Category: Triazoles

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. 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, A new synthetic method of this compound is introduced below., SDS of cas: 1455-77-2

To a solution of compound 8 (5.71 mmol) in 10 mL of glacial acetic acid, was added diaminotriazole 10 (8.56 mmol) and heated to reflux for 4 h. The reaction mixture was cooled, and the solvent evaporated in vacuo to produce a pale-yellow solid. The solid was washed with water and recrystallized from ethanol to furnish the title compound as white crystals. (adapted from 1). Yield 72percent (0.87 g). 1H NMR (600 MHz, DMSO-d6) delta 8.53 (d, J = 4.8 Hz, 1H), 8.21 ? 8.10 (m, 2H), 7.63 ? 7.57 (m, 3H), 7.25 (d, J = 4.8 Hz, 1H), 6.45 (s, 2H). HRMS-ESI (+) m/z calculated for C11H10N5, 212.0936 [M+H]+; found: 212.0939.

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; Ribeiro, Carlos J.A.; Kankanala, Jayakanth; Xie, Jiashu; Williams, Jessica; Aihara, Hideki; Wang, Zhengqiang; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 257 – 261;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 4923-01-7, 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. 4923-01-7, name is 5-Methyl-4H-1,2,4-triazol-3-amine, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of methyl 3-oxo-2-(4-phenethylpiperidin-1 -yl)butanoate (1 A) (11 g, 36.3 mmol), 3- methyl-1 H-1 ,2,4-triazol-5-amine (8.89 g, 91 mmol) and 4-methylbenzenesulfonic acid (6.24g, (0229) 36.3 mmol) was heated from 140C to 160 C with vigorous stirring using a stir bar. The reaction mixture changed from solid to liquid, which then turned into a solid again. The crude mixture was dissolved in MeOH (150 ml_) and divided into three portions. Each portion was purified using a 330 grams combiflash column eluting with 0.1 to 3% MeOH in DCM to give (1 ). 1 H NMR (400 MHz, DMSO-d6) delta 12.83 (s, 1 H), 7.32 – 7.25 (m, 2H), 7.24 – 7.20 (m, 2H), 7.20 – 7.13 (m, 1 H), 3.40 (t, J = 10.4 Hz, 2H), 2.68 – 2.56 (m, 4H), 2.22 (s, 3H), 2.19 (s, 3H), 1 .75 – 1 .64 (m, 2H), 1 .61 – 1 .46 (m, 2H), 1 .30 – 1 .13 (m, 3H). Method 2: RT = 3.37 min.; M/Z (M+H) = 352.3.

The chemical industry reduces the impact on the environment during synthesis 5-Methyl-4H-1,2,4-triazol-3-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOVARTIS AG; CHIANELLI, Donatella; GIBNEY, Michael; LERARIO, Isabelle K.; LIANG, Fang; LIU, Xiaodong; MOLTENI, Valentina; NAGLE, Advait Suresh; SMITH, Jeffrey M.; SUPEK, Frantisek; XIE, Yongping; YEH, Vince; (64 pag.)WO2018/229683; (2018); 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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, A new synthetic method of this compound is introduced below., Product Details of 16681-70-2

B. (2R,4R)-5-Biphenyl-4-yl-2-hydroxy-2-methyl-4-[(3H-[1,2,3]triazole-4-carbonyl)-amino]-pentanoic acid (R7=H) (R)-4-Amino-5-biphenyl-4-yl-2-hydroxy-2-methyl-pentanoic acid ethyl ester (300 mg, 916 mumol, 1.0 eq.), 1,2,3-triazole-4-carboxylic acid (114 mg, 1.0 mmol, 1.1 eq.), and DIPEA (479 muL, 2.8 mmol, 3.0 eq.) were dissolved in DMF (6.0 mL). HATU (383 mg, 1.0 mmol, 1.1 eq.) was added and the mixture was stirred at room temperature overnight. The mixture was split 50/50 and the two solutions were concentrated. One portion was purified by preparative HPLC (10-70% MeCN/water), followed by isomer separation by preparative HPLC to yield compound A (27 mg, 96% purity). MS m/z [M+H]+ calc’d for C23H26N4O4, 423.20; found 423.2.

The synthetic route of 16681-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THERAVANCE, INC.; US2012/213807; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

138624-97-2, name is 1-Benzyl-1H-1,2,4-triazole-3-carboxylic acid, 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: 138624-97-2

M-30 (25 mg) was dissolved in 2 mL of dichloromethane and 1 mL of trifluoroacetic acid, and after 1 hour of reaction, the solvent was spin-dried to obtain the intermediate amine. Subsequently, the intermediate was dissolved in DMSO (1 mL), and 35 mg of acid-6 was added (the acid was purchased commercially, or the preparation of the acid please refer to: CN 105121432 A, J. Med. Chem. 2017, 60, 1247 ), HATU (56mg), DIPEA (60 mg), the reaction was overnight, added water and ethyl acetate extraction, the organic layer was collected, dried over anhydrous sodium sulfate, vacuum rotary evaporation to remove the solvent, HPLC separation to obtain compound ZB-R-24.

The synthetic route of 138624-97-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhou Bing; Tang Wei; Yang Xiangbo; Lu Huimin; Gao Mengying; Yang Yaxi; Feng Huijin; (69 pag.)CN111138448; (2020); A;,
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. 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, A new synthetic method of this compound is introduced below., category: Triazoles

This was made by displacing the 4-chloro phthalazine (Compound 195) with the sodium salt of 1,2, 4-triazole in DMF at55-65 C. BOCNH-P3 (L-tert-BuGly)-P2[(4R)-(4-(1, 2,4-triazo-1-yl) phthalazine-1-oxo)-S-proline]-Pl (1R,2S Vinyl Acca)-CONHSO2-Cyclopropane : the material was obtained as a white foam in 62% yield. LC/MSRt-min (MNa+) [method C]: 3.35 (774). 1H NMR (500 MHz, CD30D)8 ppm 0.97 (s, 9 H) 1. 01 (m, 2 H) 1.10 (s, 9 H) 1.16 (m,1 H) 1.37 (m, 2 H) 1.82 (m,1 H) 2.18 (d, J=8. 55 Hz,1 H) 2.32 (m,1 H) 2.69 (dd, J=13. 58,6. 87 Hz,1 H) 2.88 (br s,1 H) 4.06 (d,J=11. 60 Hz,1 H) 4.13 (s,1 H) 4.53 (m, J=9. 16 Hz,1 H) 4.61 (d,J=11. 90 Hz,1 H) 5.06 (d, J=10. 07 Hz,1 H) 5.23 (d,J=17. 40 Hz,1 H) 5.68 (m,1 H) 5.98 (s, 1 H) 7.97 (m, 2 H) 8.30 (m,J=11. 90 Hz, 2 H) 8.44 (d, J=7. 63 Hz,1 H) 9.14 (s, 1 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; BRISTOL-MYERS SQUIBB COMPANY; WO2003/99274; (2003); A1;,
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 4928-87-4 as follows. name: 1,2,4-Triazole-3-carboxylic acid

To a reaction of 1/7-1, 2, 4-triazole-3 -carboxylic acid (226 mg, 2.0 mmol) and Piperonylamine (0.26 mL, 2.1 mmol) in dry DMF (10 mL) was added 1- hydroxybenzotriazole monohydrate (337 mg, 2.2 mmol) and EDC (N-(3- Dimethylaminopropyl)-N’-ethylcarbodiimide) (422 mg, 2.2 mmol) followed by N- methylmorpholine (0.88 mL, 8.0 mmol via syringe). The mixture was stirred at room temperature under nitrogen and the solids were gradually dissolved. The contents were stirred at room temperature for 24.0 h, and then slowly diluted into iced water and extracted with DCM (2 x 50 mL). The DCM phase was washed with ice cold water (2 x 100 mL). The DCM phase was dried over anhydrous Na2S04, filtered and concentrated under reduced pressure and chromatographed on silica gel using EtOAc as eluents to get the desired amide 6 (95 mg, 19 % yield) as a white solid. -NMR (400 MHz, DMSO- de): <515.58-13.83 (m, 1H), 9.10 (br s, 1H), 8.47 (br s, 1H), 6.90- 6.78 (m, 3H), 5.97 (s, 2H), 4.36 (d, J= 6.4 Hz, 2H) ppm. MH+ = 247.1 m/z. According to the analysis of related databases, 4928-87-4, the application of this compound in the production field has become more and more popular. Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; NATIONAL JEWISH HEALTH; WEMPE, Michael Fitzpatrick; VAZQUEZ-TORRES, Andres; DAI, Shaodong; (72 pag.)WO2020/41556; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 1001401-62-2, 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 1001401-62-2 as follows.

A solution of (3R, 6R)-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), 1-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. The crude material was purified by silica gel gradient chromatography (0-100% ethyl acetate in hexanes), providing the titled compound as a pale yellow solid. LRMS mlz (M+H) 287.3 found, 287.1 required.

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; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; SKUDLAREK, Jason, W.; WO2014/99696; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 1001401-62-2, 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 1001401-62-2 as follows.

A solution of (3S,6R)-6-methylpiperidin-3-ol (5.06 g, 43.9 mmol), 2-(2H-1,2,3- triazol-2-yl)benzoic acid (9.97 g, 52.7 mmol), 1-hydroxy-7-azabenzotriazole (11.96 g, 88.0 mmol), and EDC (16.84 g, 88.0 mmol) in DMF (293 mL) and Hunig?s Base (18.37 ml, 132mmol) was heated at 50 C overnight, then diluted with saturated, aqueous NaHCO3 and water and extracted 3x with EtOAc. The organics were washed with brine, dried over Mg504, filtered, and concentrated. The crude material was partially purified by silica gel gradient chromatography (0-100% ethyl acetate in hexanes), providing the titled compound as a faint orange solid. LRMS mlz (M+H) 287.3 found, 287.1 required.

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; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; SKUDLAREK, Jason, W.; WO2014/66196; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 103755-58-4, 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. 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

Step 2 Synthesis of 1-Phenyl-1H-[1,2,3]triazole-4-carbaldehyde MnO2 (1.23 g, 14.14 mmol) was added to a stirred solution of (1-phenyl-1H-[1,2,3]triazol-4-yl)-methanol (245 mg, 1.4 mmol) in DCM (15 mL) and the resulting mixture was stirred at room temperature overnight. The mixture was filtered over a celite bed, and the filtrate was concentrated under reduced pressure to afford 271 mg (99%) of 1-phenyl-1H-[1,2,3]triazole-4-carbaldehyde.

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, (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bischoff, Alexander; Subramanya, Hosahalli; Sundaresan, Kumar; Sammeta, Srinivasa Raju; Vaka, Anil Kumar; US2010/160323; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, 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 103755-58-4, SDS of cas: 103755-58-4

General procedure: Into a round-bottom flask were added 5.71mmolof alditolyl-triazole 12 or 21a in 50ml dichloromethane, 0.9mL of pyridine (2 eq.), 5.71mmolof acyl chloride and catalytic amount of DMAP. The mixture was stirred vigorously at room temperature, and the reaction progress was monitored by thin layer chromatography. Next, the mixture was washed with distilled water (3¡Á100mL), saturated sodium bicarbonate solution (5¡Á100mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The product was purified via silica-gel column chromatography using gradient mixture of hexane-ethyl acetate, to afford the pure derivatives 13a-k and 22a-d.

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, (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Gonzaga, Daniel; Senger, Mario Roberto; Da Silva, Fernando De Carvalho; Ferreira, Vitor Francisco; Silva Jr., Floriano Paes; European Journal of Medicinal Chemistry; vol. 74; (2014); p. 461 – 476;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics