Discovery of 113100-53-1

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.

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. 113100-53-1, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid, A new synthetic method of this compound is introduced below., COA of Formula: C6H5F3N2O2

3.63 g (25.8 mmol) of glycine ethyl ester hydrochloride were dissolved in CH2Cl2, THF, 5.00 g (25.8 mmol) of 1-methyl-3-trifluoromethyl-4-carboxylic acid and 7.82 g of triethylamine (77.3 mmol) were added at RT and 6.56 g (25.8 mmol) of bis-(2-oxo)-3-oxazolidinyl)phosphonyl chloride were added at 0 C. The mixture was stirred at 0 C. for 3 h and then at RT for 16 h. The solvents were then removed, the residue was taken up in ethyl acetate, washed and dried and the solvent was removed. This gave 3.88 g (54% of theory) of the title compound as a red oil.1H-NMR (DMSO): delta=1.20 (t, 3H); 3.95 (s, 6H); 4.15 (q, 2H); 8.35 (s, 1H); 8.65 (t, 1H).

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; BASF SE; US2010/99568; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some scientific research about 1-Methyl-1H-pyrazole-3-sulfonyl chloride

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

Application of 89501-90-6, 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. 89501-90-6 name is 1-Methyl-1H-pyrazole-3-sulfonyl chloride, 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.

General procedure: 0.20 mmol of theappropriately substituted sulfonyl chloride was dissolved in dry pyridine (2mL) and 0.24 mmol of5-amino-7-alkyl-2-[(methylcarbamoyl)amino]-1-benzothiophene-3-carboxamide (19a-c)was added to the solution. The reaction mixture was stirred until the startingamine disappeared completely according to TLC analysis (2-3 hours). 1.0 Mhydrochloric acid was added, the precipitate was filtered off, washed withwater and dried on air. The crude product was dissolved in hot THF (80-100 mL)and decolorized with activated charcoal. The mixture was filtered through celite,washed with ethyl acetate (2 x 40 mL), and the filtrate was evaporated underreduced pressure. The residue was solidified under diisopropyl ether, and theprecipitate was filtered off and dried on air.

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

Reference:
Article; Gyulavari, Pal; Szokol, Balint; Szabadkai, Istvan; Brauswetter, Diana; Banhegyi, Peter; Varga, Attila; Marko, Peter; Boros, Sandor; Illyes, Eszter; Szantai-Kis, Csaba; Kreko, Marcell; Czudor, Zsofia; ?rfi, Laszlo; Bioorganic and Medicinal Chemistry Letters; vol. 28; 19; (2018); p. 3265 – 3270;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some tips on 930-36-9

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 930-36-9.

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. 930-36-9, name is 1-Methylpyrazole, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 930-36-9

To a stirred solution of 1 -methyl- lH-pyrazole (609 mmol) in dry ether (600 mL) under an atmosphere of nitrogen is added a solution of n-BuLi in hexane (2.6 M, 670 mmol) dropwise at -78C over a period of Ih. The reaction mixture is then stirred at this temperature for a further 1 h, and then dry carbon dioxide gas is passed through the mixture at -78C for 30 min. The reaction mixture is then allowed to warm to room temperature and quenched with water (500 mL). The aqueous phase is separated, washed with ether (500 mL) and cooled to 2-3 0C. To the stirred mixture is added concentrated aqueous hydrochloric acid until a peta of 3 is obtained. The resulting precipitate is collected by filtration, washed with ice-cold water (20 mL), dried first in open air, and then in a vacuum desiccator over P2O5 to afford 2-methyl-2H-pyrazole-3-carboxylic acid as a white powder.[00249] Compound wt: 35.3g, 45.4% yield. 1H NMR (400 MHz, OMSO-d6) delta: 13.31 (IH, bs);7.50 (IH, d); 6.81 (IH, d); 4.07 (3H, s).

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 930-36-9.

Reference:
Patent; Galapagos NV; WO2009/71705; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Analyzing the synthesis route of 37622-90-5

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.

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. 37622-90-5, name is Ethyl 4-pyrazolecarboxylate, A new synthetic method of this compound is introduced below., Application In Synthesis of Ethyl 4-pyrazolecarboxylate

To a soution of ethyM H pyrazoe4carboxyate (450 mg, 315 mmo) in acetone (63 m) K2C03 (976 mg, T06mmo), 2(choromethy)pyridine hydrochbride (516 mg, 315 mmo) and TBA (119 mg, 032 mmo) was added. The mxture was heated at 6000 overnight. The reaction mixture was cooked and ffltered to remove any soHds. The fitrate was concentrated. Purificaflon by flash chromatography, sflica g&, gradient hexane to ethy acetate afforded the desired product (605 mg, 83% yied) as yeNow oiL 1HNMR (300MHz,CD3), oe ppm: 857 (d, J = 5 Hz, 1H), 803 (s, 1H), 794 (s, 1H), 765 (td, J = 8, 2 Hz,1H), T22 (dd, J = 8,5Hz, 1H), 711 (d, J = 8Hz, 1H), 545 (s, 2H), 430 (q, J 7Hz,2H), t34 (t, J 7 Hz, 3H).

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; LABORATORIOS DEL DR. ESTEVE, S.A.; CUEVAS CORDOBES, Felix; ALMANSA-ROSALES, Carmen; GARCIA LOPEZ, Monica; WO2015/91939; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about Ethyl 1H-pyrazole-3-carboxylate

Statistics shows that Ethyl 1H-pyrazole-3-carboxylate is playing an increasingly important role. we look forward to future research findings about 5932-27-4.

Reference of 5932-27-4, These common heterocyclic compound, 5932-27-4, name is Ethyl 1H-pyrazole-3-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.

To a solution of compound B25 (5 g, 35.7 mol) in THF (50 mL) was added MeMgBr (3 M, 47.6 mL) dropwise at 0-5 C under N2 atmosphere. The resulting mixture was stirred at 10 C for 15 hours to form a white suspension. TLC showed the reaction was completed. The mixture was poured into saturated aqueous NH4CI (50 mL). The mixture was extracted with EtOAc (50 mL x 3). The combined organic extract was washed with brine (80 mL x 2), dried over anhydrous Na2S04, filtered and concentrated under reduced pressure to give compound B26 (2.6 g) as a white solid.

Statistics shows that Ethyl 1H-pyrazole-3-carboxylate is playing an increasingly important role. we look forward to future research findings about 5932-27-4.

Reference:
Patent; QURIENT CO., LTD.; LEAD DISCOVERY CENTER GMBH; NAM, Kiyean; KIM, Jaeseung; JEON, Yeejin; YU, Donghoon; SEO, Mooyoung; PARK, Dongsik; EICKHOFF, Jan; ZISCHINSKY, Gunther; (217 pag.)WO2019/197549; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 49633-25-2

The synthetic route of 49633-25-2 has been constantly updated, and we look forward to future research findings.

Reference of 49633-25-2, These common heterocyclic compound, 49633-25-2, name is 3-Isopropylpyrazole, 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.

Step 1: Preparation of 4-chloro-2-(3-isopropyl-1H-pyrazol-1-yl)-7-methoxyquinoline To a solution of 2,4-dichloro-7-methoxyisoquinolin (0.54 g, 2.36 mmol) in DMF (5 ml) was added Cs2CO3 (1.54 g, 4.74 mmol) followed by 3-isopropyl-1H-pyrazole (0.78 g, 7.10 mmol). The reaction mixture was heated to 80 C. for 18 h. The reaction mass was concentrated under reduced pressure. The residue was diluted with water and extracted with ethyl acetate. The combined organic layers were dried over anhydrous Na2SO4 and then concentrated under reduced pressure to get crude compound. The crude compound was silica gel chromatography to get desired compound (0.1 g, 14%) as white solid. 1H NMR (400 MHz, CDCl3): delta ppm 8.60 (d, J=2.51 Hz, 1H) 8.07 (d, J=9.04 Hz, 1H) 8.15 (s, 1H) 8.07 (d, J=9.04 Hz, 1H) 8.15 (s, 1H) 7.26 (s, 2H) 7.16-7.22 (m, 1H) 6.35 (d, J=2.51 Hz, 1H) 3.97-3.99 (m, 4H) 3.10 (quin, J=7.03 Hz, 1H) 1.36 (s, 4H) 1.34 (s, 3H). MS: MS m/z 302.1 (M++1).

The synthetic route of 49633-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sun, Li-Qiang; Zhao, Qian; Renduchintala, Kishore V.; Sarkunam, Kandhasamy; Nagalakshim, Pulicharla; Gillis, Eric P.; Scola, Paul Michael; US2014/127156; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Research on new synthetic routes about C9H8N2

The synthetic route of 10199-68-5 has been constantly updated, and we look forward to future research findings.

10199-68-5, name is 4-Phenyl-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. HPLC of Formula: C9H8N2

3.1 Ethyl 2-(4-phenyl-1H-pyrazol-1-yl)pyridine-3-carboxylate A mixture of 3.6 g of ethyl 2-chloronicotinate (19.4 mmol), 1.3 g of 4-phenylpyrazole (8.12 mmol), 4.4 g of K2CO3, 40 mg of 18-crown-6 and 30 mg of KI in 30 ml of N,N-dimethylformamide was stirred at 130 C. for 6 hours. For workup, H2O was added and, after extraction with ethyl acetate, the organic phase was washed with H2O and sat. NaCl solution. The crude product obtained after drying and concentration of the solution was purified by chromatography on silica gel (eluent: CH2Cl2/methanol 1-10%). In total, 1.9 g of an oil were obtained, which crystallized completely on standing in a refrigerator. ESI-MS [M+H]+=294.15.

The synthetic route of 10199-68-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kling, Andreas; Hornberger, Wilfried; Mack, Helmut; Moeller, Achim; Nimmrich, Volker; Seemann, Dietmar; Lubisch, Wilfried; US2008/234330; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 3398-16-1

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-3,5-dimethylpyrazole, and friends who are interested can also refer to it.

Application of 3398-16-1, 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. 3398-16-1 name is 4-Bromo-3,5-dimethylpyrazole, 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.

[00406] To a mixture of 66-1 (1.0 g, 5.7 mmol, 1.00 eq) and K2C03 (1.6 g, 11.4 mmol, 2.00 eq) in DMF (10.0 mL), was added 66-2 (1.9 g, 11.4 mmol, 1.3 mL, 2.00 eq). The resulting mixture was stirred at 60 C for 3H. LCMS showed the reaction was complete. The mixture was diluted with EtOAc (40 mL), washed with water (40 mL *5). The combined organic layers were dried over anhydrous Na2S04, and concentrated under vacuum. 66-3 (1.5 g, crude) was obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-3,5-dimethylpyrazole, and friends who are interested can also refer to it.

Reference:
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (396 pag.)WO2018/204532; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some scientific research about 3-Methyl-5-(trifluoromethyl)-1H-pyrazole

The synthetic route of 10010-93-2 has been constantly updated, and we look forward to future research findings.

Application of 10010-93-2, These common heterocyclic compound, 10010-93-2, name is 3-Methyl-5-(trifluoromethyl)-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: The example reported for derivatives 22/23 find general application for all the other N-linked heterocycles. Sodium hydride 60% dispersed in mineral oil was added at 0 C to a solution of 3-(trifluoromethyl)-1H-pyrazole in dry DMF. The mixture was stirred at this temperature for 15 min, then for an additional 5 min at room temperature. A solution of derivative 45 in dry DMF (2 ml) was then added and the mixture was stirred at 50 C for 3 h 30 min. After cooling to RT, a saturated NH4Cl solution was added and the mixture was extracted with Et2O (2×). The organic phase was washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by Silica gel flash chromatography (gradient ethyl acetate in cyclohexane from 5 to 40%) to give the intermediate BOC protected compound 22 and the intermediate BOC protected compound 23.

The synthetic route of 10010-93-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Micheli, Fabrizio; Cavanni, Paolo; Bettati, Michela; Bonanomi, Giorgio; Di Fabio, Romano; Fazzolari, Elettra; Marchioro, Carla; Roscic, Maja; Tarsi, Luca; Visentini, Filippo; Zonzini, Laura; Worby, Angela; Bioorganic and Medicinal Chemistry; vol. 19; 11; (2011); p. 3451 – 3461;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 4149-06-8

According to the analysis of related databases, 4149-06-8, the application of this compound in the production field has become more and more popular.

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. 4149-06-8, name is 3-Amino-1-phenyl-1H-pyrazol-5(4H)-one, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 3-Amino-1-phenyl-1H-pyrazol-5(4H)-one

General procedure: A mixture of substituted 3-(2-aryl-2-oxoethylidene)indolin-2-one 1 (1 mmol), 1,3-dimethylurea (2, 1.2 mmol) or 5-amino-2-phenyl-2,4-dihydro-3H-pyrazol-3-one (4, 1 mmol), PTSA·H2O (0.3 mmol), and MeCN (5 mL) was added to a 25 mL flask and reacted at 80 C (monitored by TLC) about 2 h. After completion, the mixture was cooled to r.t. and the precipitate obtained was isolated by filtration and drying. Compounds 3 or 5 were purified by recrystallization (DMF or EtOH).

According to the analysis of related databases, 4149-06-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Dai, Lei; Shu, Ping; Wang, Zhansheng; Li, Qingyang; Yu, Qiuyu; Shi, Yanhui; Rong, Liangce; Synthesis; vol. 49; 3; (2017); p. 637 – 646;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics