Category: 4928-87-4

A common compound: 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, belongs to Triazoles compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 4928-87-4

5-(3-oxa-9-azabicyclo[3.3.1]nonan-7-yl)-3-(6-phenylpyridin-3-yl)-8,9- dihydropyrazolotl,5-a]pyrido[3?2-e]pyrimidin-6(7H)-one (49.78 mg, 0.44 mmol) in DMF (2 mL) was treated with EDCI (129.47 mg, 0.678 mmol) and HOBt (45.6 mg, 0.339 mmol). Then substrate 5-(3-oxa-9-azabicyclo[3.3.1]nonan-7-yl)-3-(6-phenylpyridin-3-yl)-8,9~dihydropyrazolo[l,5-a]pyrido[3,2-e]pyrimidin-6(7H)-one (122 mg, 0.21 rnmol) followed by DIEA (0.29 mL, 1.69 mmol) was added. After 30 min, the reaction mixture was treated with water (0.4 mL) and DMSO-MeCN (3:1, 3 mL). Pure compound 5-((lR,5S)-9-(lH- 1,2,4- triazole-3-carbonyl)-3-oxa-9-azabicyclo[3.3.1]nonan-7-yl)-3-(6-phenylpyridin-3-yl)-8,9- dihydropyrazolo[l,5-a]pyrido[352-e]pyrimidin-6(7H)-one was isolated by preparative HPLC. HPLC-MS 4.35 min (UV 254 r.m). Mass calculated for formula C30H27N9O3 561.2; observed MH+ (LCMS) 561.98 (m/z).

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, 4928-87-4, other downstream synthetic routes, hurry up and to see.

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

4928-87-4, Name is 1,2,4-Triazole-3-carboxylic acid, 4928-87-4, 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.

Step D – Synthesis ((1R,3s,5S)-3-(7-amino-6-(methylsulfonyl)-3-(6-phenylpyridin-3- yl)pyrazolo[1,5-a]pyrimidin-5-yl)-8-azabicyclo[3.2.1]octan-8-yl)(1H-1,2,4-triazol-3- yl)methanoneA mixture of 1 H-1 ,2,4-triazole-3-carboxylic acid (29.4 mg, 0.26 mmol), EDCI (76.7 mg, 0.4 mmol), and 1-hydroxybenzotriazole (27 mg, 0.2 mmol) in DMF (2 mL) was stirred at room temperature for 10 min. The 5-(8-azabicyclo[3.2.1]octan-3-yl)-6- (methylsulfonyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1 ,5-a]pyrimidin-7-amine HCI (0.2 mmol) was added, followed by N,N-diisopropylethylamine (0.17 mL, 1 mmol). It was stirred further for 20 min at room temperature at which time LC/MS analysis confirmed full consumption of starting material. This crude compound was purification by HPLC to afford the desired title product.

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; 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

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. 4928-87-4

To prepare the nanoparticles of 1, 50ml solution of lead(II) nitrate (0.01 M) in water was positioned in a high-density ultrasonic probe, operating at 40 kHz with a maximum power output of 305 W. Into this aqueous solution a 50 ml solution of the ligand 1H-1,2,4-triazole-3-carboxylic acid (0.01 M) and sodium hydroxide (0.01 M) and potassium bromide (0.01 M) were added dropwise. The obtained precipitates were filtered off, washed with water and then dried in air. m.p.?180 C. (Found C 8.61, H 0.89, N 10.12%). IR (cm-1) selected bands: 466 (s), 661 (s), 1106 (s), 1309 (m), 1373 (m), 1465 (vs), 1610 (s) and 3373 (br).

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:
Article; Safarifard, Vahid; Morsali, Ali; Joo, Sang Woo; Ultrasonics Sonochemistry; vol. 20; 5; (2013); p. 1254 – 1260;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

4928-87-4, The chemical industry reduces the impact on the environment during synthesis 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, I believe this compound will play a more active role in future production and life.

To a reaction of H-, 2, 4-triazole-3 -carboxylic acid (226 mg, 2.0 mmol) and 2- (l//-indol-3- yl)ethanamine (0.34 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 MeOH and DCM (10:90) as eluents to get the desired amide 19 (193.3 mg, 38 % yield) as a white solid compound. -NMR (400 MHz, DMSO-de): <514.90-14.48 (m, 1H), 10.82 (s, 1H), 8.80-8.13 (m, 2H), 7.61 (d, J= 7.6 Hz, 1H), 7.35 (d, J= 8 Hz, 1H), 7.21-7.18 (m, 1H), 7.11-7.05 (m, 1H), 7.04-6.96 (m, 1H), 3.61-3.53 (m, 2H), 2.97 (t, J= 7.6 Hz, 2H) ppm. MH+ = 256.2 m/z. The chemical industry reduces the impact on the environment during synthesis 1,2,4-Triazole-3-carboxylic acid. I believe this compound will play a more active role in future production and life. 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

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. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., 4928-87-4

A mixture of 5-(8-azabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)-8s9- di ydropyrazolo[l,5-a]pyrido[3,2-e]pyrirnidin-6(7H)-one (43.7 mg, 0.097 mmoL), Mn02 (42.2 mg, 0.48 mmoL) in DMF (3 mL) and CH2C12 (ImL)was heated at 120C overnight. The reaction mixture was cooled to room temperature and Mn02 was removed by filtration. 1H- l,2,4-triazole-3-carboxylic acid (12.2 mg, 0.11 mmoL), EDC (34.4 mg, 0.18mmoL), HOBt (24.3 mg, 0.18 mmoL) and DIEA (93.9 uL, 0.53 mmoL) was added and the mixture was stirred at room temperature for 2h. Purification with prep-LC provided 5-(8-(4H-l,2,4-triazole-3- carbonyl)-8-azabicyclo[ 3.2.1] octan-3 -yl)-3 -(6-phenylpyridin-3 -yl)pyrazolo [1,5 -a]pyrido [3 ,2- e]pyrimidin-6(9H)-one: LCMS tR = 2.18 Min (10 mm run, UV 254rim). Mass calculated for, M+ 543.2, observed LC/MS m/z 544.2 (M+H).

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; 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

4928-87-4, 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. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

Example 1-30 Preparation of provided 5-(5-((1R, 3s, 5S)-8-(4H-1,2, 4-triazole-3-carbonyl)-8- azabicyclo[3.2.1 ]octan-3-yl)-6-acetyl-7-aminopyrazolo[1,5-a]pyrimidin-3-yl)picolinic acidA mixture of methyl 5-(6-acetyl-7-amino-5-((1 R,3s,5S)-8- azabicyclo[3.2.1]octan-3-yl)pyrazolo[1 ,5-a]pyrimidin-3-yl)picolinate (99.5 mg, 0.237 mmol), 4H-1 ,2,4-triazole-3-carboxylic acid (32.2 mg, 0.285 mmoL), EDC (90.7 mg, 0.475 mmol), HOBt (64.1 mg, 0.475 mmol) and DIEA (247.6 ul, 1.42 mmol) in DMF (5 mL) was stirred at room temperature for 1 h. Concentration provided crude methyl 5-(5-((1 R,3s,5S)-8-(4H-1 ,2,4-triazole-3-carbonyl)-8-azabicyclo[3.2.1]octan-3-yl)-6- acetyl-7-aminopyrazolo[1 ,5-a]pyrimidin-3-yl)picolinate. MeOH (2 ml), THF (1 ml) and 1 N NaOH (2 ml) were added and the mixture was stirred at 50C until LCMS indicated complete conversion. Concentration and Purification with prep-LC provided5- (5-((1 R,3s,5S)-8-(4H-1 ,2,4-triazole-3-carbonyl)-8-azabicyclo[3.2.1]octan-3-yl)-6- acetyl-7-aminopyrazolo[1 ,5-a]pyrimidin-3-yl)picolinic acid, LCMS tR = 1.85 Min (10 min run, UV254nm). Mass calculated for, M+ 501.1 , observed LC/MS m/z 501.96 (M+H).

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; 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

4928-87-4, 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.

Take 0 ¡¤ 15g (0.31 mmol)The intermediate 27 was dissolved in 30 ml of CHCl, and 0 ¡¤ lg (0.52 mmol) of EDCI was added to obtain 0.2 g (0.27 mmol) of 1,2,4-triazol-3- Formic acid, stirred at room temperature12h, TLC detection. The reaction was completed and the crude product was dried and purified by silica gel column chromatography (eluent: methanol / dichloromethane / aqueous ammonia = 50:500: 1,7: ?: ?) to give a white solid. Example 21 Target product 0.1 g Yield 55.5%

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.

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

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. 4928-87-4

General procedure: To a 0.2 M solution of amine (0.1-10 mmol, 1 equiv) and carboxylic acid (1 equiv) in DCM was added Cl-HOBt (1.05 equiv)and Et3N (1.3 equiv) followed by EDC-HCl (1.2 equiv). The mixture was stirred at rt for 12 h. The crude mixture was diluted with DCM and washed once with 1 M HCl, once with satd NaHCO3 and once with brine. The DCM solution was evaporated to afford the product with >90% purity. The product was recrystallized from Et2O/hexane or purified by silica gel chromatography if necessary. Yields were typically >75%.

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:
Article; Bremer, Paul T.; Hixon, Mark S.; Janda, Kim D.; Bioorganic and Medicinal Chemistry; vol. 22; 15; (2014); p. 3971 – 3981;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

4928-87-4, Adding a certain compound to certain chemical reactions, such as: 4928-87-4, name is 1,2,4-Triazole-3-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 4928-87-4.

General procedure: The tail group amines Ar-NH2 (Ar a-d) (19.5 mmol,1.1 equiv) were added to a stirring solution of 1,2,4-triazole-3-carboxylic acid 12 (2.00 g, 17.7 mmol, 1.0 equiv) in dry DMF(30 mL) at room temperature. After 5 min, TBTU (6.0 g, 18.6 mmol,1.0 equiv) and DIPEA (11.0 mL, 61.9 mmol, 3.5 equiv) were added insequence. The resulting solution was stirred at room temperaturefor 16 h. After completion of the reaction, as indicated by TLC, DMFwas removed by rotary evaporation at 30 torr and 70 C. The crudematerial was purified by methods described in each individualentry.

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:
Article; Chakraborty, Amarraj; Dou, Yali; Gibbons, Garrett S.; Grigsby, Sierrah M.; Lee, Young-Tae; Liao, Chenzhong; Mathew, Bini; Moukha-Chafiq, Omar; Nikolovska-Coleska, Zaneta; Pathak, Vibha; Reynolds, Robert C.; Schuerer, Stephan C.; Snowden, Timothy S.; Umeano, Afoma C.; European Journal of Medicinal Chemistry; vol. 189; (2020);,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

4928-87-4, 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. 4928-87-4 name is 1,2,4-Triazole-3-carboxylic acid, 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.

To prepare nano-sized [Mn(L)2(H2O)2] (1), 50ml solution of manganese(II) chloride tetrahydrate (0.1molL-1) in water was positioned in a high-density ultrasonic probe, operating at 40kHz with a maximum power output of 305W. Into this solution water a 50ml solution of the ligand 1H-1,2,4-triazole-3-carboxylic acid (0.1molL-1) and potassium hydroxide (0.01molL-1) were added dropwise. The obtained precipitates were filtered off, washed with water and then dried in air. m.p.>300C.

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

Reference:
Article; Safarifard, Vahid; Morsali, Ali; Ultrasonics Sonochemistry; vol. 21; 1; (2014); p. 253 – 261;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics