Day: April 25, 2021

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 15988-11-1 as follows. Computed Properties of C8H7N3O2

General procedure: General procedure: A mixture of 4-phenylurazole (1, 1 mmol), aryl aldehyde (2, 1.1 mmol) or ketone (5, 1.1 mmol), 1,3-diketone (3, 1 mmol) and FeCl3 (16.2 mg, 10 mol%) in acetonitrile (2.5 mL) was stirred in preheated oil bath at reflux for a specified time as required to complete the reaction (see Table 2 and 3). After complete conversion, as indicated by TLC, the solvent was removed in vacuo and the residue was diluted with water and extracted with ethyl acetate (2¡Á10 mL). The combined organic layers were dried over anhydrous Na2SO4, concentrated in vacuo and purified by column chromatography on silica gel (Merck, 60-120 mesh, ethyl acetate:hexane, 4:6) to afford the pure triazolo[1,2-a]indazoletrione or spirotriazolo[1,2-a]indazoletetraonederivative.

According to the analysis of related databases, 15988-11-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Subba Reddy; Umadevi; Narasimhulu; Yadav; Chemistry Letters; vol. 42; 8; (2013); p. 927 – 929;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 4928-87-4,Some common heterocyclic compound, 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, molecular formula is C3H3N3O2, 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 5: Preparation of 1-(5-((1 R,3s,5S)-8-(4H-1 ,2,4-triazole-3-carbonyl)-8- azabicyclo[3.2.1]octan-3-yl)-7-amino-3-(6-(1 -methyl-1 H-pyrazol-3-yl)pyridin- yl)pyrazolo[1 ,5-a]pyrimidin-6-yl)ethanone 1 H-1 ,2,4-triazole-3-carboxylic acid (58.0 mg, 0.51 mmol), EDC (133.7 mg, 0.70 mmol), HOBt (94.5 mg, 0.70 mmol) and DIEA (730 uL, 4.20 mmol) were added to a mixture of 1-(7-amino-5-((1 R,3s,5S)-8-azabicyclo[3.2.1]octan-3-yl)-3-(6-(1- methyl-1 H-pyrazol-3-yl)pyridin-3-yl)pyrazolo[1 ,5-a]pyrimidin-6-yl)ethanone (207.7 mg, 0.47 mmol) in DMF (5 mL) and the mixture was stirred at room temperature for 1 h. Purification with prep-LC provided 1-(5-((1 R,3s,5S)-8-(4H-1 ,2,4-triazole-3- carbonyl)-8-azabicyclo[3.2.1]octan-3-yl)-7-amino-3-(6-(1 -methyl-1 H-pyrazol-3- yl)pyridin-3-yl)pyrazolo[1 ,5-a]pyrimidin-6-yl)ethanone.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,2,4-Triazole-3-carboxylic acid, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SCHERING CORPORATION; SIDDIQUI, M. Arshad; NAN, Yang; PATEL, Mehul, F.; REDDY, Panduranga Adulla P.; MANSOOR, Umar Faruk; MENG, Zhaoyang; VITHARANA, Lalanthi Dilrukshi; ZHAO, Lianyun; MANDAL, Amit, K.; LIU, Duan; TANG, Shuyi; MCRINER, Andrew; BELANGER, David, B.; CURRAN, Patrick, J.; DAI, Chaoyang; ANGELES, Angie, R.; YANG, Liping; DANIELS, Matthew Hersh; WO2011/90935; (2011); 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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, A new synthetic method of this compound is introduced below., Recommanded Product: 16681-70-2

[0708] 18-1,2,3-triazole-5-carboxylic acid (1.1 mg, 10.0f.tmol) was combined with HATU (3.0 mg, 7.8 flillOl) in DMF(0.5 mL) and stirred for 10minutes; DIPEA (1 eq.)was addedand the mixture was stirred for 1 minute. Compound 2 (5.0mg, 11 f.tmol) was dissolved in DMF (1 mL) and DIPEA (5.8f.LL, 33 flillOl) was added, followed by addition of the activatedacid solution. The mixture was stirred for 30 minutes to yieldCompound3.

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; 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

Some common heterocyclic compound, 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, molecular formula is C2H2BrN3, 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: C2H2BrN3

A solution of Intermediate 28 (250 mg, 0.397 mmol) in dichloroethane (4 mL) was treated with 3-bromo-iH-1,2,4-triazole (294 mg, 1.98 mmol) then BF3OEt;? (0.503 mL, 3.97 mmol) and this mixture was heated to 55¡ãC under nitrogen. After 1 hour the reaction was cooled to room temperature then concentrated in vacuo. The crude product mixture was suspended in methanol (3 mL) and filtered through a sintered glass funnel. The filtrate was purified by preparative EtaPLC (19 x 100 mm Waters Sunfire column, 5 mum, UV-detection, 30-100percentMeCN/water with 0.05percent TFA over 20 minutes). The fractions containing the clesired product (major regioisomer) were combined and partially concentrated by rotovap then frozen and lyophilized to give the title compound (80 mg) was a white amorphous solid.1H NMR (CD3OD, 500 MHz, ppm) delta 0.78 (s, 3H), 0.79 (d, 3H, partially obscured), 0.87 (d, J=6.6 Hz, 3H), 0.91 (d, 3H, partially obscured), 0.92 (s, 3H), 1.15 (s, 3H), 1.22 (s, 3H), 1.23 -1.98 (m), 2.14 (m, 1H), 2.20 (m, 1H), 2.31 (dd, J=13.5, 6.4 Hz, 1H), 2.45 (s, 3H), 2.85 (s, 1H),2.91 (m, 1H), 3.32-3.35 ( m, 1H, partially obscured), 3.37 ( d, J=I 1.2 Hz, 1H), 3.53 (d, 1H, partially obscured), 3.56 (dd, 1H, partially obscured), 3.60 (m, 1H, partially obscured), 3.67 (m, 1H,), 3.80 (m, 1H, partially obscured), 3.82(d, 1H, partially obscured), 3.90(d, J=12.2 Hz, 1H), 4.09 (d, J=9.8 Hz, 1H), 5.49 (m, 1H), 5.76 (m, 1H), 8.14 (s, 1H). Mass spectrum: (ESI) m/z = 147 AS (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7343-33-1, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SCYNEXIS, INC.; GREENLEE, Mark, L.; WILKENING, Robert; APGAR, James; SPERBECK, Donald; WILDONGER, Kenneth, James; MENG, Dongfang; PARKER, Dann, L.; PACOFSKY, Gregory, James; HEASLEY, Brian, Haid; MAMAI, Ahmed; NELSON, Kingsley; WO2010/19204; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 4928-87-4, These common heterocyclic compound, 4928-87-4, name is 1,2,4-Triazole-3-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.

A solution of intermediate 27b (0.26 g, 0.58 mmol) in 15 ml of DMF was added EDCI (0.17 g, 0.89 mmol)(0 ¡¤ 12g, 0 ¡¤ 89mmo 1) After stirring and dissolving, 1H-1,2,4-triazole-3-carboxylic acid (0.55 g, 0.44 mmo 1)DIEA 0.2ml (1.17mmol), stirring at room temperature for 12h, TLC detection, the end of the reaction, the liquid spinning was crude, crude by silica gel GColumn chromatography [eluent (methanol: dichloromethane) = 50: 500 (nu: nu)] to give 0.1 g of the title compound of Example 34,Yield: 30.3%

Statistics shows that 1,2,4-Triazole-3-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 4928-87-4.

Reference:
Patent; Beijing Foreland Pharma Co., Ltd; Zhang, Xingmin; Wang, Ensi; Niu, Shengxiu; Guo, Jing; Dai, Zhuolin; Zheng, Nan; Ji, Qi; Li, Qinyan; Liang, Tie; (109 pag.)CN104411706; (2016); B;,
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. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, A new synthetic method of this compound is introduced below., Application In Synthesis of 1,2,4-Triazole-3-carboxylic acid

To a reaction of 1/7-1, 2, 4-triazole-3 -carboxylic acid (226 mg, 2.0 mmol) and 3,5- dichloroaniline (340 mg, 2.1 mmol) in dry DMF (10 mL) was added 1- hydroxybenzotriazole monohydrate (337 mg, 2.2 mmol) and EDC (N-(3- Dimethylaminopropyl)-N’-ethylcarbodiimide) (422 mg, 2.2 mmol) followed by N- methylmorpholine (0.88 mL, 8.0 mmol via syringe). The mixture was stirred at room temperature under nitrogen and the solids were gradually dissolved. The contents were stirred at room temperature for 24.0 h, and then slowly diluted into iced water and extracted with DCM (2 x 50 mL). The DCM phase was washed with ice cold water (2 x 100 mL). The DCM phase was dried over anhydrous Na2S04, filtered and concentrated under reduced pressure and chromatographed on silica gel using EtOAc and Hexanes (60:40) as eluents to get the desired amide 14 (68.6 mg, 13 % yield) as a white solid compound. -NMR (400 MHz, DMSO-de): <514.85 (br s, 1H), 10.88 (br s, 1H), 8.69 (br s, 1H), 8.04-7.98 (m, 2H), 7.35-7.33 (m, 1H) ppm. MH+ = 257.3 m/z. 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; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; NATIONAL JEWISH HEALTH; WEMPE, Michael Fitzpatrick; VAZQUEZ-TORRES, Andres; DAI, Shaodong; (72 pag.)WO2020/41556; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic 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 1001401-62-2, category: Triazoles

General procedure: A solution of 2-(2H-1,2,3-triazol-2-yl)benzoic acid (2.46 g, 13.0 mmol) (prepared as described in WO2008/147518, WO2009/143033 and WO2010/048012), 1-hydroxy-7-azabenzotriazole (1.77 g, 13.0 mmol), and EDC (2.95 g, 15.4 mmol) in DMF (20 mL) was stirred for 5 min. A solution of 2-{[(3R,6R)-6-methylpiperidin-3-yl]oxy}pyridine-4-carbonitrile hydrochloride (3.0 g, 11.8 mmol) in DMF (20 mL) and Hunig’s Base (6.20 ml, 35.5 mmol) was added quickly dropwise via addition funnel. The reaction was stirred at RT overnight, then diluted with saturated, aqueous NaHCO3 and water and extracted with EtOAc. The organics were washed with brine, dried over MgSO4, filtered, and concentrated. The crude material was purified by silica gel gradient chromatography (0-75% ethyl acetate in hexanes), providing the titled compound as a white foam. HRMS m/z (M+H) 389.1714 found, 389.1721 required.

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; Kuduk, Scott D.; Skudlarek, Jason W.; US2013/102619; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

138479-53-5, name is 2-[1,2,4]Triazol-1-yl-benzaldehyde, 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. Product Details of 138479-53-5

Example 19: {2-Amino-5-[l-tert-butyl-2-(2-l,2,4-triazol-l-yl-phenyl)-lH- benzimidazol-5-yl]-pyridin-3-yl}-methanol To a solution of [2-amino-5-(3-amino-4-ieri-butylamino-phenyl)-pyridin-3-yl] -methanol (100 mg, 0.35 mmol) in DMF (5 mL) is added 2-[l,2,4]-triazol-l-yl-benzaldehyde (73 mg, 0.42 mmol) at room temperature. Oxone (215 mg, 0.35 mmol) in H20 (1 mL) is added and the solution is stirred for 4 hours. Saturated sodium thiosulfate solution (5 mL) is added and the mixture is extracted with EtOAc (3 x 10 mL) and H20 (10 mL). The combined organic layer is dried with MgS04 and is filtered. The filtrate is concentrated and the residue is purified by silica gel flash column chromatography eluting with 10% MeOH in CH2C12 to afford the title compound (16 mg, 10%) as a pale brown foam. LCMS (ESMS): m/z 440.20 (M++l)

The synthetic route of 138479-53-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; CHEN, Zhidong; HAO, Ming-Hong; LIU, Weimin; LO, Ho-Yin; LOKE, Pui Leng; MAN, Chuk, Chui; MORWICK, Tina, Marie; NEMOTO, Peter, Allen; TAKAHASHI, Hidenori; TYE, Heather; WU, Lifen; WO2011/68821; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 288-36-8, These common heterocyclic compound, 288-36-8, name is 1H-1,2,3-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.

DMF (1.5 ml) was added to a mixture o methyl 3-iodo-6-methyl-2-pyridinecarboxylate D20 (100 mg, 0.361 mmol), lEta-l,2,3-triazole (49.9 mg, 0.722 mmol), (1R,2R)-N,N’- dimethyl- 1,2-cyclohexanediamine (10.27 mg, 0.072 mmol), CuI (3.44 mg, 0.018 mmol) and CS2CO3 carbonate (235 mg, 0.722 mmol) in a microwave vial. The mixture was degassed via three vacuum/nitrogen cycles then irradiated in a single mode microwave reactor to 120 0C for 20 minutes. The mixture was irradiated in a single mode microwave reactor to 120 0C for a further 40 minutes. The reaction mixture was cooled and filtered washing the solids with EtOAc. The solids were dissolved in pH = 3 buffer solution (5 ml); UPLC check of this aqueous solution showed it contained a considerable quantity of 6-methyl-3-(2H-l,2,3- triazol-2-yl)-2-pyridinecarboxylic acid. The aqueous phase was extracted repeatedly with DCM; the combined DCM extracts were diluted with MeOH (50 ml) and treated with TMS-diazomethane. The volatiles were evaporated to give a yellow residue that was purified by flash chromatography on silica gel (Biotage, SNAP 1O g column, 10 %-50 % EtOAc/cyclohexane) to give the title compound D21 (38 mg, 0.174 mmol, 48 % yield) as a white solid. UPLC: rt = 0.57 minutes, peak observed: 219 (M+l). C1OH1ON4O2 requires 218. 1H NMR (400 MHz, CDCl3) delta ppm 8.20 (d, 1 H), 7.87 (s, 2 H), 7.44 (d, 1 H), 3.94 (s, 3 H), 2.71 (s, 3 H).

The synthetic route of 288-36-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; DI FABIO, Romano; WO2011/23578; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

1533519-84-4, name is 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione, 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. Computed Properties of C15H13N3S

[0254] Charge dimethylformamide (2.63 kg ¡À 5% <> 2.8 L ¡À 5%) to a reactor. Heat the dimethylformamide to a temperature between 27C and 35C. Charge Compound 5 (1.0 kg ¡À 1%) to the same reactor in portions whilst maintaining the temperature between 27C and 35C. Add methyl bromoacetate (0.6008 / M x 100 kg ¡À 1% <> 0.3620 / M x 100 L ¡À 1%) to the reaction mixture whilst maintaining the temperature between 27C and 35C, e.g., between 28C and 33C, where M is the purity of the methyl bromoacetate by GC in % area. The methyl bromoacetate addition is slightly exothermic. [0255] Stir the mixture for at least 10 minutes and not more than 20 minutes, at a temperature between 27C and 35C, e.g., between 28C and 33C. [0256] Add to the reaction mixture sodium bicarbonate (0.314 kg ¡À 1%) in portions whilst maintaining the temperature between 27C and 35C, over a period of at least 30 minutes and not more than 70 minutes. During the portion additions of sodium bicarbonate gaseous carbon dioxide is released. [0257] Stir the mixture for at least 1 hour and not more than 4 hours, at a temperature between 27C and 35C, e.g., between 28C and 33C. Cool the reaction mixture to a temperature between 5C and 10C, and then sample for HPLC analysis. [0258] The reaction is considered complete if the content of Compound 5 is below 0.50% area by HPLC, preferentially below 0.20% area by HPLC. If reaction completion is not achieved after the second sample, heat the reaction mixture to a temperature between 27C and 35C. Add methyl bromoacetate (0.0172 / M x 100 kg ¡À 1% <> 0.0103 / M x 100 L ¡À 1%) to the reaction mixture whilst maintaining the temperature between 27C and 35C, e.g., between 28C and 33C. Stir the mixture for at least 30 minutes and not more than 2 hours, at a temperature between 27C and 35C, e.g., between 28C and 33C, then sample for HPLC analysis. [0259] If reaction is complete, add to the reaction mixture over at least 15 minutes, while maintaining the temperature between 5C and 20C, ozonated deionised water (9.0 L ¡À 5%). During the addition the gaseous carbon dioxide can be released. The ozonated deionised water addition is slightly exothermic. Stir the mixture for at least 30 minutes while maintaining the temperature between 5C and 10C. [0260] Add to the mixture, over at least 10 minutes, while maintaining the temperature between 5C and 20C, a solution previously prepared by dissolution of sodium bicarbonate (0.105 kg ¡À 1%) in ozonated deionised water (1.47 L ¡À 5%), until a pH of the mixture between 6.7 and 8.0, e.g., between 6.9 and 7.3. Stir the suspension for at least 60 minutes while maintaining the temperature between 5C and 10C. Filter the suspension. Wash the wet cake with ozonated deionised water (2.0 L ¡À 5%) previously cooled to a temperature between 5C and 10C, twice. [0261] Wash the wet cake with a mixture of ethyl acetate (0.09 kg ¡À 5% <> 0.1 L ¡À 5%) and isopropyl alcohol (0.79 kg ¡À 5% <> 1.0 L ¡À 5%) previously cooled to a temperature between 0C and 5C, twice. [0262] Dry the wet cake under vacuum at a temperature below 45C, until the water content (by Karl Fischer analysis) is lower than, or equal to, 0.5% w/w, preferentially lower than, or equal to, 0.1%) w/w, the content of ethyl acetate by GC is lower than, or equal to, 200 ppm, the content of isopropyl alcohol by GC is lower than, or equal to, 600 ppm and the content of dimethylformamide by GC is lower than, or equal to, 10000 ppm.

The synthetic route of 1533519-84-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARDEA BIOSCIENCES, INC.; GUNIC, Esmir; GALVIN, Gabriel; WO2014/8295; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics