Category: Triazoles

Research speed reading in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 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. SDS of cas: 16681-70-2

[0824] lH-1,2,3-triazole-5-carboxylic acid (3.4 mg, 30f.tmol) was combined with HATU (11 mg, 30 f.tmol) in DMF(0.3 mL) and stirred at room temperature for 10 minutes;DIPEA (1 eq.) was added and the mixture was stirred for 1minute. Compound 2 (1 0 mg, 30 f.tmol) was dissolved in DMF(0.5 mL) and DIPEA (5.2 f.LL, 30 fllllOl) was added, followedby addition of the activated acid solution. The mixture wasstirred at room temperature for 30 minutes, after which timeLCMS indicated desired product formation. Half of the crudeproduct was purified using reverse phase chromatography toyield Compound a (4.3 mg) as a TFA salt. MS m/z [M+Htcalc’d for C27H31ClFN50 4 , 544.21; found 544. Half of thecrude product was used in the next step without purification.

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 16681-70-2

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

Research speed reading in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 4928-88-5, name is Methyl 1H-1,2,4-triazole-3-carboxylate belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Product Details of 4928-88-5

In a 250 ml of clean three-necked reaction flask provided with a thermometer and mechanical stirrer, add 90 g beta-D-ribofuranose-1,2,3,5-tetraacetate. Oil bath heat until beta-D-ribofuranose-1,2,3,5-tetraacetate is completely melted. Then add 37.8 g 1,2,4-triazolecarboxylic acid methyl ester and 0.6 g bis(4-nitrophenyl)phosphate. Start strirring. At 103 °C maintain temperature and stir for 10 min. At 108 °C high vacuum, react for 2h. Cool to 90 °C, by adding methanol, continue to stir until 50 °C white crystal the storm analyzes right and left of the, in -15 ° C stirring crystallization 4 hours. Filtering, ice-methanol washing, for 65 °C drying, (II) 91.2g obtaining white RBV condensates, yield 84.2percent (with four acetylmethylene ribose idea ), (II) the content of the white RBV condensates to 98.1percent, purity of 99.1percent ( unitary method HPLC chromatographic area),

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 4928-88-5, and we look forward to future research findings.

Reference:
Patent; Hubei Yitai Pharmaceutical Co., Ltd.; Wu, Xiaoyu; Zou, Zude; Xiong, Zuxiang; Huang, Linjun; Guo, Liangchen; Chen, Jin; (6 pag.)CN105732750; (2016); A;,
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. 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one

EXAMPLE 10: ALTERNATIVE PROCESS FOR THE PREPARATION OF APREPITANT (FORMULA I)10 g of the compound of Formula IIb obtained from Example 6 and 30 ml of N,N-dimethylformamide (DMF) were charged into a clean and dry 4 neck round bottom flask followed by stirring for about 10 minutes. The reaction solution was cooled to about 0 0C and a mixture of 3.5 g of potassium carbonate and 1 ml of water was charged. To the resultant reaction mixture a solution of 3.7 g of 3- chloromethyl-1 ,2,4-triazolin-5-one of Formula (IIe) dissolved in 10 ml of N1N- dimethylformamide (DMF) was charged followed by stirring at about 0 0C for about 4 hours. After the completion of the reaction, 100 ml of water was charged followed by stirring for about 30 minutes. The separated solid was filtered and the solid was washed with 20 ml of water. The solid obtained was dried at about 60 0C for about 3 hours to afford 8 g of aprepitant of Formula I. Specific optical rotation (SOR): [alpha]D25 = +61.18° (C = 0.68percent MeOH); Purity by RS HPLC: 94.36percent; Purity by chiral HPLC: (+)-cis isomer: 97.12percent; (-)-cis isomer: 2.87percent.

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 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, in my other articles.

Reference:
Patent; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; WO2007/44829; (2007); A2;,
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. 4922-98-9, name is 5-Phenyl-1H-1,2,4-triazol-3-amine belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 5-Phenyl-1H-1,2,4-triazol-3-amine

General procedure: 3-Amino-1,2,4-triazole 8a?f (1.0 mmol), o-hydroxybenzaldehyde9a?e (1.0 mmol), acetone (10) (0.22 ml,3.0 mmol), and abs. EtOH (2 ml) were mixed in amicrowave process vial, and then 4 N solution of HCl indioxane (0.07 ml, 0.3 mmol) was added. The mixture wasirradiated at 150°C for 30 min. The reaction mixture wascooled by an air flow and stirred for 24 h at roomtemperature for complete precipitation of the product. Theprecipitate was filtered off, washed with EtOH (1 ml) andEt2O (3×1 ml), and dried. Compounds 1a?w were obtainedin a form of white solids.

If you are hungry for even more, make sure to check my other article about 4922-98-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Guemue?, Mustafa K.; Gorobets, Nikolay Yu.; Sedash, Yuriy V.; Chebanov, Valentin A.; Desenko, Sergey M.; Chemistry of Heterocyclic Compounds; vol. 53; 11; (2017); p. 1261 – 1267; Khim. Geterotsikl. Soedin.; vol. 53; 11; (2017); p. 1261 – 1267,7;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route 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.

1-methyl-1H-1,2,3-triazole was prepared according to the literature reference WO2008/98104. To a 2 L flask containing 1-methyl-1H-1,2,3-triazole (9 g, 108.3 mmol) was added THF (1500 mL) and the solution was cooled to -40 C. To this colorless homogeneous solution was added n-butyllithium (2.5 M in hexanes, 45 mL, 112.5 mmol) dropwise which immediately afforded a dark brown viscous mixture. The mixture was kept between -10 to -20 C. for 60 minutes, then a THF solution of 2,4-dimethylthiazole-5-carbaldehyde (17.2 g, 121.8 mmol in 200 mL THF) was introduced via cannula. Once the aldehyde was added the reaction was allowed to warm to room temperature. After 3 hours, the reaction was quenched by pouring into a saturated solution of aqueous NH4Cl. The aqueous portion was extracted with EtOAc in portions, 7*400 mL. The combined organics were washed with brine, dried over MgSO4, filtered and concentrated to give a brown oil. Chromatography on silica gel (10% acetone-DCM increasing to 50% acetone and increasing to 10% MeOH-DCM) provided the title compound as an amber solid.

We very much hope you enjoy reading the articles and that you will join us to present your own research about 16681-65-5, 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.; Pierce, Joan; Goldberg, Steven; Fourie, Anne; Xue, Xiaohua; US2014/107094; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Formula: C3H4N4O2

General procedure: A mixture of benzil (0.01 mol), aldehydes (0.01 mol), 3-amino-1,2,4-triazole-5-carboxylic acid (0.01 mol), ammonium acetate (0.01 mol) and ceric ammonium nitrate (15 mol%) as a catalyst were refluxed in ethanol (15 mL) for about 3-4 h. The progress of the reaction was monitored by TLC. After completion of reaction, the mixture was cooled to room temperature. The solid formed was filtered and dried. The crude products were recrystallized by ethanol.

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 3641-13-2

Reference:
Article; Nikalje, Anna Pratima G.; Ghodke, Mangesh S.; Kalam Khan, Firoz A.; Sangshetti, Jaiprakash N.; Chinese Chemical Letters; vol. 26; 1; (2015); p. 108 – 112;,
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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. name: 5-Bromo-1H-1,2,4-triazole

Example 2 Preparation of 2-(3-bromo-1H-1,2,4-triazol-1-yl)-5-(trifluoromethoxy)pyridine (C2) To a reaction vial were added 2-bromo-5-(trifluoromethoxy)pyridine (1.0 g, 4.1 mmol) and 3-bromo-1H-1,2,4-triazole (0.91 g, 6.2 mmol). N,N-Dimethylformamide (16 mL) and cesium carbonate (2.6 g, 8.2 mmol) were added, and the vial was degassed for 5 minutes with argon. Copper(I) iodide (0.077 g, 0.41 mmol) was added, and the vial was further degassed for 5 minutes with argon. The vial was capped and heated at 100 C. for 1 hour in a Biotage Initiator microwave reactor, with external IR-sensor temperature monitoring from the side of the vessel. The reaction mixture was cooled to room temperature, poured onto crushed ice (3 volumes), and extracted with ethyl acetate (3*150 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated. Purification by flash column chromatography using 0-40% ethyl acetate/hexanes as eluent provided the title compound as a pale brown liquid (0.40 g, 31%): 1H NMR (400 MHz, CDCl3) delta 9.01 (s, 1H), 8.39 (d, J=2.4 Hz, 1H), 7.94 (d, J=8.8 Hz, 1H), 7.77 (dd, J=1.6 Hz, 8.8 Hz, 1H); ESIMS m/z 309 ([M+H]+).

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 7343-33-1

Reference:
Patent; Dow AgroSciences LLC; Giampietro, Natalie C.; Crouse, Gary D.; Sparks, Thomas C.; Demeter, David A.; (145 pag.)US2017/64962; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 252742-72-6, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, 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.

Example 405 5-(4-(2-Fluorophenoxymethyl)piperidino]methyl-2,4-dihydro-[1,2,4]triazol-3-one After adding 150 mg of 5-chloromethyl-2,4-dihydro-[1,2,4]triazol-3-one, 331 mg of 4-(2-fluorophenoxymethyl)piperidine hydrochloride and 180 mg of anhydrous potassium carbonate to acetonitrile, the mixture was stirred overnight at room temperature. Water and ethyl acetate were added to the reaction mixture and the insoluble portion was filtered out to obtain the title compound (70 mg, 21percent yield). 1H-NMR (400 MHz, DMSO-d6); delta (ppm) 1.26-1.38 (2H, m), 1.67-1.80 (3H, m), 1.95-2.04 (2H, m), 2.77-2.84 (2H, m), 3.24 (2H, s), 3.88 (2H, d, J=5.6 Hz), 6.87-6.94 (1H, m), 7.06-7.21 (3H, m), 11.19 (1H, s), 11.27 (1H, br s).

In the meantime we’ve collected together some recent articles in this area about 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one to whet your appetite. Happy reading!

Reference:
Patent; Ozaki, Fumihiro; Ono, Mutsuko; Kawano, Koki; Norimine, Yoshihiko; Onogi, Tatsuhiro; Yoshinaga, Takashi; Kobayashi, Kiyoaki; Suzuki, Hiroyuki; Minami, Hiroe; Sawada, Kohei; US2004/167224; (2004); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 1157938-97-0, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 1157938-97-0, name is 1-(2,5-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone, 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.

Zinc (11.7 g, 179 mmol, 4.0 eq.) was suspended in THF (200 mL) and stirred in the presence of TMSCl (2.25 mL) under a nitrogen atmosphere at ambient temperature for 30 minutes in a 250 mL 3-neck flask. Subsequently, the suspension was cooled to 0 C. and ethyl-2-bromopropionate (11.6 mL, 89.6 mmol, 2.0 eq) was added via a syringe pump over 45 minutes. The reaction mixture was stirred for an additional 15 minutes at 0 C. (conversion checked with GC to be 100%), after which the suspension was filtered via cannula over a glass filter under a nitrogen stream to the reaction vessel (500 mL 3-neck flask). Subsequently, a solution of ketone III (R1=F, 10 g, 44.8 mmol, 1.0 eq.) in THF (130 mL) was dosed to the reaction mixture over 1 hour at room temperature. The mixture was stirred for an additional 72 hours at which point a solid had formed. The suspension was filtered and the off-white solid was suspended in EtOAc and dissolved by addition of water and aqueous HCl until a clear biphasic system was obtained (pH 1). The layers were separated and the aqueous layer was extracted with EtOAc (2×). The combined organic layers were washed with water and brine, dried (Na2SO4), filtered and concentrated in vacuo to give racemic RR/SS ester I (R1=F, 8.8 g, 27 mmol, 60%) as a light yellow solid with >99% d.e. as determined by GC. The filtrate was subjected to the same aqueous work-up. GC-analysis showed that the remaining ketone was present in the filtrate as well as racemic ester I with a d.e. of -25% (in favor of the undesired RS/SR diastereomer).

I am very proud of our efforts over the past few months and hope to 1-(2,5-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone help many people in the next few years.

Reference:
Patent; Basilea Pharmaceutica AG; Van Summeren, Ruben; Vaessen, Harrie; Mink, Daniel; Waser, Mario; (11 pag.)US2019/77771; (2019); 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. 288-36-8, name is 1H-1,2,3-Triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C2H3N3

Examples 61 and 62; The product of preparation 53 (500mg, 1. 98mmol), 1H-1, 2, 3-triazole (204mg, 2. 96mmol) and potassium carbonate (546mg, 3. 96mmol) were stirred for 18 hours in a mixture of acetonitrile (5mL) and N, N-dimethylformamide (2mL). The solvent was then evaporated under reduced pressure and the residue was partitioned between ethyl acetate (20mL) and water (10mL). The organic phase was separated, washed with 1M hydrochloric acid (3x10mL), sodium hydrogen carbonate solution (10mL) and brine (10mL), dried over magnesium sulfate and concentrated in vacuo to provide an intermediate residue. The residue was then dissolved in xylene (7mL) and 2-methoxy-5-aminopyridine (491mg, 4mmol) and para-toluenesulfonic acid (cat) were added. The reaction mixture was heated at 140C for 6 hours then the solvent was evaporated under reduced pressure. The resulting black residue was partitioned between ethyl acetate (30mL) and water (10mL). The organic phase was separated, washed with citric acid (2x10mL), sodium hydrogen carbonate solution (10mL) and brine (10mL), dried over magnesium sulfate and concentrated in vacuo to provide a pale yellow oil. Purification by column chromatography on silica gel, eluting with pentane: ethyl acetate, 80: 20 to 20: 80, afforded the title compound of example 61 as a solid in quantitative yield, 230mg. Further elution with pentane: ethyl acetate, 10: 90 to 0: 100, afforded the product of example 62 in quantitative yield. Example 61 5-[3-(4-Ethoxy-3-methyl-phenyl)-5-[1,2,3]triazol-2-ylmethyl-[1,2,4]triazol-4-yl]-2- methoxy-pyridine ‘H NMR (CDCi3, 400MHz) a : 1.40 (t, 3H), 2.15 (s, 3H), 3.95-4. 05 (m, 5H), 5.70 (s, 2H) 6.65-6. 75 (m, 2H), 7.00-7. 05 (m, 1H), 7.18-7. 25 (m, 1H), 7.35 (m, 1H), 7.55 (s, 2H) 7.90 (s, 1 H). MS APCI+ m/z 392 [MH] + Microanalysis : found (%) C (61.06), H (5.40), N (24.80) ; C20H21N7O2 requires: (%) C (61.36), H (5.40), N (25.05) Example 62 5-[3-(4-Ethoxy-3-methyl-phenyl)-5-[1,2,3]triazol-1-ylmethyl-[1,2,4]triazol-4-yl]-2- methoxv-yridine ‘H NMR (CDCI3, 400MHz) d : 1.40 (t, 3H), 2.15 (s, 3H), 3.95-4. 05 (m, 5H), 5.65 (s, 2H) 6.65-6. 75 (d, 1H), 6.78-6. 82 (d, 1H), 7.00-7. 05 (brd, 1H), 7.15-7. 20 (d, 1H), 7.35 (s, 1 H), 7.70 (s, 1 H) 7.80 (s, 1 H), 7.90 (brs, 1 H). MS APCI+ m/z 392 [MH] + Microanalysis : found (%) C (61.20), H (5.36), N (24.86) ; C20H2’N702 requires: (%) C (61.36), H (5.40), N (25.05)

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, in my other articles.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/82866; (2005); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics