amount: 0.8 g; yield: 87%). 1H-NMR (DMSO-d6): delta=3.9 (s, 2H), 7.2 (t, 1H), 8.35 ppm (s, 1H).

According to the analysis of related databases, 141573-95-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BASF SE; US2011/40096; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics