Day: September 6, 2021

Electric Literature of 16681-70-2, 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. 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.

3H-[1,2,3]triazole-4-carboxylic acid (6.3 mg, 56 .imol) and HATU (21.2 mg, 56imol) were dissolved in DMF (2 mL) and stirred at room temperature for 15 minutes. (2S, 4R) -4-Amino-2-carbamoyl-5-(5?-chloro-2?-fluorobiphenyl-4-yl)-2-methylpentanoic acid (25.3 mg, 67 .imol) and DIPEA (29 .iL, 167 .imol) 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 concentrated in vacuo and the residue was purified bypreparative HPLC to yield the title compound (7.4 mg 28% yield; purity 99%) as a TFA salt. MS m/z [M+H] calc?d for C22H21C1FN504, 474.13; found 475.2.

By the way, if you are interested in learning more fun chemistry with your kids, get your hands into one chemistry set now, and start enjoying the best part of chemistry: experiments about 1H-[1,2,3]Triazole-4-carboxylic acid.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; FLEURY, Melissa; BEAUSOLIEL, Anne-Marie; HUGHES, Adam D.; LONG, Daniel D.; WILTON, Donna A.A.; WO2015/116760; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 135242-93-2, 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. 135242-93-2, name is (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol, molecular formula is C4H7N3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

A mixture of carbonyldiimidazole (CDI) (97 g, 0.6 mol), (l-methyl-l,2,4-triazol-3- yl)methanol [8] (67.7 g, 0.6 mol), and 2-MeTHF (1150 mL) was stirred at room temperature (20 C) for 2 hours. The reaction mixture was added to a stirred mixture of (S)- 1 -amino-N- (3-chloro-4-fluorophenyl)-7-fluoro-2,3-dihydro-lH-indene-4-carboxamide hydrochloride [7.HC1] (143.3 g, 0.4 mol), 2-MeTHF (860 mL), and N,N-diisopropylethylamine (129 g, 1 mol). The mixture was heated to 60 C and the contents maintained at 60 C for 6 hours. (0248) The contents were cooled to 20 C, water (285 mL) was added, and the mixture was stirred for 15 min. The layers were separated and the organic layer was washed with water two times (285 mL each time). The organic layer was filtered through a pad of CELITE, and rinsed with 145 mL 2-MeTHF (1 volume). The solution was concentrated to about 700 mL under vacuum. 2-propanol (710 mL) was added and the mixture concentrated to about 700 mL. Additional 2-propanol (710 mL) was added and the mixture concentrated to (0249) approximately 1000 mL. The slurry was heated at 45 C for 2 hours and cooled to 20 C over 1 hour. The slurry was stirred at 20 C for 2 hours, and the product filtered. The product was washed with 2-propanol two times (286 mL each wash), and the wet product was dried under vacuum to give (l-methyl-lH-l,2,4-triazol-3-yl)methyl fV)-(4-((3-chloro-4- fluorophenyl)carbamoyl)-7-fluoro-2,3-dihydro-lH-inden-l-yl)carbamate [9] as solid (144.5 g, 78.4% yield). XH NMR (400 MHz, DMSO-d6) d 10.39 (s, 1H), 8.42 (s, 1H), 8.06-7.99 (m, (0250) 1H), 7.81 (d, J = 8.8 Hz, 1H), 7.71-7.59 (m, 2H), 7.39 (t, J = 9.1 Hz, 1H), 7.14 (t, J = 8.8 Hz, 1H), 5.26 (q, J = 7.7 Hz, 1H), 4.99 (dd, J = 20.0, 12.0 Hz, 1H), 3.83 (s, 2H), 3.21 (ddd, J = 17.1, 8.8, 5.1 Hz, 1H), 3.04-2.96 (m, 1H), 2.46-2.33 (m, 1H), 1.92-1.83 (m, 1H). mp: 185.9- 186.9 C.

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-Methyl-1H-[1,2,4]triazol-3-yl)methanol is helpful to your research.

Reference:
Patent; ARBUTUS BIOPHARMA CORPORATION; COLE, Andrew G.; KULTGEN, Steven; PAMULAPATI, Ganapati Reddy; SPINK, Jan Michelle; (76 pag.)WO2019/200114; (2019); 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. 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 6523-49-5

To a solution of formamidine from Step 3 (250mg, 0.73mM) in acetic acid (2ml) was added the 4-triazolylaniline (117mg, 0.73mM). The reaction was heated to 125C for2hrs. The mixture was cooled down and 15ml of 2N NaOH was added. The product crashed out and was isolated by filtration. The solid was purified by column (SiOH) with DCM:EtOH:NH3 400-200:8:1 and isolated as a yellow solid (258mg, 75%).1H NMR (D6-DMSO) delta 10.06 (IH , broad s), 9.29 (IH, s), 8.81 (IH, s) 8.63 (IH, s), 8.25 (2H, m), 8.09 (IH, s), 8.05 (IH, s), 7.83 (4H, m), 7.70 (IH, d, J 10Hz), 7.39 (IH, t,J 10Hz), 4.21 (2H, t, J 7.5Hz), 2.68 (2H, t, J 7.5Hz), 2.24 (6H , s).LC-MS rt 1.99 m/z 470 ES+

If you are hungry for even more, make sure to check my other article about 6523-49-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 107534-96-3, 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. 107534-96-3, name is 3-((1H-1,2,4-Triazol-1-yl)methyl)-1-(4-chlorophenyl)-4,4-dimethylpentan-3-ol, molecular formula is C16H22ClN3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

First, tebuconazole (184 mg, 0.6 mmol) was dissolved in anhydrous dichloromethaneIn (CH2Cl2, 15 mL), add triethylamine(C6H15N, 730 mg, 7.2 mmol), after stirring in an ice bath for 5 minutes,Addition of monoethylmonosuccinate (C6H9ClO3, 988 mg, 6 mmol)Stir overnight at room temperature, followed by washing with water and saturated saline(15 mL×3, respectively), after drying the dichloromethane with anhydrous sodium sulfate,It was filtered, evaporated to dryness under reduced pressure to give the intermediate product (about 400 mg).Used directly for the next hydrolysis. The product structure was characterized by LC/MS.

I am very proud of our efforts over the past few months and hope to 3-((1H-1,2,4-Triazol-1-yl)methyl)-1-(4-chlorophenyl)-4,4-dimethylpentan-3-ol help many people in the next few years.

Reference:
Patent; Henan University of Science and Technology; Chen Xiujin; Li Zhaozhou; Wang Yao; Gao Hongli; Li Zhili; Cao Li; Li Daomin; Xu Chuanlai; (16 pag.)CN106674138; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 61-82-5, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 61-82-5, name is 1H-1,2,4-Triazol-5-amine, 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.

General procedure: A mixture of 1,2,4-triazol-3-amine 1 (1 mmol), aromatic aldehydes2a-o (1 mmol) and 1,3-cyclohexanedione 3 (1 mmol) were taken into a RB flask, irradiated under MW at 150 W for 60 s. The progress ofthe reaction was observed by TLC. After cooling, the reaction mass becamegummy,washed thoroughlywith 1:1 hexane and ethyl ethanoateto afford the compounds 4a-o (Scheme 1).

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

Reference:
Article; Sompalle, Rajesh; Arunachalam, Prabhakarn; Roopan, Selvaraj Mohana; Journal of Molecular Liquids; vol. 224; (2016); p. 1348 – 1357;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 1001401-62-2, 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. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, molecular formula is C9H7N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Step 4: (2-(2H-l,2,3-Triazol-2-yl)phenyl)((2i?,5i?)-5-hydroxy-2-methylpiperidin-l-yl)methanone (9) A solution of (3R, 6i?)-6-methylpiperidin-3-ol (5.31 g, 46.1 mmol), 2-(2H- 1 ,2,3- triazol-2-yl)benzoic acid (10.5 g, 55.3 mmol), EDC (17.7 g, 92.0 mmol), l-hydroxy-7- azabenzotriazole (12.6 g, 92.0 mmol), and triethylamine (19.3 mL, 138 mmol) in DMF (300 mL) was stirred at 50 C overnight, then diluted with saturated aqueous sodium bicarbonate and extracted 3x with ethyl acetate. The organics were washed with brine, dried over magnesium sulfate, filtered, and concentrated in vacuo. The crude material was purified by silica gel gradient chromatography (0-100% ethyl acetate in hexanes), providing the title compound as a pale yellow solid. LRMS m/z (Mu+Eta) 287.3 found, 287.1 required.

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 1001401-62-2.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; LIVERTON, Nigel, J.; SKUDLAREK, Jason, W.; WO2014/176142; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 27996-86-7, 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, 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, molecular formula is C9H7N3O, 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 dry and argon-flushed 10 mL Schlenk tube, equipped with a stirring bar and septum, wascharged with 2-(vinyloxy)ethanol (5, 132 mg, 1.50 mmol, 1.50 equiv) in Et2O (1.5 mL). Then,iPrMgBr (1.55 mmol, 1.55 equiv) was added dropwise at 25 C. After 5 min of stirring,Sc(OTf)3 (49.2 mg, 0.10 mmol, 0.10 equiv) and aldehyde 6 (1.00 mmol, 1.00 equiv) weresuccessively added and the reaction mixture was stirred at 40 C for the given time. After afull conversion was detected by GC-analysis, sat. aq. NH4Cl (15 mL) was added and theaqueous layer was extracted with EtOAc (3 x 15 mL). The combined organic layers weredried over Na2SO4, filtered and solvent was removed under reduced pressure. Purification viacolumn chromatography (SiO2) afforded expected products 4.

Therefore, this conceptually novel strategy might open impressive avenues to establish green and sustainable chemistry platforms.In my other articles, you can also check out more blogs about 4-[1,2,4]Triazol-1-yl-benzaldehyde.

Reference:
Article; Quinio, Pauline; Kohout, Laura; Roman, Daniela Sustac; Gaar, Jakob; Karaghiosoff, Konstantin; Knochel, Paul; Synlett; vol. 27; 11; (2016); p. 1715 – 1719;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 6523-49-5, 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, 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, molecular formula is C8H8N4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

To a suspension of 9-substituted-2,6-dichloro-9H-purine (8)(2.00 mmol) in a mixture of n-propanol (10 mL) and N,N-diisopropyl-N-ethylamine (6.00 mmol), appropriate amine (2.05 mmol)was added. The suspension was heated while stirring in a sealedtube under an argon atmosphere at 100 C for 2-6 h. The reactionwas checked by TLC using mobile phase toluene-ethylacetate (1:1,v/v). After the completion of the reaction, the reaction mixture wascooled to room temperature and evaporated under reduced pressure.The residue was partitioned between water (50 mL) and dichloromethane (50 mL), and the water phase was extracted twoadditional times with the same volume of dichloromethane. Thecombined organic phases were washed with water and brine andevaporated under reduced pressure. The crude product was crystallizedfrom petroleum ether/ethylacetate (3:1).

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

Reference:
Article; ?ezni?kova, Eva; Gucky, Toma?; Kova?ova, Veronika; Ajani, Haresh; Jorda, Radek; Kry?tof, Vladimir; European Journal of Medicinal Chemistry; vol. 182; (2019);,
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. 288-88-0, name is 1H-1,2,4-Triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Product Details of 288-88-0

To a 500 ml three-necked flask, 21.0 g of 1,2,4-triazole was added.And adding 150.0 g of diethylene glycol monomethyl ether and 7.0 g of potassium hydroxide,Heating in an oil bath, controlling the internal temperature at 100-110 C;then,60.0 g of the reaction starting material A was slowly added dropwise, and the dropping time was 1 h.After the completion of the dropwise addition, the mixture was stirred at 100 to 120 C for 10 hours, and the reaction of the starting material A was monitored by TLC.Then, the reaction solution was allowed to stand to cool to room temperature, incubated in an ice water bath for 1 h, suction filtration, and the filtered mother liquor was collected and applied, and the filter cake was taken.Rinse with 50 ml of a mixed solvent of n-hexane and petroleum ether.Drying in vacuo, the product quality of tebuconazole is 68.6g.The purity was 98.2%, and the total yield was 92.1%.The tebuconazole product characterization data is the same as in Example 1.

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-1,2,4-Triazole, in my other articles.

Reference:
Patent; Shanghai Sheng Nong Biochemical Goods Co., Ltd.; Ye Zhenjun; Wang Tao; Xu Haiyan; Bi Qiang; Han Haiping; (6 pag.)CN109705048; (2019); A;,
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. 138624-97-2, name is 1-Benzyl-1H-1,2,4-triazole-3-carboxylic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Product Details of 138624-97-2

A mixture of 7-amino-i ,5-dimethyl- 8 ,9-dthydro-7H-pyrido [3,2-b] azepine-2,6-dione(20 mg, 0.09 mmol), i-(3-dimethylaminopropyl)-3-ethylcarbodiimidehydrochloride (26 mg,0.14 mmol), 1 -hydroxybenzotriazole (18.3 mg, 0.14 mmol) and 1 -benzyl- 1 ,2,4-triazole-3-carboxylic acid (22 mg, 0.11 mmol) in N,N-dimethylformamide (1 mL) was stuffed at 25 Cfor 12 h. The mixture was concentrated under reduced pressure. The residue was purified byRP-HPLC (acetonitrile 20-50%/0.05% ammonium hydroxide in water) to afford the racemicmaterial (30 mg), which was separated by chiral SFC to give arbitrarily assigned:1 -benzyl-N- [(7R)- 1 ,5-dimethyl-2,6-dioxo- 8 ,9-dihydro-7H-pyrido [3,2-b] azepin-7-yl] – i,2,4-triazole-3-carboxamide (Peak 1, retention time 2.38 mm) (8.1 mg, 25%) as white solids.?H NMR (400 MHz, CD3OD) oe 8.56 (s, 1H), 7.58 (d, J = 10.0 Hz, 1H), 7.36 – 7.34 (m, 5H),6.57 (d, J = 9.2 Hz, 1H), 5.47 (s, 2H), 4.67 – 4.62 (m, 1H), 3.68 (s, 3H), 3.29 (s, 3H), 3.06 -3.05 (m, 1H), 2.88 – 2.84 (m, 1H), 2.75 – 2.72 (m, 1H), 2.27 – 2.22 (m, 1H). LCMS RT =0.695 mm, mlz = 407.1 [M + H]. LCMS (5 to 95% acetonitrile in water + 0.03%trifluoacetic acid over 1.5 mins) retention time 0.695 mi ESI+ found [M+H] =407.1.1 -benzyl-N-[(7S)- 1 ,5-dimethyl-2,6-dioxo-8,9-dihydro-7H-pyrido[3,2-b] azepin-7-yl] -i,2,4-triazole-3-carboxamide (Peak 2, retention time 3.639 mm) (5.3 mg, 17%) as white solids. ?H NMR (400 MHz, CD3OD) oe 8.56 (s, 1H), 7.58 (d, J = 9.6 Hz, 1H), 7.37 – 7.33 (m, 5H), 6.57 (d, J = 10.0 Hz, 1H), 5.47 (s, 2H), 4.67 – 4.62 (m, 1H), 3.68 (s, 3H), 3.29 (s, 3H),3.10 – 3.05 (m, 1H), 2.88 – 2.86 (m, 1H), 2.75 – 2.72 (m, 1H), 2.27 – 2.22 (m, 1H). LCMS RT = 1.202 mi mlz = 407.2 [M + H]. LCMS (10 to 80% acetonitrile in water + 0.05%ammonium hydroxide over 3 mins) retention time 1.202 mi ESI+ found [M+H] = 407.2. SFC condition: Column: Chiralpak AD-3 100×4.6mm I.D., 3um Mobile phase: A:C02 B: methanol (0.05% DEA) Gradient: from 5% to 40% of B in 5mm and hold 40% for 2.5 mm, then 5% of B for 2.5 mm Flow rate: 2.8mL/min Column temp.: 40 C.

If you are hungry for even more, make sure to check my other article about 138624-97-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; PATEL, Snahel; (105 pag.)WO2018/73193; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics