Day: April 29, 2021

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. 16681-72-4, name is 5-Bromo-1-methyl-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., Safety of 5-Bromo-1-methyl-1H-1,2,4-triazole

[280] 1H-pyrazol-3-amine (305 mg, 3.671 mmol, 1.0 eq), 5-bromo-1-methyl-1,2,4-triazole (600 mg, 3.704 mmol, 1.01 eq), copper(I) bromide (106 mg, 0.739 mmol, 0.2 eq), cesium carbonate (1.26 g, 3.852 mmol, 1.05 eq), and N,N-dimethylformamide (2.2 mL) were combined. The reaction vessel was sealed and stirred overnight at 120 C. The mixture was diluted with dichloromethane and methanol, and the mixture was filtered though a layer of Celite. The filtrate was concentrated. The crude residue was purified by silica gel chromatography (linear gradient of 0-15% [2229] methanol/dichloromethane) to provide 1-(2-methyl-1,2,4-triazol-3-yl)pyrazol-3-amine (118 mg, 19% yield). 1H NMR (400 MHz, CDCl3) delta 7.99 (d, J = 2.7 Hz, 1H), 7.68 (s, 1H), 5.89 (d, J = 2.7 Hz, 1H), 4.18 (s, 3H), 3.91 (s, 2H) ppm. ESI-MS m/z calc. 164.08, found 165.23 (M+1).

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 16681-72-4.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; CHARIFSON, Paul, S.; COME, Joh, H.; COURT, John, J.; GALE-DAY, Zachary; GU, Wenxin; JACKSON, Katrina, L.; MAGAVI, Sanjay, Shivayogi; NANTHAKUMAR, Suganthini, S.; RONKIN, Steven, Michael; SWETT, Rebecca, Jane; TANG, Qing; (383 pag.)WO2018/107056; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, This compound has unique chemical properties. The synthetic route is as follows., name: 1-Methyl-1H-1,2,3-triazole

General procedure: 1-Methylimidazole (0.49 g, 6.05 mmol) was added to a stirred solution of Key Intermediate-1 (2.3 g, 4.03 mmol) in acetonitrile (25 mL) at RT. The reaction mixture was heated to 90 C for 16 h and concentrated under reduced pressure. The crude material was triturated with diethyl ether (2 x 10 mL) to afford a brown solid (2.4g) which was used in the next steps without further purification. M/z 616.38 (M)+ TFA: H2O (9:1, 20 mL) was added to the brown solid (2.4 g) at RT. The reaction mixture was stirred for 3 h and concentrated under reduced pressure. The resulting crude product was triturated with diethyl ether (2 x 5 mL) and dried under high vacuum. The crude product was purified by preparative HPLC affording the title product as off-white solid (515 mg, 30% over 2 steps).

According to the analysis of related databases, 16681-65-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Antabio SAS; DAVIES, David; LEIRIS, Simon; (56 pag.)EP3572411; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, belongs to triazoles 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 16681-70-2, HPLC of Formula: C3H3N3O2

Compound 2 (13 mg, 29 muiotaetaomicron) was dissolved in DIPEA (12 mu^, 69 muiotaetaomicron) and combined with the activated acid solution. The mixture was stirred at room temperature for 15 minutes, after which time LCMS indicated desired product formation. The solvent was removed in vacuo and the crude residue was purified by reverse phase chromatography to yield Compound b (0.8 mg) as a TFA salt. MS m/z [M+H]+ calc’d for C25H27CIF3N5O3, 538.18; found 538.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; FLEURY, Melissa; BEAUSOLIEL, Anne-Marie; HUGHES, Adam D.; LONG, Daniel D.; WILTON, Donna A.A.; WO2015/116786; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 61-82-5, These common heterocyclic compound, 61-82-5, name is 1H-1,2,4-Triazol-5-amine, 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: A mixture of aromaticaldehyde (1.0 mmol) and dimedone(1.0 mmol) with 2-aminobenzimidazole or 3-amino-1,2,4-triazole (1.0 mmol) was stirred in acetic acid (5 mL) at 60 Cfor the appropriate time (Tables 3, 4). The progress of thereaction was monitored by TLC. After completion of thereaction, a thick precipitate was obtained. The solid productwas filtered off and washed with acetic acid (3 ¡Á 2 mL) togive the pure products 4 and 6, and subsequently dried in air.The pure products were characterized by conventional spectroscopicmethods. Physical and spectral data for the compounds,4b, 4c, 4h, 4j, 6a, 6c, and 6h are represented below:

The synthetic route of 61-82-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mousavi, Mir Rasul; Maghsoodlou, Malek Taher; Hazeri, Nourallah; Habibi-Khorassani, Sayyed Mostafa; Journal of the Iranian Chemical Society; vol. 12; 8; (2015); p. 1419 – 1424;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, belongs to triazoles 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 7343-33-1, Computed Properties of C2H2BrN3

To a mixture of 1 -iodo-4-(trifluoromethoxy)benzene (3 g, 10.416 mmol) in methylsulfinylmethane (24 mL) was added 3-bromo-1 H-1 ,2,4-triazole (3.1 g) under nitrogen atmosphere followed by addition of cesium carbonate (6.7 g, 20.833 mmol) and copper iodide (0.4 g, 2.083 mmol). The reaction mass was stirred at 130¡ãC for 18 hours in seal tube. The reaction mass was then diluted with water and extracted with ethylacetate (3 x 70 mL). The combined organic layers were then dried over sodium sulphate and concentrated under reduced pressure followed by column chromatography to obtain the title compound as solid (3 g). (0581) H NMR (400 MHz, (CD3)3SO): delta 9.38 – 9.25 (m, 1 H), 7.98 – 7.92 (m, 2H), 7.65 – 7.53 (m, 2H) LC/MS (method E) m/z: 308 [M + H]+, Rt = 0.94 min.

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, 5-Bromo-1H-1,2,4-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; PITTERNA, Thomas; JEANGUENAT, Andre; BENFATTI, Fides; RAWAL, Girish; (89 pag.)WO2018/15328; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 10570-40-8, These common heterocyclic compound, 10570-40-8, name is 4-Methyl-4H-1,2,4-triazole, 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 solution of 4-methyl-1,2,4-triazole (0.55 g, 6.6 mmol) and CH3I (2.1 g, 15 mmol) in MeOH (1.5 mL) was heated in a pressure vessel (bath temperature 100 C) for 1 h. After cooling the solvent was evaporated. The residue was suspended in Et2O, filtered and dried to yield a gray powder (1:27 g, 85%). The spectroscopic data were as previously reported [49].

The synthetic route of 10570-40-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Laus, Gerhard; Kahlenberg, Volker; Wurst, Klaus; Schottenberger, Herwig; Zeitschrift fur Naturforschung – Section B Journal of Chemical Sciences; vol. 69; 9-10; (2014); p. 950 – 964;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, belongs to triazoles 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 13273-53-5, category: Triazoles

Intermediate 602: 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-1,2,3-triazole Compound 601 (0.6 g, 3.69 mmol) was dissolved in 15 ml of 1,4-dioxane, added with 1.125 g (4.43 mmol) of bis(pinacolato)diboron, 1.086 g (11.07 mmol) of potassium acetate, and 0.3 g (0.37 mmol) of [1,1-bis(di-phenylphosphino)ferrocene]palladium chloride dichloromethane complex under the protection of nitrogen, heated to 95 C, reacted for 5 h, and then cooled to room temperature. 50 mL of water was added and stirred for 30 min, and filtered to afford 0.35 g of solid. Yield: 45.39%.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Beijing Forelandpharma Co. Ltd.; ZHANG, Xingmin; JI, Qi; WANG, Lei; GAO, Congmin; WANG, Ensi; DU, Zhenjian; GONG, Longlong; CHEN, Bo; (137 pag.)EP3072893; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – 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. 930-33-6, name is 1H-1,2,4-Triazol-3(2H)-one belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1H-1,2,4-Triazol-3(2H)-one

To a mixture of l,2-dihydro-5H-l,2,4-triazol-3-one (5.74 mmol) in toluene (70 ml), al- pha,alpha-diphenylbenzenemethanol (4.7 mmol) and p-toluenesulphonic acid (1.91 mmol) were added. The reaction was heated at reflux using a Dean-Stark separa- tor under Nitrogen atmosphere for 20 hours. The solution was cooled and quenched with 2 % of an aqueous solution of NaHCO3 and extracted with CH2Cl2 (3×100 ml). The organic layer was separated, dried (Na2SO4) and the solvent evaporated. The resi- due was purified by column chromatography (eluent: CH2Cl2/Me0H 9/1). Yield: 925 mg of intermediate compound 26 (60 %).

The synthetic route of 930-33-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/67139; (2006); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 22300-52-3, A common heterocyclic compound, 22300-52-3, name is 4,5-Dibromo-2H-1,2,3-triazole, molecular formula is C2HBr2N3, 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 2. tert-butyl 4-(4,5-dibromo-2H-l,2,3-triazol-2-yl)piperidine-l-carboxylate and tert-butyl 4-(4,5-dibromo-lH-l,2,3-triazol-l-yl)piperidine-l-carboxylate [0261] A mixture of 4,5-dibromo-2H-l,2,3-triazole (2.27 g, 10.08 mmol), tert-butyl 4- (methylsulfonyloxy)piperidine-l -carboxylate (2.79 g, 10.00 mmol), and cesium carbonate (9.75 g, 29.91 mmol) in N,N-dimethylformamide (50 mL) stirred overnight at 100 ¡ãC. The reaction mixture was cooled to room temperature, poured into water (100 mL) and extracted with ethyl acetate (2 x 100 mL). The combined organic layers were washed with brine (100 mL), dried over anhydrous sodium sulfate, filtered, and concentrated to afford a mixture of tert-butyl 4-(4,5-dibromo-2H- 1 ,2,3- triazol-2-yl)piperidine- 1 -carboxylate and tert-butyl 4-(4,5-dibromo- 1 H- 1 ,2,3-triazol- 1 -yl)piperidine- 1-carboxylate (4.00 g, 97percent) as a yellow oil. MS (ESI, pos. ion) m/z 411 , 409, 413 [M+H]+.

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; BAIR, Kenneth W.; HERBERTZ, Torsten; KAUFFMAN, Goss Stryker; KAYSER-BRICKER, Katherine J.; LUKE, George P.; MARTIN, Matthew W.; MILLAN, David S.; SCHILLER, Shawn E. R.; TALBOT, Adam C.; WO2015/74064; (2015); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 15294-81-2, 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. 15294-81-2 name is 4,5-Dibromo-1H-1,2,3-triazole, 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: The reaction was performed according to the preparation of compound 2 by using deuterium oxide instead of water to give the desired product as a white solid (95 mg, 64percent yield). FontWeight=”Bold” FontSize=”10″ 1H NMR (400 MHz, DMSO-d6) No notable peak was observed. 13C NMR (100 MHz, DMSO-d6) delta 130.5, 120.4 ppm. HRMS calculated for [C2HDBrN3+H]+ 148.9568, found: 148.9566.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4,5-Dibromo-1H-1,2,3-triazole, and friends who are interested can also refer to it.

Reference:
Article; Sakurada, Isao; Tetrahedron Letters; vol. 58; 32; (2017); p. 3188 – 3190;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics