Category: Triazoles

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, name: 4H-1,2,4-Triazol-4-amine

Compound (3) (4-(4H-1,2,4-Triazol-4-ylamino)benzonitrile) was synthesized by reacting Compound (1) with Compound (2) in the presence of potassium tert-butoxide in DMSO according to the method described in Non-patent Literature 3 (Okada, M.; Yoden, T.; Kawaminami, E.; Shimada, Y.; Kudoh, M.; Isomura, Y.; Shikama, H.; Fujikura, T., Chem. Pharm. Bull. 1996, 44, 1871-1879).

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, 4H-1,2,4-Triazol-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Riken; EP2450354; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 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. category: Triazoles

[0856] 3H-1,2,3-triazole-4-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. Compound2 (lOmg, 30 f.tmol) inDMF (0.5 mL)wascombined with DIPEA (5.2 f.LL, 30 f.tmol), then added to theactivated acid solution. The resulting solution was stirred atroom temperature for 30 minutes; LC/MS showed the mass ofthe desired product. The solvent was removed in vacuo andthe crude residue was purified by reverse phase chromatographyto yield Compound a (8.5 mg) as a TFA salt. MS rn/z[M+Ht calc’d for C27H31ClFN50 4 , 544.21; found 545.2.

The synthetic route of 16681-70-2 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.; US2015/210690; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 7170-01-6, A common heterocyclic compound, 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, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of 2-chloro-4-fluorobenzaldehyde (95 mmol, 15 g) and 3-methyl-lH-l,2,4-triazole (114 mmol, 9.4 g) in CH3CN (300 mL) was added K2C03 (142 mmol, 20 g) and stirred at 60 C. After 24 h, the reaction mixture was added water and extracted with EtOAc. The organic extracts washed with saturated aq. NaCl, dried over Na2S04, filtered and concentrated in vacuo. The crude was purified by column chromatography (heptane: EtOAc = 20:80-10:90) to give the title compound. MS (ESI) m/z = 222, 224 (M+H) 1H NMR (300 MHz, CDC13) delta (ppm): 10.45 (1H, s), 8.55 (1H, s), 8.06 (1H, d, J= 8.6 Hz), 7.87 (1H, d, J= 2.1 Hz), 7.68 (1H, dd, J= 8.6, 2.1 Hz), 2.51 (3H, s).

The synthetic route of 7170-01-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SAKURADA, Isao; HIRABAYASHI, Tomokazu; MAEDA, Yoshitaka; NAGASUE, Hiroshi; MIZUNO, Takashi; XU, Jiayi; ZHANG, Ting; SMITH, Cameron; PARKER, Dann; WO2015/160634; (2015); A1;,
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. 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., Recommanded Product: 7170-01-6

EXAMPLE 103 [4-(3-Methyl-1,2,4-triazol-1yl)-2-trifluoromethyl-phenyl](5H,11H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-methanone To a suspension of 60% sodium hydride in oil (0.3 g) in dimethylformamide (50 ml) was added dropwise 3-methyl-1,2,4-triazole (0.45 g). After hydrogen gas evolution ceased, 4-fluoro-2-trifluoromethyl-phenyl-(5H,11H-pyrrolo[2,1-c][1,4]-benzodiazepine-10-yl)-methanone (1.76 g) was added and the reaction mixture was heated in a sand bath at 110 C. for 18 hours. The mixture was poured onto ice, diluted with brine, and extracted with dichloromethane. The combined extracts were dried over anhydrous sodium sulfate and filtered through a short column of anhydrous sodium magnesium silicate. The solution was concentrated in vacuo and the residue was triturated with diethyl ether to give 0.81 g of the title compound as colorless crystals, m.p. 148-150 C., MS m/z: 438.2 (M+H)+, 875.8 (2M+H)+.

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:
Patent; Wyeth; US6511974; (2003); B1;,
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. 25537-64-8, name is 4,5-Dibromo-1-methyl-1,2,3-triazole, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4,5-Dibromo-1-methyl-1,2,3-triazole

Intermediate 14e (0554) 4,5-Dibromo-2-methyl-2H-l,2,3-triazole Batch 1 : To a solution of 4,5-dibromo-lH-triazole (Intermediate 14f; 490.00 g, 2.16 mol) in DMF (3.2 L) was added potassium carbonate (358.23 g, 2.59 mol). The mixture was cooled to -10C under a nitrogen atmosphere and iodomethane (147.91 mL, 2.38 mol) was added dropwise. The reaction was then stirred at 25C for 16 hours. Batch 2: To a solution of 4,5-dibromo-lH-triazole (Intermediate 14f; 400 g, 1.76 mol, 1.00 eq) in DMF (2.8 L) was added potassium carbonate (291.9 g, 2.11 mol). The mixture was cooled to – 10C under a nitrogen atmosphere and iodomethane (131.48 mL, 2.11 mol) was added dropwise. The reaction was then stirred at 25C for 16 hours. Batches 1 and 2 were then combined and the reaction was quenched by the addition of water (4.2 L) and the aqueous phase extracted with MTBE (7 L x 3). The organic extract was concentrated under vacuum to approximately 700 mL and isopropanol (2 L) was added dropwise. This mixture was then stirred at 25 C for 2 hours and the resulting precipitate filtered and dried under vacuum to afford undesired 4,5-dibromo-l-methyltriazole (220 g, 23.5%) as a solid which showed the following NMR spectral data: FontWeight=”Bold” FontSize=”10″ H NMR (400MHz, CDCb) delta 4.09 (s, 3H). 13CNMR (400MHz, CDCb) delta 123.03, 113.09, 37.00. The filtrate was concentrated under vacuum to afford an oil, isopropanol (1 L) was added and resulting solution was warmed to 50 C and then water (3 L) was added dropwise. The mixture was cooled to 25C and stirred for 5 hours and the resulting precipitate was collected by filtration, washed with water (300 mL x 2) and, dried under vacuum at 50C for 16 hours to afford 4,5-dibromo-2- methyl-2H-l,2,3-triazole (Intermediate 14e; 570 g, 60.8% yield) as a solid. FontWeight=”Bold” FontSize=”10″ H NMR (400MHz, CDCb) delta 4.18 (s, 3H). 13C NMR (400MHz, CDCb) delta 124.25, 43.07.

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 25537-64-8.

Reference:
Patent; ASTRAZENECA AB; WARD, Richard, Andrew; JONES, Clifford, David; FERON, James, Lyman; (80 pag.)WO2017/80980; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 956317-36-5, name is 5-Methyl-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. category: Triazoles

5-Methyl-2- (2H-1, 2, 3-triazole-2-yl) benzoic acid (2.03 g, 10 mmol) was dissolved in anhydrous dichloromethane (20 mL) in a 100 mL of single-necked round-bottomed flask, and thionyl chloride (15 mL, 200 mmol) and pyridine (0.15 mL, 2 mmol) were added slowly. The reaction mixture was gradually warmed to reflux and reacted for 3 h. The solvent was removed slowly in vacuo. The resulting product was used directly in the next reaction.

The synthetic route of 956317-36-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; GAO, Jinheng; ZHANG, Ji; (107 pag.)WO2017/12502; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 4928-88-5, 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 4928-88-5 as follows.

EXAMPLE 5 Preparation of Methyl 1-(2,3,5-tri-O-Acetyl-beta-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate From Alpha-1,2,3,5-tetra-O-acetyl-L-ribofuranose [0047] A 250 mL flask was charged with [0048] 1.92 g of triazolemethylester and a solution of [0049] 4.8 g of the pure alpha-1,2,3,5-tetra-O-acetyl-L-ribofuranose, prepared in Example 4 in [0050] 50 mL of methyl acetate. The mixture was concentrated at atmospheric pressure to almost dryness (bath temperature: 90¡ã C.). To this mixture was added a solution of [0051] 22.7 mg of triflic acid in 1 mL of methyl acetate. The mixture was stirred at 115+/-5¡ã C. (pot temperature) under vacuum (30 mbar) for 4 h. Upon the completion of the reaction the mixture was cooled to 70¡ã C. and to it was added [0052] 23 mL of 2B alcohol (ethyl alcohol). When a homogeneous solution was formed the mixture was cooled to 50¡ã C. and held until heavy precipitation formed. The mixture was then slowly cooled to -5¡ã C. (bath temperature) in 2 h and held for 13 h. The solid was filtered, washed with [0053] 20 mL of cold 2B Alcohol (ethyl alcohol), and dried under vacuum at 50¡ã C. for 17 h to give 4.1 g (70percent yield) of methyl 1-(2,3,5-tri-O-acetyl-beta-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate as an off-white solid.

According to the analysis of related databases, 4928-88-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dong, Zhiming; Zhang, Pingsheng; US2004/34213; (2004); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 3641-08-5, 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 3641-08-5 as follows.

EXAMPLE 10 Preparation of 1(and 2 and 4)-Pivaloyl-s-triazole-3-carboxamide To a cooled, stirred mixture of 3 g. of 1,2,4-triazole-3-carboxamide and 3.4 g. of pivaloyl chloride in 125 ml. of anhydrous diethyl ether is added rapidly 2.75 g. of triethylamine. The cooling bath is removed and the mixture is stirred at room temperature for 24 hours. The off-white solid is collected by filtration and washed thoroughly with diethyl ether and then cold water.

According to the analysis of related databases, 3641-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Cyanamid Company; US4006159; (1977); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 16681-70-2, 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. 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.

lH-l,2,3-triazole-4-carboxylic acid (3.8 mg, 34 muiotaetaomicron) was combined with HATU (12.9 mg, 34 muiotaetaomicron) in DMF (2 mL) and stirred at room temperature for 15 minutes. (1386) Compound 3 (13 mg, 31 muiotaetaomicron) and DIPEA (16 mu^, 92 muiotaetaomicron) were then added. The solution was stirred at room temperature for 15 minutes, at which time LCMS showed reaction completion. The solvent was removed in vacuo and the crude residue was purified by reverse phase chromatography to yield Compound b (15 mg) as a TFA salt. MS m/z [M+H]+ calc’d for C25H29CIFN5O4, 518.19; found 518.

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, 1H-[1,2,3]Triazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see.

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 1001401-62-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1001401-62-2 name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A mixture of 2-(2H-1,2,3-triazol-2-yl)benzoic acid (285 mg, 1.5 mmol) in SOCl2 (3 mL) was stirred at RT for 0.5 h. Then the mixture was concentrated in vacuo. To a solution of the product from step 7 (300 mg, 1.26 mmol) and TEA (0.5 mL, 3.78 mmol) in DCM (3 mL) was added the above residue dropwise at 0 oC. The mixture was stirred at 0 oC for 2 h. water (2 mL) was added to quench the reaction and the mixture was extracted with DCM (3 mL x 3). The combined organic layers was washed with brine (3 mL x 3), dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by Prep-HPLC to give the title compound as a solid. LRMS m/z (M+H) 410.1 found, 410.2 required.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; LIVERTON, Nigel; LUO, Yunfu; (68 pag.)WO2016/89721; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics