Day: April 26, 2021

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. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

Step (i): tert-butyl N-{l-methyl-2-[2-(2H-l,2,3-triazol-2- yl)benzamido]cyclopentyl}carbamate To a solution of ieri-butyl N-(2-amino-l-methylcyclopentyl)carbamate (Intermediate 30; 500 mg, 2.333 mmol) in dry DMF (8 ml) was added 2-(2H-l,2,3-triazol-2-yl)benzoic acid (CAS number 1001401-62-2; 485 mg, 2.57 mmol), HATU (1331 mg, 3.50 mmol) and triethylamine (976 mu, 7.00 mmol). The reaction was stirred at room temperature under nitrogen for 17 hours. The reaction was partitioned between ethyl acetate and saturated solution of sodium bicarbonate, washing with brine and dried over magnesium sulfate, filtered and concentrated in vacuo. The crude oil was purified by column chromatography (silica, 0-100% ethyl acetate / petrol) and then by column chromatography (basic silica, 0- 100% ethyl acetate / petrol) to afford the title compound.1H NMR (400 MHz, DMSO-6) delta ppm 1.11 – 1.23 (m, 3 H), 1.37 (s, 9 H), 1.51 – 1.69 (m, 3 H), 1.75 – 1.91 (m, 2 H), 2.00 – 2.06 (m, 1 H), 4.13 – 4.31 (m, 1 H), 6.56 (br. s., 1 H), 7.50 – 7.60 (m, 2 H), 7.60 – 7.69 (m, 1 H), 7.77 – 7.86 (m, 1 H), 8.00 (s, 2 H), 8.48 – 8.67 (m, 1 H)

According to the analysis of related databases, 1001401-62-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FIELDHOUSE, Charlotte; GLEN, Angela; ROBINSON, John Stephen; FUJIMOTO, Tatsuhiko; WO2015/55994; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 1455-77-2, A common heterocyclic compound, 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, molecular formula is C2H5N5, 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 stirred solution of MMB 14-O-succinate (2, 50 mg, 0.14 mmol) in dichloromethane was added EDC (40.26 mg, 0.21 mmol), HOBt (28.35 mg, 0.21 mmol), triethylamine (42.42 mg, 0.42 mmol) and the appropriate heterocyclic amine (0.14 mmol) at ambient temperature. The reaction mixture was stirred for 3-12 h at ambient temperature. When the reaction was complete (monitored by TLC), water was added and the resulting aqueous mixture was extracted with dichloromethane (2 * 10 mL). The organic layers were combined, washed with water followed by brine solution, and dried over anhydrous Na2SO4. The solvent was then evaporated under reduced pressure to afford the crude product. The crude product was purified by column chromatography (silica gel, 3-5% methanol in dichloromethane) to afford the desired succinamide analog as a white solid.

The synthetic route of 1455-77-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Janganati, Venumadhav; Ponder, Jessica; Thakkar, Shraddha; Jordan, Craig T.; Crooks, Peter A.; Bioorganic and Medicinal Chemistry; vol. 25; 14; (2017); p. 3694 – 3705;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 3641-13-2, 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. 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.

3-Nitro-1,2,4-triazole-5-carboxylic acid (HCANT) was made by amodified literature method for conversion of amino-triazoles to thenitro derivative [12]. After addition of NaNO2 (1.10 g, 15.9 mmol) to7 mL of H2SO4 at -5 C, glacial CH3CO2H (15 mL) and finely ground3-amino-1,2,4-triazole-5-carboxylic acid (2.00 g, 15.6 mmol) wereadded. The mixture was then stirred for 10 min to dissolve most ofthe triazole; H2O (25 mL) was then added at a temperature of aroundzero. The resulting yellow solutionwas then added dropwise to a nitritesolution (200 g NaNO2 in 200mL H2O) at 50 C (a rapid addition generatesa hot foam of diazonium salts, with contents erupting from theflask). The green product solution on heating for 2 h at 50 C becomescolourless, and is then extracted with EtOAc (4 ¡Á 50 mL); evaporationof the extracts gives HCANT (1.41 g, 57%). IR: 3416 (N-H, s), 3257(O-H, m), 1710 (C=O, s), 1574 (NO2, m), 1383 (NO2, m), 1268 (m),720 (m). ESI-MS: 159 (M+). Anal. Calcd. for C3H2N4O4: C, 22.78; H,1.28; N, 35.44. Found: C, 22.5; H, 1.4; N, 35.4.

The synthetic route of 5-Amino-4H-1,2,4-triazole-3-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kennedy, David C.; James, Brian R.; Inorganic Chemistry Communications; vol. 78; (2017); p. 32 – 36;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 22300-52-3, name is 4,5-Dibromo-2H-1,2,3-triazole, A new synthetic method of this compound is introduced below., Computed Properties of C2HBr2N3

General procedure: To a 20 ml or 40 ml viale quipped with a stir bar was added photocatalyst, nitrogen nucleophile, iodomesitylene dicarboxylate, copper salt, and ligand. Dioxane was added followed by addition of the base. The solution was sonicated for 1?3 min until it became homogeneous. Next, the solution was degassed by sparging with nitrogen for 5?10 min before sealing with Parafilm. The reaction was stirred and irradiated using two 34-W blue LED lamps (3 cm away, with cooling fan to keep the reaction at room temperature) for 1 h. The reaction mixture was removed from the light, cooled to ambient temperature, diluted with water (15 ml) and ethyl acetate (25 ml), and the aqueous layer was extracted with ethyl acetate (3 ¡Á 25 ml). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography on silica gel to afford the desired decarboxylative C?N coupling product. For aniline substrates, a solution of these nitrogen nucleophiles in dioxane was used; additionally, if the iodomesitylene dicarboxylate is a liquid, its solution in dioxane was used.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Liang, Yufan; Zhang, Xiaheng; MacMillan, David W. C.; Nature; vol. 559; 7712; (2018); p. 83 – 88;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

105020-39-1, name is Methyl 2-Methyl-1,2,3-triazole-4-carboxylate, 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. COA of Formula: C5H7N3O2

Step 2:; 2-methyl 2H-1 ,2,3-triazole-4-carboxylic acid methyl ester (263 mg, 1.86 mmol) is charged in a round-bottom flask, then THF (15 mL), 1 M solution NaOH (9.3 mL, 9.3 mmol, 5.0 equiv) and MeOH (5 mL) are measured and mixed in a graduated cylinder, then added to the flask. The solution is stirred at RT. After 4 h, 1 M HCI is added (10 mL) and the solvent is evaporated. EtOAc is added and the layers are separated. The solvent is evaporated which affords the product R2j.1H NMR (400 MHz,DMSO-d6): delta 8.17 (s, 1 H), 4.22 (s, 3H).

The synthetic route of 105020-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LLINAS-BRUNET, Montse; BORDELEAU , Josee; GODBOUT, Cedrickx; LEBLANC, Melissa; MOREAU, Benoit; O’MEARA, Jeffrey; WO2011/63501; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 584-13-4, name is 4H-1,2,4-Triazol-4-amine, 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 584-13-4, Safety of 4H-1,2,4-Triazol-4-amine

1.071 g of analytically pure dipyridinecarboxaldehyde and 0.841 g of analytically pure 4-amino-1,2,4-triazole, dissolved in 30 mL of analytical ethanol solution and heated to reflux for two hours to give the Schiff base ligand pyta. Yield 1.71 g, yield 98%.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Guilin University of Technology; Zhang, Shuhua; Zhang, Shaonan; (7 pag.)CN106496188; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 16681-70-2,Some common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, molecular formula is C3H3N3O2, 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.

[0625] (2S,4S)-4-Amino-5-(5′-chloro-2′-fluorobiphenyl-4-yl)-2-cyanomethylpentanoic acid ethyl ester (55 mg, 141f.tmol) was combined with 3H-[1,2,3]triazole-4-carboxylicacid (19.2 mg, 170 f.tmol), HATU (64.5 mg, 170 flillOI) andDIPEA (79 f.LL, 453 f.tmol) in DMF (2 mL) and was stirred atroom temperature for 30 minutes then concentrated in vacuo and the crude residue was purified by normal phase chromatography(0-100% EtOAc/hexanes) to yield Compound 1.55mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1H-[1,2,3]Triazole-4-carboxylic acid, its application will become more common.

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

Some common heterocyclic compound, 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, molecular formula is C9H7N3O2, 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. Formula: C9H7N3O2

2- (2H-1,2,3-triazol-2-yl) benzoic acid (0.37 g, 1.96 mmol)Was added to a 100 mL single-necked round bottom flask,Was dissolved in 20 mL of anhydrous dichloromethane, and then thionyl chloride (6 mL, 82.7 mmol) was added slowly,Pyridine (0.04 mL, 0.50 mmol) and gradually warmed to reflux for 3 hours.Stop the reaction, cool, and slowly evaporate the solvent, the product directly into the next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1001401-62-2, its application will become more common.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Wei Dehuo; Xue Yaping; Zhang Yingjun; (44 pag.)CN106674207; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 27808-16-8, name is 4-Methyl-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 27808-16-8, Computed Properties of C3H5N3

E) tert-butyl 6-methyl-5-(4-methyl-1H-1,2,3-triazol-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxylate To a solution of tert-butyl 5-chloro-6-methylpyrazolo[1,5-a]pyrimidine-3-carboxylate (607 mg) in N,N-dimethylformamide (39.8 mL) were added 4-methyl-1H-1,2,3-triazole (208 mg) and potassium carbonate (378 mg). The reaction mixture was stirred at room temperature for 2 hr, water was added, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (167 mg). MS (API+): [M+H]+315.1.

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

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; Kawasaki, Masanori; Mikami, Satoshi; Nakamura, Shinji; Negoro, Nobuyuki; Ikeda, Shuhei; Nomura, Izumi; Ashizawa, Tomoko; Imaeda, Toshihiro; Seto, Masaki; Sasaki, Shigekazu; Marui, Shogo; Taniguchi, Takahiko; (130 pag.)US2016/159808; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 184177-83-1,Some common heterocyclic compound, 184177-83-1, name is 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one, molecular formula is C30H35N5O3, 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.

The 35.01 kg dimethyl sulfoxide, the mass concentration is 50% aqueous sodium hydroxide solution (sodium hydroxide 1.24 kg dissolved in pure water 1.24 kg, the mass concentration of the refer to sodium hydroxide of the quality of the sodium hydroxide solution the percentage of the total mass of the), adding 50L glass in the reactor, stirring solution cleaning, then adding 5.31 kg compound (III), stirring 20 – 30 minutes, adding 4.60 kg (3S, 5R) – toluene -4 – sulfonic acid 5 – (2, 4 – difluorophenyl) -5 – (1H – 1, 2, 4 – triazole -1 – yl) methyl tetrahydrofuran -3 – yl methyl ester (IV). After the completion of the feeding, temperature control 25 ¡À 5 C reaction 8 – 12 hours. TLC monitoring reaction, after the reaction. Control the temperature 20 – 30 C, the reaction with the sampler to 53.05 kg purification of water 100L glass reactor (rotational speed 200 – 300 rpm, dropping time 0.5 – 1.0 hours), continuously stirred for 0.5 – 1 hour. Centrifugal then adding to the basic solvent-free outflow; cake purified water 10.61 kg rear plate the basic solvent-free centrifugal to flow out. The centrifugal solid all input 50L glass in the reactor, adding 23.79 kg ethyl acetate, stirring until the solid completely dissolved. Layered, collecting the upper organic phase. Add silica gel 1.06 kg, heating to 50 – 60 C stirring 0.5 – 1 hour, cooled to 15 – 25 C, filtering. The filtrate batch transfer to 20L in the rotary evaporating bottle, at the vacuum degree of – 0.08 – – 0.1 mpa lower, control temperature 50 ¡À 10 C, concentrated to remove the ethyl acetate, to the solvent-free steam. To obtain brown oily matter. The oil of transfer to the 50L glass in the reactor, adding ethyl acetate 23.79 kg, heating to 50 ¡À 5 C, adds by drops positively hexane 36.71 kg (the dropping time 0.5 – 1.0 hours). Lowering the temperature to 20 ¡À 5 C stirring 2 – 3 hours, centrifugal to the solvent-free outflow, filter cake using mixed solvent (ethyl acetate 4.76 kg hexane 7.34 kg) leaching, centrifugal then adding to the solvent-free outflow. The centrifugal throughout the batch of wet product at the vacuum degree of – 0.08 – – 0.1 mpa lower, control temperature 40 – 50 C decompression drying 6 – 10 hours. A gray solid 6.00 kg compound (II). HPLC purity: 96.1%, yield: 73.4%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one, its application will become more common.

Reference:
Patent; Shanghai Bozhi Yan Xin Pharmaceutical Co., Ltd.; Ying Shuhuan; Pi Hongjun; Liu Zhenfeng; Chen Jian; Qiao Yanhe; (12 pag.)CN106749207; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics