Triazoles

These common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, 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. Formula: C3H3N3O2

[0688] Compound 3 (7 .0 mg, 16 f.tmol) was combined withDMF (0.5 mL), 1H-1,2,3-triazole-5-carboxylic acid (2.0 mg,18 f.tmol), HATU (6.8 mg, 18 f.tmol) and DIPEA (8.5 f.LL, 49f.tmol). The mixture was stirred for 30 minutes after whichtime LCMS showed the desired product formation, Compound4, which was used directly in the next step.

The synthetic route of 1H-[1,2,3]Triazole-4-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; Fleury, Melissa; Beausoliel, Anne-Marie; Hughes, Adam D.; Long, Daniel D.; Wilton, Donna A.A.; US2015/210690; (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 1533519-84-4 as follows. Application In Synthesis of 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione

Example 10. Preparation of phenyl 2-((4-(4-cyclopropylnaphthalen-l-yl)-4H-l,2,4-triazol-3-yl)thio)acetate [075] To a round bottom flask added 4-(4-cyclopropyl-l-yl)-4H-l,2,4-triazole-3-thiophenol (40.0 g), acetone (600 mL) and triethylamine (16.6 g) to form a mixture at room temperature, after stirred for 20 min, the mixture was cooled to 0C, then was added drop wise a solution of phenyl chloroacetate in isopropanol (33.8 g of phenyl chloroacetate was dissolved in 200 mL of acetone), during the addiction the mixture was maintained at about 0C, after the addition, the mixture was warm to 20C, after stirred for about 2 hours, the reaction was complete, filtered, and the filter cake was washed with acetone (100 mL), after filtration, the filter cake was added purified water (700 mL) to give a slurry, the slurry was stirred for 1 hour, then the purified water was removed by vacuum filtration, the filter cake was dried in vacuum at about 50C for about 24 hours to obtain phenyl 2-((4-(4-cyclopropylnaphthalen-l-yl)-4H-l,2,4-triazol-3-yl)thio)acetate, yield 90% the HPLC purity(area) 99.2%.

According to the analysis of related databases, 1533519-84-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CHEN, Weiqiang; LUO, Jian; LIU, Lixue; FAN, Yuping; WO2014/198241; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

1455-77-2, name is 3,5-Diamino-1,2,4-triazole, 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. Formula: C2H5N5

Example 243: Preparation of 6-((4-((3-amino-lH-l,2,4-triazol-5-yl)amino)-5-(trifluoro methyl)pyrimidin-2-yI)amino)-3,4-dihydroquinolin-2(lH)-one6-((4-Chloro-5-(trifluoromethyl)pyrimidin-2-yl)amino)-3,4-dihydroquinolin-2(lH)-one (0.072 g, 0.210 mmol), lH-l ,2,4-triazole-3,5-diamine (0.021 g, 0.210 mmol) and -ethyl-N- isopropylpropan-2-amine (0.037 ml, 0.210 mmol) were mixed in DMF (2 ml). The mixture was microwaved at 1 10 ¡ãC for 20 min. Added copper (6.68 mg, 0.105 mmol) and more base and the mixture was microwaved at 130 ¡ãC for 20 min and then concentrated. 7 mg of product was recovered after automated reverse phase chromatography (water-3percent DMF in MeCN eluent). MS calcd for [C16Hi4F3N90+H]+: 406.14, found 406.10.

The synthetic route of 1455-77-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SALK INSTITUTE FOR BIOLOGICAL STUDIES; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; YALE UNIVERSITY; SHAW, Reuben J.; EGAN, Daniel F.; COSFORD, Nicholas; TURK, Benjamin; VAMOS, Mitchell; PANICKAR, Dhanya Raveendra; CHUN, Matthew; SHEFFLER, Doug; (315 pag.)WO2016/33100; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, 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 27996-86-7, COA of Formula: C9H7N3O

Example 94 Preparation of 1-(4-Vinylphenyl)-1H-1,2,4-triazole (DI59) To a stirred solution of 4-[1,2,4]-triazol-1-yl-benzaldehyde (9.0 g, 52 mmol) in 1,4-dioxane (100 mL), were added K2CO3 (10.76 g, 78 mmol) and methyl triphenyl phosphonium bromide (22.2 g, 62.4 mmol) at ambient temperature. The resultant reaction mixture was heated to 70 C. for 18 h. After completion of the reaction (TLC), the reaction mixture was cooled to ambient temperature and filtered and the obtained filtrate was concentrated under reduced pressure. Purification by flash chromatography (SiO2, 100-200 mesh; 25-30% EtOAc in petroleum ether) to afforded the title compound as a white solid (5.6 g, 63%): ESIMS m/z 172.09 ([M+H]+).

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-[1,2,4]Triazol-1-yl-benzaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dow AgroSciences LLC; Lo, William C.; Hunter, James E.; Watson, Gerald B.; Patny, Akshay; Iyer, Pravin S.; Boruwa, Joshodeep; US9211280; (2015); B2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 288-36-8, 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. 288-36-8 name is 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.

A solution of2-bromo-3-thiophene carboxylic acid (1.50 g, 7.24 mmol), 1H-1,2,3-triazole (0.600 g, 8.69 mmol), potassium carbonate (2.00 g, 14.5 mmol), and copper iodide(0.138 g, 0.724 mmol) in DMF (36.2 mL) was sparged with nitrogen and heated to 75 oc for 96h. The cooled reaction mixture was diluted with water, washed with ether, and acidified withcone. HCl. The acidic aqueous solution was extracted 3x with EtOAc and the combined organic fractions washed with brine, dried over MgS04, filtered, and concentrated in vacuo. The crudematerial was purified by silica gel chromatography [0-70% (1% acetic acid in EtOAc) inhexanes], to provide the title compound as an off-white solid. LRMS m/z (M+H) 196.2 found,196.1 required.

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; BESHORE, Douglas C.; KUDUK, Scott D.; LIVERTON, Nigel; LUO, Yunfu; MENG, Na; YU, Tingting; WO2015/18029; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – 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. 135242-93-2, name is (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol, A new synthetic method of this compound is introduced below., Product Details of 135242-93-2

To a cooled (ice bath) solution of (1-methyl- 1H-1 ,2,4-triazol-3-yl)methanol (400 mg, 3.54 mmol) and DIEA (0.98 mL, 7.1 mmol) in CH2CI2 (35 mL) wasadded MsCI (0.41 mL, 5.3 mmol). The reaction was stirred at roomtemperature for 3 h then quenched with NaHCO3 (sat) (20 mL). The layers wereseparated and the aqueous layer was back-extracted with CH2CI2 (15 mL x 2).The combined organic layers were washed with brine (20 mL x 2) then dried over anhydrous Na2504, filtered and concentrated to give(1-methyl- 1H-1 ,2,4-triazol-3-yl)methyl methanesulfonate (650 mg, 96%) asyellow oil. 1H NMR (400 MHz, ODd3) O [ppm] 8.05 (s, 1H), 5.29(s, 2H), 3.93(s,3H), 3.09 (5, 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; PFIZER INC.; ITEOS THERAPEUTICS; NINKOVIC, Sacha; CROSIGNANI, Stefano; SCALES, Stephanie Anne; MCALPINE, Indrawan James; COLLINS, Michael Raymond; MADERNA, Andreas; WYTHES, Martin; (295 pag.)WO2016/147144; (2016); 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, Recommanded Product: 16681-70-2

[0764] 3H-1,2,3-triazole-5-carboxylic acid (2.5 mg, 22f.tmol) was combined with HATU (8.4 mg, 22 flillOI) in DMF(0.3 mL) and stirred for 10 minutes; Et3N (1 eq.) was addedand the mixture was stirred for 1 minute. Compound 2 (22f.tmol) was dissolved in DMF (0.5 mL) and Et3N (3.1 f.LL, 22f.tmol) was added, followed by addition of the activated acidsolution. The mixture was stirred for 30 minutes, concentrated,and purified by preparative HPLC to yield Compounda (7 mg) as a TFA salt. MS m/z [M+Ht calc’d forC26H29CIFN50 4 , 530.19. found 530.2.

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

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; Fleury, Melissa; Beausoliel, Anne-Marie; Hughes, Adam D.; Long, Daniel D.; Wilton, Donna A.A.; US2015/210690; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7170-01-6, name is 3-Methyl-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 7170-01-6, name: 3-Methyl-1H-1,2,4-triazole

A mixture of 20 (1.1 g, 3.5 mmol) and 3-methyl-1H-1,2,4-triazole (1.4 g, 17.5 mmol) was stirredat 170 C for 2 h. After cooled down to room temperature, the reaction mixture was diluted with H2O(30 mL) and extracted with DCM (30 mL ¡Á 2). The combined organic phases were washed with brine(30 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. Theresidue was purified by column chromatography (silica gel, 0-100% EtOAc in petroleum ether) togive 21 (732 mg, 58.2% yield) as a yellow solid. LC-MS (ESI): m/z [M + 1]+ = 360.35

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

Reference:
Article; Meuser, Megan E.; Rashad, Adel A.; Ozorowski, Gabriel; Dick, Alexej; Ward, Andrew B.; Cocklin, Simon; Molecules; vol. 24; 8; (2019);,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1455-77-2, name is 3,5-Diamino-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 1455-77-2, HPLC of Formula: C2H5N5

A solution of 9.0 g 3,5-diamino-1,2,4-triazole and 22.4 ml diethyl phenylmalonate in N,N-dibutylbutan-1-amine is heated under microwave irradiation to 180¡ã C. for 8 h. The reaction mixture forms two layers after cooling to room temperature. The top layer is removed and the solvent of the lower layer is evaporated. The residue is treated with water and acidified with 5N HCl. The precipitated product is collected by filtration and dried. The crude product is used without further purification.MS (M+1): 244

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; Holder, Swen; Vennemann, Matthias; Beneke, Gerrit; Zulch, Armin; Gekeler, Volker; Beckers, Thomas; Zimmermann, Astrid; Joshi, Hemant; US2009/137607; (2009); 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. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid

(R)-1-benzyl-5-methyl-1,4-diazepane (14.7 mmol)3.66 g of 5-methyl-2-(2 H-1,2,3-triazol-2-yl)benzoic acid18.03 mg)was dissolved in DMF and 2.43 g H0Bt (18.55 mmol), 6 mL TEA (42.75 mmol), 3.45 g EDC (17.99 mmo1) C, reaction 2h.A saturated solution of NaHCO3 and EA were added and the aqueous layer was washed three times with EA and the organic layers were combined.The organic layer was washed with citric acid solution, and the product was fully salified into aqueous phase. The aqueous phase was washed with EA after adding sodium carbonate to adjust pH> 9 and EA was washed three times. The combined organic layer was washed with saturated brine, dried with MgSO4, And EA (4: 1) (yield: 98.36%

According to the analysis of related databases, 956317-36-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WUHAN JIAYU TECHNOLOGY CO. LTD; ZHANG, GU ISEN; LIU, BIFENG; ZHOU, YAN; (18 pag.)CN103923068; (2016); B;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics