Category: 4928-87-4

New discoveries in chemical research and development in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 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

A mixture of 3-(6-phenylpyridin-3-yl)-5-(piperidin-4-yl)-8,9- dihydropyrazolo[l,5-a]pyrido[3,2-e]pyrimidin-6(7H)-one (70 mg, 0.17 mmoL), 1H- 1,2,4- triazole-3-carboxylic acid (20.5 mg, 0.18 mmoL), EDC (63 mg, 0.33mmoL), HOBt (44.6 mg, 0.33 mmoL) and DIEA (172.2 uL, 0.99 mmoL) in DMF (3 mL) was stirred at room temperature for 2h. Purification with prep-LC provided 5-(l-(4H-l ,2,4-triazole-3- carbonyl)piperidin-4-yl)-3~(6-phenylpyridin-3-yl)-8,9-dihydropyrazolo[l,5-a]pyrido[3s2- e]pyrimidin-6(7H)-one: LCMS tR = 3.15 Min (10 rain run, UV 254nm)- Mass calculated for, M+ 519.2, observed LC/MS m/z 519.97 (M+H).

If you are hungry for even more, make sure to check my other article about 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

Related Products of 4928-87-4, New Advances in Chemical Research in 2021.In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, molecular formula is C3H3N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Example 2 1-(1-(1H-1,2,4-triazole-3-carbonyl)piperidin-3-yl)-3-methyl-8-(6-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl)-1H-imidazo[4,5-c]quinolin-2(3H)-one 20 mg (0.0455 mmol) of Compound 111, 6.2 mg (0.0546 mmol) of 1H-1,2,4-triazole-3-carboxylic acid, 9.23 mg (0.0683 mmol) of HOBt and 13.09 mg of EDCI were suspended in 2 ml of dichloromethane, added with 13.9 mg (0.137 mmol) of triethylamine, and stirred at room temperature for 4 h. TLC (DCM: MeOH = 10: 1) showed that most of the raw materials were not reacted. 9.3 mg of 1H-1,2,4-triazole-3-carboxylic acid, 26 mg of HATU and 15 mg of triethylamine were supplemented, and stirred at room temperature overnight. TLC (DCM: MeOH = 10: 1) showed that most of the raw materials were reacted completely. 10 mL of saturated sodium bicarbonate solution was added and stirred for 1 h. The organic phase was separated off, and the aqueous phase was extracted with 2 * 5 ml of dichloromethane. The organic phases were combined, dried, evaporated to dryness, and purified by preparative TLC (dichloromethane: methanol = 10: 1) to afford the target compound of Example 2 (17.8 mg), as a light yellow powder. Yield: 73%. LC-MS: 535 [M+1]+, tR = 1.463 min. 1H NMR (400 MHz, DMSO+D2O) delta 9.41 (d, J = 7.9 Hz, 1H), 9.14 (d, J = 6.0 Hz, 1H), 9.00 – 8.91 (m, 1H), 8.87 – 8.79 (m, 1H), 8.78 – 8.65 (m, 2H), 8.64 – 8.44 (m, 2H), 8.39 (s, 1H), 8.22 – 7.96 (m, 1H), 5.56 – 4.07 (m, 3H), 4.00 (d, J = 16.3 Hz, 3H), 3.60 (d, J = 13.2 Hz, 3H), 3.44 – 3.17 (m, 2H), 3.00 – 2.82 (m, 1H), 2.31 – 2.14 (m, 1H).

Future efforts will undeniably focus on the diversification of the new catalytic transformations. These may comprise an expansion of the substrate scope from aromatic and heteroaromatic compounds to other hydrocarbons. Keep reading other articles of 4928-87-4.

Reference:
Patent; Beijing Forelandpharma Co. Ltd.; ZHANG, Xingmin; JI, Qi; WANG, Lei; GAO, Congmin; WANG, Ensi; DU, Zhenjian; GONG, Longlong; CHEN, Bo; (137 pag.)EP3072893; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 4928-87-4, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, molecular formula is C3H3N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

To a reaction of 1/7-1, 2, 4-triazole-3 -carboxylic acid (226 mg, 2.0 mmol) and (S)- a-methyl benzyl amine (0.27 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 24.0 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 (75:25) as eluents to get the desired amide 18 (211 mg, 49 % yield) as a white solid compound. -NMR (400 MHz, DMSO-de): <514.67 (br s, 1H), 8.97 (br s, 1H), 8.47 (br s, 1H), 7.42-7.40 (m, 2H), 7.32 (t, J= 7.4 Hz, 2H), 7.25-7.21 (m, 1H), 5.20-5.12 (m, 1H), 1.50 (d, 7= 6.8 Hz, 3H,) ppm. MH+ = 217.1 m/z. The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules.Read on for other articles about 1,2,4-Triazole-3-carboxylic acid, hurry up and to see. 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

New discoveries in chemical research and development in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 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. 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).

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 1,2,4-Triazole-3-carboxylic acid help many people in the next few years.

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

Synthetic Route of 4928-87-4, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, molecular formula is C3H3N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

A solution of intermediate 42 (0.288, 0.58 mmol) was dissolved in 50 mmol of HOBT(: 1 (0.178, 0.89 mmol)EDCl(0.118, 0.83 mmol)After stirring, lH-1,2,4-triazole-3-carboxylic acid (0.078, 0.62 mmol) was added at room temperatureStirring 12h, TLC detection, the end of the reaction, the liquid spin the crude product, the crude product by silica gel G column chromatography [eluent (methanol: dichloromethaneHexane: aqueous ammonia = 50: 500: 1 (nu: nu: nu)] to give 0.23 g of the title compound of Example 30-a, yield 36%

The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules.Read on for other articles about 1,2,4-Triazole-3-carboxylic acid, hurry up and to see.

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

Reference of 4928-87-4, New Advances in Chemical Research in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, molecular formula is C3H3N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

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).

I am very proud of our efforts over the past few months and hope to 1,2,4-Triazole-3-carboxylic acid help many people in the next few years.

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

Research speed reading in 2021. In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 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. Application In Synthesis of 1,2,4-Triazole-3-carboxylic acid

A mixture of lH-1 ,2,4-triazole-3-carboxylic acid (8 mg, 0.07 mmol), EDCI (20 mg, 0.1 mmol), and 1-hydroxybenzotriazole (9 mg, 0.07 mmol) in DMF (1 mL) was slightly warmed up to a homogeneous solution which was added into a stirred solution of 5~(8- azabicyclo [3.2.1 ]octan-3 -yl)-7-(6-phenylpyridin-3 -yl)-2,4-dihydro- 1 H-[ 1 ,3]oxazino[5 ,4- e]pyrazolo[l,5-a]pyrimidine TFA salt (0.07 mmol) and N,N-diisopropylethylamine (37 mu,, 0.2 mmol) in DMF (2mL). It was stirred further for 10 min at room temperature. This crude compound was purified by HPLC to afford (3-(7-(6-phenylpyridin-3-yl)-2,4-dihydro-l FIJI, 3]oxazino[5,4-e]pyrazolo[l,5-a]pyrimidin-5-yl)-8-azabicyclo[3.2. l]octan-8-yl)(4H-l?2,4- triazol-3-yl)methanone. LCMS t = 3.20 Min (10 min run, UV254nm). Mass calculated for M+ H 534.0, observed LC/MS m/z 534.0 (M+H).

Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law. In my other articles, you can also check out more blogs about 4928-87-4, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; MENG, Zhaoyang; NAN, Yang; PATEL, Mehul; SIDDIQUI, M. Arshad; REDDY, Panduranga Adulla, P.; SUN, Binyuan; WO2012/27240; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 4928-87-4, New Advances in Chemical Research in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, molecular formula is C3H3N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

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 result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.I hope my blog about 1,2,4-Triazole-3-carboxylic acid is helpful to your research.

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

Synthetic Route of 4928-87-4, New Advances in Chemical Research in 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic,A common heterocyclic compound, 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, molecular formula is C3H3N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, 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%

I am very proud of our efforts over the past few months and hope to 1,2,4-Triazole-3-carboxylic acid help many people in the next few years.

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

Synthetic Route of 4928-87-4, New Advances in Chemical Research in 2021. The appropriate choice of redox mediator can avoid electrode passivation and overpotential, which strongly inhibit the efficient activation of substrates in electrolysis. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, molecular formula is C3H3N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

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 result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.I hope my blog about 1,2,4-Triazole-3-carboxylic acid is helpful to your research.

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