Category: 4928-87-4

Related Products of 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.

Step 5. Synthesis of ((1R,3s,5S)-3-(7-amino-6-(methylsulfonyl)-3-(6-phenyl pyridin- 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 (2.8 g, 24.4 mmol), EDCI (4.7 g, 24.4 mmol), and 1-hydroxybenzotriazole (2.2 g, 16.3 mmol) in DMF (100 mL) was stirred at room temperature for 10 min. To this mixture 5-((1 R,3s,5S)-8- azabicyclo[3.2.1]octan-3-yl)-6-(methylsulfonyl)-3-(6-phenylpyridin-3-yl)pyrazolo [1 ,5- a]pyrimidin-7-amine (12.2 g, 14.8 mmol) was added followed by N,N- diisopropylethylamine (12.9 mL, 73.9 mmol). It was stirred further for 20 min at room temperature, at which time LC/MS analysis confirmed full consumption of starting material. Solvent was removed in vacuo to complete dryness. To this crude was added water (200 mL) and solids were filtered and washed with additional water (200 mL). It was then washed with MeOH (125 mL), a 1 :1 mixture of ACN and water (200 mL), ACN (100 mL) and diethyl ether (100 mL) successively to afford ((1 R,3s,5S)-3- (7-amino-6-(methylsulfonyl)-3-(6-phenyl pyridin-3-yl)pyrazolo[1 ,5-a]pyrimidin-5-yl)-8- azabicyclo[3.2.1]octan-8-yl)(1 H-1 ,2,4-triazol-3-yl) methanone (7.5 g).; Step 6. Synthesis of ((1R,3s,5S)-3-(7-amino-6-(methylsulfonyl)-3-(6-phenyl pyridin- 3-yl) pyrazolo[1,5-a]pyrimidin-5-yl)-8-azabicyclo[3.2.1 ]octan-8-yl)(1H-1,2, 4-triazol-3- yl) methanone hydrochlorideTo a suspension of ((1 R,3s,5S)-3-(7-amino-6-(methylsulfonyl)-3-(6-phenyl pyridin-3-yl) pyrazolo[1 ,5-a]pyrimidin-5-yl)-8-azabicyclo[3.2.1]octan-8-yl)(1 H-1 ,2,4- triazol-3-yl) methanone (8g, 14.1 mmol) in DCM (350 mL) and MeOH (100 mL) was added 4M HCI in 1 ,4-dioxane (14.1 mL, 56.2 mmol). It was stirred further for 10 min at room temperature during which time solution became clear. Solvent was removed in vacuo until solids were precipitate out. To this crude was added diethyl ether (200 mL) and solids were filtered and washed with additional diethyl ether (800 mL).Solids were redissolved in a 1 :1 mixture of ACN and water and lyophilized to get the desired ((1 R,3s,5S)-3-(7-amino-6-(methyl sulfonyl)-3-(6-phenylpyridin-3- yl)pyrazolo[1 ,5-a] pyrimidin-5-yl)-8-azabicyclo [3.2.1]octan-8-yl)(1 H-1 ,2,4-triazol-3- yl)methanone as an HCI salt (8.5 g).

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:
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

Application 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 mixture of 5-((lR,3s,5S)-8-azabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)- 8H-pyrazolo[l,5-a]pyrrolo[3,2-e]pyrimidine (0.19 mmol), lH-l,2,4-triazole-3-carboxylic acid (21.7mg, 0.19 mmol), EDC (58.6 mg, OJ lmmol), HOBt (25.9 mg, 0.19 mmol) and DIEA (200 uL, 1.15 mmol) in DMF (5 mL) was stirred at room temperature for 2 h. Purification with prep-LC provided ((lR,3s,5S)-3-(3-(6-phenylpyridin-3-yl)-8H-pyrazolo[l,5- a]pyrrolo[3,2-e]pyrimidin-5-yl)-8-azabicyclo[3.2.1]octan-8-yl)(4H-l,2,4-triazol-3- yl)mefhanone.

The synthetic route of 4928-87-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MENG, Zhaoyang; PATEL, Mehul, F.; SIDDIQUI, M. Arshad; REDDY, Panduranga Adulla, P.; NAN, Yang; WO2013/16164; (2013); 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. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, A new synthetic method of this compound is introduced below., Recommanded Product: 4928-87-4

To a reaction of 1/7-1, 2, 4-triazole-3 -carboxylic acid (226 mg, 2.0 mmol) and (3,4- dimethoxybenzyl)amine (0.32 mL, 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 h, and then slowly diluted into iced water and extracted with DCM (50 mL x 2). 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 (70:30) as eluents to get the desired amide 2 (40.7 mg, 8% yield) as a white solid. 1H-NMR (400 MHz, DMSO-de): <514.74-14.50 (m, 1H), 9.06 (br s, 1H), 8.48-8.46 (m, 1H), 6.97 (m, 1H), 6.90-6.88 (m, 1H), 6.85-6.83 (m, 1H), 4.37 (d, J= 6.4 Hz, 2H), 3.73 (d, J= 3.6 Hz, 6H) ppm. MH+ = 263.2 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: 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, Quality Control of 1,2,4-Triazole-3-carboxylic acid

To isolate single crystals of [Mn(L)2(H2O)2] (1), 1H-1,2,4-triazole-3-carboxylic acid (0.117 g, 1 mmol), potassium hydroxide (0.04 g, 1 mmol) and manganese(II) chloride tetrahydrate (0.098 g, 0.5 mmol) were placed in the main arm of a branched tube to be heated. Water was carefully added to fill both arms, and then the arm to be heated was placed in a bath at 60 C. After 10 days, colorless crystals were deposited in the cooler arm which were filtered off, washed with water and air dried. (0.161 g, yield 51.3%), m.p. > 300 C.

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, 1,2,4-Triazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

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

Application of 4928-87-4, 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. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

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.

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

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

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., Application In Synthesis of 1,2,4-Triazole-3-carboxylic acid

To a mixture of 1H-1,2,4-triazole-3-carboxylic acid (118 mg, 1.044 mmol) and HATU (429 mg, 1.13 mmol) in DMF (2.2 mL) was added DIPEA (325 muL, 1.87 mmol) and the mixture was stirred for 15 min. Then tert-butyl 2,2-dimethylpiperazine-1- carboxylate (200 mg, 0.93 mmol) is added followed by DIPEA (240 muL, 1.38 mmol) and the mixture was stirred for another 90 min. Saturated NH4Cl was added (5 mL), followed by EtOAc (10 mL). The layers were separated and the aqueous layer extracted with EtOAc (2 x 5 mL). The combined organic extracts were washed with brine (5 mL), dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography on silica gel eluting with 0-15% MeOH: DCM affording the title compound (263 mg, 91% yield) as an off-white solid. ESI-MS m/z calc.309.18008, found 310.35 (M+1)+ Retention time: 1.22 minutes using method C

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; VERTEX PHARMACEUTICALS INCORPORATED; SAYEGH, Camil Elie; STURINO, Claudio; FOURNIER, Pierre-Andre; LACOSTE, Jean-Eric; DIETRICH, Evelyne; MARTEL, Julien; VALLEE, Frederic; (494 pag.)WO2016/154075; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference 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 14 Synthesis 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-phenylpyridin-3-yl)pyrazolo[1,5- a]pyrimidin-6-yl)ethanoneA mixture of 1 H-1 ,2,4-triazole-3-carboxylic acid (29.4 mg, 0.26 mmol), EDCI (76.7 mg, 0.4mmol), and 1-hydroxybenzotriazole (27 mg, 0.2 mmol) in DMF (2 ml) was stirred at room temperature for 10min. Compound 1-(7-amino-5-((1 R,3s,5S)-8- azabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)pyrazolo[1 ,5-a]pyrimidin-6- yl)ethanone hydrochloride (0.2 mmol) was added followed by N,N- diisopropylethylamine (0.17 ml, 1 mmol). It was stirred further for 20min at room temperature at which time LC/MS analysis confirmed full consumption of starting material. This crude compound was submitted to the analytical group for purification to afford the desired product. LC/MS RT = 2.42 min. Mass calculated for M+H 534.2, observed 534.2.

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. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, A new synthetic method of this compound is introduced below., SDS of cas: 4928-87-4

General procedure: A mixture of amine I (1 equiv), desired carboxylic acid (1 equiv), triethylamine (Et3N) (3 equiv), and 2-(lH-benzotriazo1elyl),l,3,3tetranethyluronium hexafluoro-phosphate (HBTU) (1.5 equiv) in DMF (0.25 H) was stirred at room temperature until the reaction was complete by TLC or LCMS. The mixture was diluted with H,O andextracted with EtOAc. The combined organic extracts were washed with H,O, brine, dried over Ha,804, filtered, and concentrated under reduced pressure. The resulting residue was purified by either normal phase silica gel column chromatography (typical eluents included either a mixture of or hexanes and EtOAc or a mixture ofCH,Cl, and a 90:9:1 mixture of CH,Cl,/CH,OH/concentrated NH,OH) or C-18 reversed phase column chromatography (typical eluents included CH,CN and H,O( to afford the desired carboxamide It. The product structure was verified by ?H NMR and by mass analysis.

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 TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; PETRUKHIN, Konstantin; CIOFFI, Christopher; JOHNSON, Graham; DOBRI, Nicoleta; FREEMAN, Emily; CHEN, Ping; CONLON, Michael; ZHU, Lei; WO2014/151936; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route 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.

10.9 mg (0.077 mmol) of 1,2,4-triazole-3-carboxylic acid was dissolved in 5 ml of dichloromethane and 45.2 mg(0.119 mmol) of 2- (7-azobenzotriazole-Nu, Nu, N ‘, N’-tetramethyluronium hexafluorophosphate under ice bath was added 21.9 mg(0.216 mmol) of triethylamine,Stirring for 30min,30 mg of intermediate 121 (0.054 mmol) was added,Stir overnight at room temperature. TLC checkMeasurement,After the reaction,Add lml of saturated sodium bicarbonate solution,Stirring for 20min,Dispensing,The aqueous phase was extracted with dichloromethane,mergeThe organic phase,dry,Steamed in crude.The crude product was purified by preparative silica gel plate (methanol: dichloromethane = 1: 10)The target compound was 9 mg in 21%

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

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. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Safety of 1,2,4-Triazole-3-carboxylic acid

0.178 (0.33 mmol) of intermediate 34 was dissolved in 30 mmol of 2 (12, added to zone 0.1 (0.5 mmol EDCl (: 1,0.07 g(0.23 mmol) of 1,2,4-triazole-3-carboxylic acid was added and stirred at room temperature with stirring12h, 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, £¤ £¤: £¤) to give a white solid Example 26The target product was 0.12 g, yield 60%

The synthetic route of 4928-87-4 has been constantly updated, and we look forward to future research findings.

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