Day: May 17, 2021

Adding a certain compound to certain chemical reactions, such as: 60166-43-0, name is 1,4-Dimethyl-1H-1,2,3-triazole, 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 60166-43-0, Safety of 1,4-Dimethyl-1H-1,2,3-triazole

1,4-Dimethyl-1H-1,2,3-triazole (27.4 mg, 0.282 mmol), potassium acetate (92 mg,0.939 mmol), PdOAc2 (4.22 mg, 0.019 mmol), (1S,4r)-4-(5-bromo-2-((5)-1-(3,4- difluorophenyl)-5 -oxopyrrolidin-2-yl)- 1H-benzo[d] imidazol- 1 -yl)cyclohexyl acetate (100 mg, 0.188 mmol) and cataCXium A (13.47 mg, 0.038 mmol) were suspended in 2-methylbutan-2-ol (1234 pi, 11.27 mmol) under nitrogen. The reaction mixture was purged with nitrogen for 5 mm and then heated to 100C for 18 h. The reaction was cooled to RT and partitioned between EtOAc (40 mL) and water (30 mL). The organicphase was separated, washed with brine (25 mL) and then dried over MgSO4, filtered and concentrated in vacuo to afford a yellow oil, which was purified by chromatography on silica gel (24 g column, 0-5% MeOHIDCM) to afford (1S,4r)-4-(2-((5)-1-(3,4- difluorophenyl)-5 -oxopyrrolidin-2-yl)-5 -(1 ,4-dimethyl- 1 H- 1,2,3 -triazol-5 -yl)- 1H- benzo[d]imidazol-1-yl)cyclohexyl acetate (38 mg, 36%) as a colourless solid; Rt 1.93mm (method 1), m/z 549; 1H NMR (d6-DMSO) : 8.06 (1H, d, J=8.6 Hz), 7.84 (1H,ddd, J13.3, 7.4, 2.7 Hz), 7.73 (1H, d, J1.6 Hz), 7.38 (1H, dt, J=10.6, 9.2 Hz), 7.24(1H, dd, J=8.5, 1.7 Hz), 7.16 (OH, d, J=9.3 Hz), 6.13 (1H, d, J7.4 Hz), 5.06-4.94 (1H,m), 4.60 (1H, t, J=12.5 Hz), 3.90 (3H, s), 2.81 – 2.53 (3H, m), 2.48 – 2.39 (2H, m), 2.19(3H, s), 2.15 -2.05 (4H, m), 2.04 (3H, s), 1.98 – 1.88 (1H, m), 1.88 – 1.79 (1H, m), 1.79- 1.63 (2H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,4-Dimethyl-1H-1,2,3-triazole, and friends who are interested can also refer to it.

Reference:
Patent; CELLCENTRIC LTD; PEGG, Neil Anthony; TADDEI, David Michel Adrien; SHANNON, Jonathan; PAOLETTA, Silvia; QIN, Ting; HARBOTTLE, Gareth; (95 pag.)WO2018/73587; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

4923-01-7, name is 5-Methyl-4H-1,2,4-triazol-3-amine, belongs to triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 4923-01-7

General procedure: Method I. A mixture of Py (4.4 ml) and AcOH (3.0 ml) was stirred and treated by the addition of 5-aminoazole1a-h (0.01 mol) and (2E)-(3-morpholin-4-yl)-acrylonitrile (2) (1.38 g, 0.01 mol). The obtained mixture was refluxed at 150C for 5 h. After refluxing, the mixture was cooled. The precipitate that formed was filtered off, washed with a small amount of EtOH, and dried. Method II. A solution (or suspension) of the appropriate aminoazole 1a-h (0.01 mol) in solvent (15 ml) (EtOH in the case of compound 3a, dioxane in the case of compounds 3b-h) was stirred at 50C and treated by adding 3,3-diethoxypropionitrile (4) (1.5 ml, 0.01 mol), then 36% HCl solution (0.86 ml, 0.01 mol). The reaction mixture was refluxed for 2.5-3 h, the suspension (or solution) was cooled to room temperature, and the target product was isolated by the method indicated for each particular compound.

The synthetic route of 4923-01-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gazizov, Denis A.; Fedotov, Victor V.; Gorbunov, Evgeny B.; Ulomskiy, Evgeny N.; Yeltsov, Oleg S.; Rusinov, Gennady L.; Rusinov, Vladimir L.; Chemistry of Heterocyclic Compounds; vol. 55; 6; (2019); p. 573 – 577; Khim. Geterotsikl. Soedin.; vol. 55; 6; (2019); p. 573 – 577,5;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 16681-70-2, 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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

[0742] To a solution of Compound 1 (15.9 mg, 30 f.tmol) indioxane (0.3 mL) was added HCI (149 f.LL, 598 fllllOI). Theresulting solution was stirred at room temperature for 2 hours,and then concentrated in vacuo. In a separate flask, a solutionof 3H-[1,2,3]triazole-4-carboxylic acid (4.1 mg, 36 f.tmol)and HATU (14 mg, 36 f.tmol) in DMF (0.3 mL) was stirred atroom temperature for 30 minutes. After this time, a solution ofthe crude amine in DMF (0.3 mL) was added, followed byDIPEA (16 f.LL, 90 f.tmol). The resulting solution was stirredfor 1 hour at room temperature then concentrated in vacuowhen the reaction was deemed complete by LCMS to yieldCompound 2 (16 mg), which was used without further purification.

The chemical industry reduces the impact on the environment during synthesis 1H-[1,2,3]Triazole-4-carboxylic acid. I believe this compound will play a more active role in future production and life.

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

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. 13423-60-4, name is 1-Phenyl-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H7N3

EXAMPLE 109 1-phenyl-4-(prop-1-yl)triazolium bromide 0.300 g (0.002 mol) 1-phenyltriazole 1 and 0.188 ml (0.254 g, 0.002 mol) 1-bromopropane 2 were dissolved in a pressure tube in 5 ml THF. The reaction mixture was stirred for 1 h at 50 C.; however, because no precipitate formed, the temperature was raised first to 80 (2 h) and then to 110 C. After 21 h at 110 C. the reaction mixture was cooled down. A DC check still indicated considerable amounts of the educt 1, so that additional 0.376 ml (0.508 g, 0.004 mol) of the educt 2 was added and stirring was continued for 24 h at 110 C. Subsequently, the reaction mixture was cooled down to room temperature and the same volume petroleum ether was added. The precipitated solid is filtered off, washed with petroleum ether and dried in HV. M 268.16 Yield: 0.0374 g (7%) 1H-NMR DM-102.w (300 MHz/DMSO): (ppm)=0.98 (t, 3H, 9-H); 3.95 (q, 2H, 8-H); 4.31 (t, 2H, 7-H); 7.70 (m, 3H, 5/5’/6H); 7.96 (d, 2H, 4/4′-H); 9.51 (s, 1H, 1-H); 11.00 (s, 1H, 2-H) 13C-NMR DM-102 (74.475 MHz/DMSO):

According to the analysis of related databases, 13423-60-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TECHNISCHE UNIVERSITAET DRESDEN; US2011/105761; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 7411-23-6, The chemical industry reduces the impact on the environment during synthesis 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, I believe this compound will play a more active role in future production and life.

3,5-dibromo-iH-1,2,4-triazole (48.1 mg, 0.212 mmol) and BF3OEt2 (53 mul, 0.418 mmol) were added to a stirred solution of Intermediate 6 (25.4 mg, 0.042 mmol) in 1,2- dichloroethane (0.42 ml). The reaction mixture was a yellow solution that was heated to 50C. After 1.5 hr, the reaction mixture had become an orange suspension. LCMS and 1H NMR showed complete consumption of Intermediate 6. The reaction mixture was cooled to room temperature, the solvent was evaporated, and the resulting residue was placed under high vacuum. The residue was dissolved in methanol and purified using a single HPLC run on a 19 x 150 mm Sunfire Prep C 18 OBD 10 mum column by eluting with acetonitrile/water + 0.1% TFA. The HPLC fractions of the faster eluting regioisomer were combined, the solvent was evaporated under reduced pressure, and the residue was lyophilized from ethanol and benzene to give EXAMPLE 33 A (2.1 mg) as a white solid. The HPLC fractions of the slower eluting regioisomer were combined, the solvent was evaporated under reduced pressure, and the residue was lyophilized from ethanol and benzene to give EXAMPLE 33B (25.9 mg) as a white solid.EXAMPLE 33A:1H NMR (CD3OD, 600 MHz, ppm) delta 0.76 (s, 3H, Me), 0.76 (d, 3H, Me), 0.82 (d, 3H, Me), 0.84 (d, 3H, Me), 0.85 (d, 3H, Me), 0.89 (d, 3H, Me), 0.90 (s, 3H, Me), 1.03 (s, 3H, Me), 1.16 (s, 3H, Me), 1.20 (s, 3H, Me), 1.22-1.35 (m), 1.40-1.44 (m), 1.46-1.52 (m), 1.55-1.65 (m), 1.75-1.97 (m), 2.12-2.22 (m), 2.25-2.31 (m), 2.38 (dd, 1H, H13), 2.84 (s, 1H, H7), 2.85 (d, 1H), 3.49 (d, 1H), 3.56 (dd, 1H), 3.56 (d, 1H), 3.61 (d, 1H), 3.96 (d, 1H), 4.19 (d, 1H), 5.53 (dd, 1H, H5), 5.92-5.98 (m, 1H, H14).Mass Spectrum: (ESI) m/z = 795.22 (797.22) (M+H).EXAMPLE 33B:1H NMR (CD3OD, 600 MHz, ppm) delta 0.76 (s, 3H, Me), 0.76 (d, 3H, Me), 0.84 (d, 3H, Me), 0.85 (d, 3H, Me), 0.87 (d, 3H, Me), 0.88 (s, 3H, Me), 0.89 (d, 3H, Me), 0.93 (s, 3H, Me), 1.15 (s, 3H, Me), 1.20 (s, 3H, Me), 1.22-1.34 (m), 1.39-1.43 (m), 1.47-1.65 (m), 1.75-1.96 (m), 2.10-2.22 (m), 2.34 (dd, 1H, H13), 2.84 (s, 1H, H7), 2.96 (d, 1H), 3.48 (d, 1H), 3.54 (dd, 1H), 3.54 (d, 1H), 3.58 (d, 1H), 3.84 (d, 1H), 3.93 (d, 1H), 5.49 (dd, 1H, H5), 5.71-5.77 (m, 1H, H14).Mass Spectrum: (ESI) m/z = 795.21 (797.19) (M+H).

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, 3,5-Dibromo-1H-1,2,4-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SCYNEXIS, INC.; GREENLEE, Mark, L.; WILKENING, Robert; APGAR, James; SPERBECK, Donald; WILDONGER, Kenneth, James; MENG, Dongfang; PARKER, Dann, L.; PACOFSKY, Gregory, James; HEASLEY, Brian, Haid; MAMAI, Ahmed; NELSON, Kingsley; WO2010/19204; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-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. Computed Properties of C3H3N3O2

lH-l,2,3-triazole-5-carboxylic acid (3.1 mg, 27 muiotaetaomicron) was combined with HATU (10.4 mg, 27 muiotaetaomicron) in DMF (0.5 mL), and stirred for 10 minutes. DIPEA (4.8 mu, 27 Mmol) was added and the resulting mixture was stirred for 1 minute. Compound 2 (12 mg 27 muiotaetaomicron) dissolved in DMF (1 mL) was combined with added DIPEA (14.4 mu, 82 muiotaetaomicron) followed by addition of the activated acid solution. The resulting mixture was stirred for 30 minutes then purified by reverse phase chromatography (0-100% EtOAc/hexanes to yield Compound 3 (10

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

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 7411-23-6, 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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 3,5-dibromo-1H-1,2,4-triazole (750 mg, 3.31 mmol) in DMF (12 mL) was added sodium hydride (172 mg, 4.30 mmol). This was stirred at 40 C for 30 min. Upon formation of the sodium salt, 2-iodopropane (0.40 mL, 3.97 mmol) was added. The reaction mixture was diluted with water (120 mL) and extracted with diethyl ether. The aqueous was extracted with twice further diethyl ether and the combined organic layers dried over MgSO4. The solvents were then removed in vacuo to yield 3,5-dibromo-1-isopropyl-1,2,4-triazole (631 mg, 2.23 mmol, 67% yield).1H NMR (400 MHz, DMSO-d6) delta 4.68 (hept, J = 6.6 Hz, 1H), 1.39 (d, J = 6.6 Hz, 6H).

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, 3,5-Dibromo-1H-1,2,4-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; REDX PHARMA PLC; JONES, Clifford, D.; BUNYARD, Peter; PITT, Gary; BYRNE, Liam; PESNOT, Thomas; GUISOT, Nicolas, E.S.; (318 pag.)WO2019/145729; (2019); A1;,
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. 3641-08-5, name is 2H-1,2,4-Triazole-3-carboxamide, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 3641-08-5

Ribavirin biosynthesis was assayed using 5 × 109 colony-forming units (CFU) in 1 mL sodium phosphate buffer (30 mM, pH7.0) containing equimolar concentrations of uridine (Urd) and TCA(2.5 mM). Reactions were performed at 60C and 200 rpm in aperiod of 16 h.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3641-08-5.

Reference:
Article; De Benedetti, Eliana C.; Rivero, Cintia W.; Trelles, Jorge A.; Journal of Molecular Catalysis B: Enzymatic; vol. 121; (2015); p. 90 – 95;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 61-82-5, These common heterocyclic compound, 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: To a mixture of dimedone (1 mmol), aldehyde (1 mmol), 2-aminobenzimidazole or 3-amino-1,2,4-triazole (1 mmol)and nano-SiO2 (15 mol %) in the acetonitrile (5 mL) was stirred for appropriate time (Table 2) at 25-30 C. After the completion of the reaction as indicated by TLC, dichloromethane (CH2Cl2) was added to the solidified mixture and the insoluble catalyst was separated by filtration. Evaporation of the solvent from the filtrate and recrystallization of the solid residue from hot ethanol afforded the pure products in high yields.

Statistics shows that 1H-1,2,4-Triazol-5-amine is playing an increasingly important role. we look forward to future research findings about 61-82-5.

Reference:
Article; Mousavi, Mir Rasul; Maghsoodlou, Malek Taher; Journal of the Iranian Chemical Society; vol. 12; 5; (2015); p. 743 – 749;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 288-36-8 as follows. Product Details of 288-36-8

A mixture of 2,3-dichloro-5-nitropyridine (50 g, 259.08 mmol), 1H-1,2,3-triazole (19.683 g, 284.99 mmol), potassium carbonate (46.549 g, 336.81 mmol) and CH3CN (200 mL) was heated to 40 C. and stirred overnight. Ethyl acetate (500 mL) was added. The mixture was washed with water (500 mL*2) and brine (500 mL), dried over anhydrous Na2SO4, filtered, and concentrated to dryness under reduced pressure. The residue was triturated with DCM (100 mL), filtered, and the solid was collected to afford compound INT2A (40 g, 68%) as an off-white solid. LC-MS: (ES, m/z): [M+1]+ 225.9. 1H NMR (400 MHz, DMSO-d6) delta ppm 9.40 (d, J=2.0 Hz, 1H), 9.15 (d, J=2.0 Hz, 1H), 8.33 (s, 2H).

According to the analysis of related databases, 288-36-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Janssen Pharmaceutica NV; Lu, Tianbao; Connolly, Peter J.; Cummings, Maxwell David; Barbay, Joseph Kent; Kreutter, Kevin D.; Wu, Tongfei; Diels, Gaston Stanislas Marcella; Thuring, Jan Willem; Philippar, Ulrike; Edwards, James Patrick; Shen, Fang; (202 pag.)US2019/381019; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics