Day: July 27, 2021

Electric Literature of 16681-70-2, 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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-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.

Preparation 14 (2S,4R)-5-(4-Bromophenyl)-2-hydroxymethyl-2-methyl-4-[(1H-[1,2,3]triazole-4-carbonyl)amino]pentanoic Acid (2S,4R)-5-(4-bromophenyl)-4-t-butoxycarbonylamino)-2-(hydroxymethyl)-2-methylpentanoic acid (1.0 g, 2.4 mmol) was combined with MeCN (20 mL). 4N HCl in dioxane 1.8 mL, 7.2 mmol) was added. The resulting mixture was stirred for 30 minutes then concentrated under reduced pressure. 1H-[1,2,3]Triazole-4-carboxylic acid (272 mg, 2.4 mmol) and HATU (959 mg, 2.5 mmol) were combined in DMF (2 mL) and stirred for 10 minutes. DIPEA (1.3 mL, 7.2 mmol) and Compound 1 in DMF (2 mL) were added and the resulting mixture was stirred for 30 minutes then concentrated. The residue was purified by reverse phase chromatography (20-100% MeCN in water) to yield the title compound (287 mg).

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Reference:
Patent; Fleury, Melissa; Hughes, Adam D.; US2014/45906; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 15988-11-1, 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. 15988-11-1, name is 4-Phenyl-1,2,4-triazolidine-3,5-dione, molecular formula is C8H7N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

General procedure: A mixture of malononitrile 1 (1 mmol), aldehyde 2(1 mmol), 4-phenylurazole 3 (1 mmol), and zeolite (0.05 g)was placed in a mortar. The reaction mixture was then heatedat 80 C for 60 min. After completion of the reaction as monitored by TLC analysis, the reaction mixture was cooled,and the solid was dissolved in acetone (15 mL), filtered and evaporated under vacuum to give the product, which was crystallized from ethanol to afford pure compound 4.

I am very proud of our efforts over the past few months and hope to 4-Phenyl-1,2,4-triazolidine-3,5-dione help many people in the next few years.

Reference:
Article; Nejat, Razieh; Mahjoub, Mohammad Amin; Hekmatian, Zahra; Javidi, Mohammad Amin; Babashah, Sadegh; Journal of the Iranian Chemical Society; vol. 15; 5; (2018); p. 1133 – 1143;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research. 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

A mixture of lH-l,2,4-triazole-3-carboxylic acid (22.6 mg, 0.2 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 lOmin. Crude 2-(5-(5-((lR,3s,5S)-8-azabicyclo[3.2.1]octan-3-yl)-8H- pyrazolo[l ,5-a]pyrrolo[3,2-e]pyrimidin-3-yl)pyridin-2-yl)propan-2-ol from step 6 (0.25 mmol) was added followed by N,N-diisopropylethylamine (0.18 mL, 1 mmol). It was stirred further for 20 minutes at room temperature at which time LC/MS analysis confirmed full consumption of starting material. Pure compound ((lR,3s,5S)-3-(3-(6-(2-hydroxypropan-2- yl)pyridin-3-yl)-8H-pyrazolo[l,5-a]pyrrolo[3,2-e]pyrimidin-5-yl)-8-azabicyclo[3.2.1]octan-8- yl)(lH-l ,2,4-triazol-3-yl)methanone was isolated by preparative HPLC.

The catalyzed pathway has a lower Ea, but the net change in energy that results from the reaction is not affected by the presence of a catalyst. In my other articles, you can also check out more blogs about 4928-87-4

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

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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C3H3N3O2

lH-l,2,3-triazole-4-carboxylic acid (50.8 mg, 449 muiotaetaomicron) and HATU (171 mg, 449 muiotaetaomicron) were dissolved in DMF (3 mL) and stirred for 15 minutes at room temperature. (2R,^R -4-Amino-2-azido-5-(5′-chloro-2′-fluorobiphenyl-4-yl)pentanoic acid ethyl ester (160 mg, 409 muiotaetaomicron) and DIPEA (214 mu^, 1.2 mmol) were added, and the mixture was stirred at room temperature for 15 minutes, at which time LCMS indicated the mass of the desired compound. The mixture was then concentrated in vacuo to yield Compound 1, which was used in the next step without purification.

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 1H-[1,2,3]Triazole-4-carboxylic acid, in my other articles.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; FLEURY, Melissa; BEAUSOLIEL, Anne-Marie; HUGHES, Adam D.; LONG, Daniel D.; WILTON, Donna A.A.; WO2015/116786; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 16681-65-5, 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. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, molecular formula is C3H5N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

The title compound was prepared according to the patent application WO2008/135826. To a 50 mL 2-necked flask containing 1-methyl-1H-1,2,3-triazole (1.0 g, 12.0 mmol, prepared according to PCT Int. Appl., 2008098104) was added THF (45 mL) and the colorless solution was cooled to -40 C. Then, n-BuLi (2.5 M in hexanes, 4.8 mL, 12.0 mmol) was added dropwise which afforded a dark reddish-brown viscous solution. The mixture was stirred between -30 to -20 C. for 45 minutes, then neat DMF (3 mL, 38.5 mmol) was introduced at -10 C. The mixture was allowed to warm up to room temperature and stirred for 60 minutes, followed by pouring into water. The aqueous portion was extracted with EtOAc (4*50 mL) and the combined organics were washed with brine, dried over MgSO4, filtered and concentrated. The aqueous portion was back-extracted with DCM (3*50 mL) and dried as above. The combined organics were concentrated to give a light brown oil that was much more UV active than the starting material. TLC in either 25% CH3CN-DCM or 25% EtOAc-DCM showed the product to have a slightly higher Rf than the starting material. Chromatography on silica gel (100% DCM increasing to 25% CH3CN-DCM) provided the title compound as a colorless oil.

In the meantime we’ve collected together some recent articles in this area about 16681-65-5 to whet your appetite. Happy reading!

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; CUMMINGS, MAXWELL D.; US2015/105372; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 956317-36-5, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

The 5-methyl-2 – (2H-1, 2, 3-triazole-2-yl) benzoic acid (2.03g, 10mmol) is added to the 100 ml round bottom flask in the single port, with anhydrous dichloromethane (20 ml ) is dissolved, and then sequentially slowly adding thionyl chloride (15 ml, 200mmol) and pyridine (0.15 ml, 2mmol), the resulting reaction mixture is gradually heated up to reflow, reaction 3 hours. Stop reaction, to be reacted after cooling to room temperature, solvent evaporating under reduced pressure, the resulting crude product does not pass through the purification, the reaction proceeding to the next step directly.

We very much hope you enjoy reading the articles and that you will join us to present your own research about 956317-36-5, Happy reading!

Reference:
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd.; Jinchuan, Fei; Gao, Heng; Zhang, Ji; Zhang, Yingjun; (84 pag.)CN105461699; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 7170-01-6, New Advances in Chemical Research in 2021.Reactions catalyzed within inorganic and organic materials and at electrochemical interfaces commonly occur at high coverage and in condensed media, 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, molecular formula is C3H5N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Step A Synthesis of 8-methoxy-2-methyl-4-(5-methyl-l//-l,2,4-triazol-l-yl)quinoline and 8- methoxy-2-methyl-4-(3 -methyl- H- 1 ,2,4-triazol- 1 -yl)quinoline4-chloro-8-methoxy-2- methylquinoline (100 mg, 0.481 mmol) was reacted with 3-methyl- IH-l, 2,· 4-triazole (46.0, 0.554 mmol) according to the synthesis of 4-(4-fluoro- 1 /Y-pyrazol- 1 -yl)-8-mcthoxy-2-mcthylquinolinc to give a mixture of the title compounds. MS (m/z): 255.3 [M+H+] Step B Synthesis of 2-methyl-4-(3-methyl-l//-l,2,4-triazol-l-yl)quinolin-8-ol and 2-methyl- 4-(5-methyl- 1 H- 1 ,2,4-triazol- 1 -yl)quinolin-8-ol (0284) A mixture of 8-mcthoxy-2-mcthyl-4-(5-mcthyl- 1 H- 1 ,2,4-triazol- 1 -yl)quinolinc and 8- mcthoxy-2-mcthyl-4-(3-mcthyl- 1 H- 1 ,2,4-triazol- 1 -yl)quinolinc (153 mg, 0.602 mmol) was demethylated according to the synthesis of 4-(4-fluoro-l//-pyrazol-l-yl)-2-methylquinolin-8-ol to give a mixture of the title compounds. MS (m/z): 241.1 [M+H+] Step C. Synthesis of (5)-2-(l-(3-chloro-5-fluoro-2-((2-methyl-4-(5-methyl-l//-l,2,4-triazol-l- yl)quinolin-8-yloxy)methyl)phenyl)ethyl)isoindoline- 1 ,3-dione and (5)-2-(l -(3-chloro-5-fluoro-2- ((2-methyl-4-(3 -methyl- 1 H- 1 ,2,4-triazol- 1 -yl)quinolin-8-yloxy)methyl)phenyl)ethyl)isoindoline- l,3-dione (0286) A mixture of 2-mcthyl-4-(3-mcthyl- 1 H- 1 ,2,4-triazol- 1 -yl)quinol in-8-ol and 2-methyl-4-(5- mcthyl- 1 H- 1 ,2,4-triazol- 1 -yl)quinol in-8-ol (48.3 mg, 0.201 mmol) was reacted with (5)-2-(l-(3- chloro-2-(chloromethyl)-5-fluorophenyl)ethyl)isoindoline-l,3-dione (70.7 mg, 0.201 mmol) according to the synthesis of (5)-2-(l-(3-chloro-5-fluoro-2-((4-(4-fluoro-l/7-pyrazol-l-yl)-2- methylquinolin-8-yloxy)methyl)phenyl)ethyl)isoindoline-l,3-dione to give a mixture of the title compounds. MS (m/z): 556.4 [M+H+]

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 3-Methyl-1H-1,2,4-triazole, hurry up and to see.

Reference:
Patent; PHARVARIS B.V.; GIBSON, Christoph; SAUPE, Joern; AMBROSI, Horst-Dieter; HAUSTEDT, Lars Ole; (99 pag.)WO2019/101906; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 67545-00-0, New Advances in Chemical Research in 2021. The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research. 67545-00-0, name is 4-Amino-1-methyl-1,2,3-triazole, molecular formula is C3H6N4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Example 293c 5-Bromo-1-methyl-3-(1-methyl-1H-1,2,3-triazol-4-ylamino)pyridin-2(1H)-one 293c Following the procedure in Example 130c, and starting with 293b (500 mg, 5.10 mmol, 1.0 eq.) and 3,5-dibromo-1-methylpyridin-2(1H)-one (2.04 g, 7.65 mmol, 1.5 eq.) afforded 293c as a yellow solid (760 mg, 52%). MS-ESI: [M+H]+ 283.9.

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 67545-00-0.

Reference:
Patent; F.Hoffmann-La Roche AG; CRAWFORD, James John; ORTWINE, Daniel Fred; WEI, BinQing; YOUNG, Wendy B.; EP2773638; (2015); B1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 162848-16-0, name is 4-[1,2,4]Triazol-1-yl-benzoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C9H7N3O2

A mixture of Cd(NO3)2·4H2O (0.0308g, 0.1mmol), Hcpt (0.0189g, 0.1mmol) and DMF/CH3CN/H2O (8mL, 6:1:1, v/v/v) was placed in a tightly capped 20mL vial under ultrasonic irradiation to produce a clear solution, which was then heated at 85C for 3days and cooled to room temperature at a rate of 10Ch-1. Colorless block shaped crystal of 1 were collected in 56% yield (based on Cd). The resulting crystals were rinsed with DMF three times and then dried at room temperature. Elemental analysis for C10H7CdN3O4 (Mr=345.60) (1): calcd: C 34.75, H 2.04, N 12.16%; found: C 34.68, H 2.09, N 12.47%. The phase purity of the bulk crystals was proved by their powder X-ray diffraction (PXRD) pattern (Fig. S1).

If you are hungry for even more, make sure to check my other article about 162848-16-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Xia, Yu-Pei; Li, Yun-Wu; Li, Da-Cheng; Du, Yu-Chang; Yao, Qing-Xia; Dou, Jian-Min; Journal of Molecular Structure; vol. 1081; (2015); p. 362 – 365;,
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. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Formula: C9H7N3O2

A solution of 2-(2H-l,2,3-triazol-2-yl)benzoic acid (60.5 mg, 0.320 mmol) and methyl 4-methoxy-2-(((3i?,6i?)-6-methylpiperidin-3-yl)amino)nicotinate (74.5 mg, 0.267 mmol) in DMF (1778 mu) was treated with l-hydroxy-7-azabenzotriazole (72.6 mg, 0.533 mmol), EDC (102 mg, 0.533 mmol), and triethylamine (112 muEpsilon, 0.800 mmol) and heated at 50 C overnight. The reaction was cooled, diluted with water and saturated aqueous sodium bicarbonate, and extracted 2x with EtOAc. The combined organic fractions were washed with brine, dried over magnesium sulfate, filtered, and concentrated. The residue was purified by silica gel gradient chromatography (0-95% EtOAc in hexanes), providing the title compound. HRMS m/z (M+H) 451.2070 found, 451.2088 required

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 2-(2H-1,2,3-Triazol-2-yl)benzoic acid help many people in the next few years.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; SKUDLAREK, Jason, W.; WO2015/95441; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics