Triazoles

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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C3H3N3O2

1,2,3-Triazole-4-carboxylic acid (14 mg, 124 mumol), DIPEA (86.3 muL, 496 mumol) and HATU (47.1 mg, 124 mumol) were combined in DMF (0.2 mL) and stirred for 5 minutes at room temperature. This was then combined with (2S,4R)-4-amino-5-biphenyl-4-yl-2-hydroxymethyl-2-methyl-pentanoic acid acetoxymethyl ester (47.8 mg, 124 mumol). The resulting mixture was stirred for 15 minutes and the reaction was quenched with AcOH. The product purified by preparative HPLC and lyophilized to yield the title compound (3 mg; purity 95%). MS m/z [M+H]+ calc’d for C25H28N4O6, 481.20. found 481.2.

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 16681-70-2.

Reference:
Patent; THERAVANCE, INC.; US2012/213806; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 15988-11-1, name is 4-Phenyl-1,2,4-triazolidine-3,5-dione, 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 15988-11-1, Quality Control of 4-Phenyl-1,2,4-triazolidine-3,5-dione

General procedure: A mixture of malononitrile (1.0 mmol), aromatic aldehyde (1.0 mmol), 4-ar ylurazole (1.0 mmol), and nano-ZrO2(20 mol %) was heated at 100C for 30-40 min. After completion of the reaction as indicated by TLC, the reaction mixture was cooled to room temperature. The solid residue was dissolved in hot ethanol and centrifuged to separate the catalyst. By recrystallization from ethanol, pure products were obtained.

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-Phenyl-1,2,4-triazolidine-3,5-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Anaraki-Ardakani, Hossein; Heidari-Rakati, Tayebe; Oriental Journal of Chemistry; vol. 32; 3; (2016); p. 1625 – 1629;,
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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., name: 5-Bromo-1H-1,2,4-triazole

To a suspension of 3-bromo-1H-i,2,4-triazole (lOg, 67.6mM) and phenylboronic acid (16.5g, 135.2mM) in 500 mL of DCM, was added the following: pyridine; (i0.9mL, i0.7g, 135.2mM), copper (II) acetate; (1 8.4g, 101.5mM) and powdered 4A molecular sieves (45g). The resulting blue colored suspension was stined at room temperature for 10 days open to the air. Additional DCM (500mL) was added to the reaction and the mixture filtered through a pad of diatomaceous earth, washing the cake with DCM, 10percent MeOH/DCM, and finally DCM. The filtrates were collected and concentrated under reduced pressure to provide a viscous residue, which was partitioned between ethyl acetate and iN HC1. The organic phase was washed with water (2x), brine (ix) then dried over anhydrous sodium sulphate. Suction filtered the organic layer to remove particulates and evaporated under reduced pressure to give the crude product which was purified on CombiFlash (240g column) 5i02 eluting with 25percent ethyl acetate /heptanes. Combined clean fractions and reduced the volume of the fractions under reduced pressure until crystals formed. Isolated crystals via suction filtration, washed with additional heptanes and air dried to yield 3-bromo-i-phenyl-1H-i,2,4-triazole as a white crystalline solid (5.ig, 34percent yield). ?H NMR (400 MHz, DMSO-d6) oe 9.32(s, 1H), 7.92 – 7.79 (m, 2H), 7.58 (dd, J=ii.3, 4.5Hz, 2H), 7.51-7.41 (m, 1H) ppm. ESI-MS m/z calc. 222.9745, found 224.0 (M+i)+; Retention time: 0.75 minutes.

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 7343-33-1.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; DAVIES, Robert, J.; CAO, Jingrong; COCKERILL, Meghan, Elise; COLLIER, Philip, Noel; DENINNO, Michael, Paul; DOYLE, Elisabeth; FRANTZ, James, Daniel; GAO, Huai; GOLDMAN, Brian, Anthony; GREY, Ronald, Lee; GRILLOT, Anne-laure; GU, Wenxin; HENDERSON, James, A.; IRARRAZAVAL, Raul Eduardo, Krauss; KOLPAK, Adrianne, Lynn; LIAO, Yusheng; MAGAVI, Sanjay Shivayogi; MALTAIS, Francois; MESSERSMITH, David; PIERCE, Albert, Charles; PEROLA, Emanuele; RYU, Elizabeth Jin-Sun; SYKEN, Joshua; WANG, Jian; (706 pag.)WO2016/197009; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 61-82-5, A common heterocyclic compound, 61-82-5, name is 1H-1,2,4-Triazol-5-amine, molecular formula is C2H4N4, 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: 20 mg of gamma-Fe2O3Ph-PMO-NaHSO4 was added to a roundbottomflask containing an aromatic aldehyde (1 mmol), 3-amino-1,2,4-triazole 2 (1.0 mmol), b-diketones (dimedone 3, 1,3-cyclohexadione 4 or ethyl acetoacetate 5) (1.0 mmol) and stirredunder solvent-free conditions at 100 C in certain times. Meanwhile,the progress of the reactionwas indicated by TLC (n-hexane:ethyl acetate; 7:3). With completing the reaction, 3ml ethanol waspoured and the magnetic nanocomposite was separated in thepresence of a magnetic stirring bar; the reaction mixture becameclear. The crude product was recrystallized from ethanol to give thepure product. The pure products were characterized by conventionalspectroscopic methods. Physical and spectral data for theselected compounds are represented below.

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

Reference:
Article; Haghighat, Mahdieh; Shirini, Farhad; Golshekan, Mostafa; Journal of Molecular Structure; vol. 1171; (2018); p. 168 – 178;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 288-36-8, 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. 288-36-8, name is 1H-1,2,3-Triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

The 2 H – 1, 2, 3 – triazole (3.45 g, 50 mmol), 2 – iodo -5 – methyl benzoic acid (5.24 g, 20 mmol), cesium carbonate (11.72 g, 36 mmol), trans – N, N’ – dimethyl – 1, 2 – diaminocyclohexane (0.51 g, 3.6 mmol), cuprous iodide (0.38 g, 2 mmol) and N, N – dimethyl formamide (30 ml) are added to the 100 ml round bottom flask in a single port, under the protection of nitrogen reaction solution gradually raising the temperature to 100 C reaction 4 hours. Stopping the reaction, cooling, liquid water (60 ml) diluted with water and ethyl acetate (200 ml ¡Á 2) extraction. The water layer is acidified to pH concentrated hydrochloric acid for 1 – 2, then adding ethyl acetate (200 ml ¡Á 2) extraction, the resulting organic layer dried with anhydrous sodium sulfate, filtered, filtrate turns on lathe does after separation and purification by column chromatography (dichloromethane/methanol (v/v)=50/1) to obtain the title compound (yellow solid, 2.76 g, 68%).

The synthetic route of 1H-1,2,3-Triazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Zhang Yingjun; Xue Yaping; Lao Jinhua; Nie Biao; Xu Juan; (35 pag.)CN107759620; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 16681-65-5,Some common heterocyclic compound, 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, molecular formula is C3H5N3, 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.

The title compound was prepared according to the patent application WO2008/135826. To a 50 mL 2-necked flask containing 1-methyl-1H-1,2,3-triazole (1.0 g, 12.0 mmol, prepared according to PCT Int. Appl., 2008098104) was added THF (45 mL) and the colorless solution was cooled to -40 C. Then, n-BuLi (2.5 M in hexanes, 4.8 mL) was added dropwise which afforded a dark reddish-brown viscous solution. The mixture was stirred between -30 to -20 C. for 45 minutes, then neat DMF (3 mL, 38.5 mmol) was introduced at -10 C. The mixture was allowed to warm up to room temperature and stirred for 60 minutes, followed by pouring into water. The aqueous portion was extracted with EtOAc (4*50 mL) and the combined organics were washed with brine, dried over MgSO4, filtered and concentrated. The aqueous portion was back-extracted with DCM (3*50 mL) and dried as above. The combined organics were concentrated to give a light brown oil that was much more UV active than the starting material. TLC in either 25% CH3CN-DCM or 25% EtOAc-DCM showed the product to have a slightly higher Rf than the starting material. Chromatography on silica gel (100% DCM increasing to 25% CH3CN-DCM) provided the titled material as a colorless oil.

The synthetic route of 16681-65-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Pierce, Joan; Goldberg, Steven; Fourie, Anne; Xue, Xiaohua; US2014/107094; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

1186050-58-7, name is 2-Fluoro-6-(2H-1,2,3-triazol-2-yl)benzoic acid, belongs to Triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: Triazoles

A solution of 1 , 1 -dimethyl-4-(((3i?,6i?)-6-methylpiperidin-3-yl)oxy)furo[3.4- c]pyridin-3(lH)-one hydrogen chloride (0.050 g, 0.16 mmol), 2-fluoro-6-(2H)-l,2,3-triazol-2-yl) benzoic acid (0.036 g, 0.18 mmol), benzotriazole-l-yl-oxy-tris-(dimethylamino)-phosphonium hexaflurophosphate (Bop, 0.092 g, 0.21 mmol), and triethylamine (0.067 mL, 0.48 mmol) in DMF (1 mL) was stirred at RT overnight. The reaction was concentrated in vacuo and azeotroped 3x with toluene. The residue was purified by silica gel gradient chromatography (0-80% ethyl acetate in hexanes), providing the titled compound. HRMS m z (M+H) 466.1890 found, 466.1887 required.

The synthetic route of 1186050-58-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; SKUDLAREK, Jason, W.; WO2015/95442; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 4922-51-4,Some common heterocyclic compound, 4922-51-4, name is 4-(4H-1,2,4-Triazol-3-yl)aniline, molecular formula is C8H8N4, 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.

EXAMPLE 6 Preparation of (3Z)-3-{[4-(1H-1,2,4-triazol-3-yl)anilino]methylene}-1,3-dihydro-2H-indol-2-one Prepared in an analogous manner to Example 1 using one equivalent of 4-(1H-1,2,4-triazol-3-yl)aniline in place of 5-aminobenzimidazolone. 1H NMR (400 MHz, d6-DMSO) delta14.32 (s, 1H, exchangeable); 14.05 (s, 1H, exchangeable); 10.82 (m, 1H); 10.54 (m, 1H); 8.64 (m, 1H); 8.60 (s, 1H, exchangeable); 8.00 (m, 2H); 7.63 (m, 1H); 7.47 (m, 1H); 7.03 (m, 1H); 6.94 (m, 1H); 6.85 (m, 1H). APCI MS (-ve) 302.

The synthetic route of 4922-51-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Harris, Philip Anthony; McNutt JR., Robert Walton; Kuyper, Lee Frederick; Lackey, Karen Elizabeth; Peel, Michael Robert; Wood III, Edgar Raymond; US2003/225090; (2003); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 16681-70-2, 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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 2S,45)-4-amino-5-biphenyl-4-yl-2-(2- hydroxyethoxymethyl)pentanoic acid ethyl ester (17 mg, 47 muiotaetaomicron) in DMF (0.3 mL), was added lH-l,2,3-triazole-4-carboxylic acid (5.3 mg, 47 muiotaetaomicron) and HATU (18 mg, 47 muetaiotaomicron), followed by DIPEA (25 mu^, 141 muetaiotaomicron). The mixture was stirred for 30 minutes, then concentrated under reduced pressure to yield crude Compound 1, which was used in the next step without purification.

The chemical industry reduces the impact on the environment during synthesis 1H-[1,2,3]Triazole-4-carboxylic acid. I believe this compound will play a more active role in future production and life.

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

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 4928-87-4 as follows. Safety of 1,2,4-Triazole-3-carboxylic acid

A mixture of 5-(8-azabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)-8,9- dihydropyrazolo[l,5-a]pyrido[3,2-e]pyrimidin-6(7H)-one (86 mg, 0.19 mmoL), 1H-1,2,4- triazole-3-carboxylic acid (25.9 mg, 0.23 mmoL), EDC (73 mg, 0.38mmoL), HOBt (51.6 mg, 0.38 mmoL) and DIEA (199 uL, 1.15 mmoL) in DMF (4 mL) was stirred at room temperature for 2h. Purification with prep-LC provided 5-(8-(4H-l,2,4-triazoIe-3-carbonyl)-8- azabicyclo[3.2.1 ]octan-3-yl)-3-(6-phenylpyridin-3-yl)-8,9-dihydropyrazolo[l ,5-a]pyrido[3,2- e]pyrimidin-6(7H)-one: LCMS tR = 2.33 Min (10 min run, UV 254nm)- Mass calculated for, M+ 545.2, observed LC/MS m/z 546.01 (M+H).

According to the analysis of related databases, 4928-87-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SCHERING CORPORATION; MENG, Zhaoyang; REDDY, Panduranga Adulla, P.; SIDDIQUI, M. Arshad; MANDAL, Amit, K.; LIU, Duan; ZHAO, Lianyun; MCRINER, Andrew; WO2012/27234; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics