Day: April 15, 2021

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. 584-13-4, name is 4H-1,2,4-Triazol-4-amine belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. name: 4H-1,2,4-Triazol-4-amine

General procedure: In a typical experiment Pd(OAc)2 (5.6mg, 0.025mmol), triphenylphosphine (13.2mg, 0.05mmol), iodoalkene (1-4) or iodoarene (5-19) (1mmol) were dissolved in DMF (10mL) under argon in a three-necked flask equipped with a reflux condenser and a balloon on the top. Aminotriazole nucleophile (a, b or c) (1.2mmol) and triethylamine (0.5mL) were added. The atmosphere was changed to carbon monoxide. (Caution: High pressure carbon monoxide should only be used with adequate ventilation (hood) using CO sensors as well.) The reaction was conducted for the given reaction time upon stirring at 70C. The mixture was then concentrated and evaporated to dryness. Toluene (15mL) was added to the residue, the precipitate (product) was filtered, washed with water on the filter and dried. The off-white powder-like material was dissolved in methanol, the palladium-black was filtered off and methanol was evaporated.

The synthetic route of 584-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gergely, Mate; Boros, Borbala; Kollar, Laszlo; Tetrahedron; vol. 73; 48; (2017); p. 6736 – 6741;,
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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., SDS of cas: 7343-33-1

300 mg of Intermediate 4, 133 mg of potassium carbonate,And 3 mL of DMF was added 132 mg of 3-bromo-1 H-1,2,4-triazole under ice cooling.After stirring for 2.5 hours under ice cooling,Saturated multilayer aqueous solution was added to the reaction mixture,And extracted with ethyl acetate. The organic layer was washed with water,And washed with saturated brine,And dried over anhydrous sodium sulfate.The obtained organic layer was dried under reduced pressure.The obtained residue was subjected to silica gel chromatography,370 mg of the present compound 12 described below was obtained.

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; Sumitomo Chemical; Ikari, Kaori; (123 pag.)JP2019/6686; (2019); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

60166-43-0, name is 1,4-Dimethyl-1H-1,2,3-triazole, 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. category: Triazoles

A solution of 1,4-dimethyltriazole (14.1, 500 mg, 5.15 mmol, 1 equivalent) in THF (2 mL) was added dropwise to a solution of n-BuLi (2.5 M, 2.47 mL, 1.2 equivalent) in THF (15 mL) at -78 C. under nitrogen atmosphere. The resulting cloudy mixture was stirred at -70 C. for 1 h. After this time, tributyl tinchloride (1.84 g, 5.66 mmol, 1.52 mL, 1.1 equivalent) was added; the reaction mixture became clear and was stirred at -70 C. for 30 min, then it was allowed to warm to 20 C. The reaction mixture was poured into saturated NH4Cl solution (10 mL) and extracted with EtOAc (50 mL*3). The combined organic layers were washed with brine (50 mL*2), were dried over sodium sulfate then filtered. The solvent was concentrated under reduced pressure to give tributyl-(3,5-dimethyltriazol-4-yl)stannane (14.2, 2.2 g) as a yellow oil; LCMS [M+1]: 388.2.

The synthetic route of 60166-43-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mirati Therapeutics, Inc.; Marx, Matthew Arnold; Lee, Matthew Randolph; Galemmo, Robert Anthony; Bobinski, Thomas P.; US2018/265517; (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. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, A new synthetic method of this compound is introduced below., COA of Formula: C10H9N3O2

A solution of 2-iodo-5-methylbenzoic acid (4.0 g, 15.3 mmol) in DMF (10 mL) was treated with 1,2,3-triazole (2.1 g, 30.5 mmol), CsCO3 (9.95 g, 30.5 mmol), CuI (0.145 g, 0.76 mmol) and trans-N,N’-dimethylcyclohexane-l,2-diamine (0.43 g, 3.05 mmol). The mixture was heated at 120 0C for 10 min in a microwave reactor. The reaction was cooled to room temperature, diluted with water, and washed with EtOAc. The aqueous phase was acidified with IN HCl and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by gradient elution on SiO2 (0 to 10% MeOH in DCM with 0.1% AcOH) to give the faster eluting 2-(2H-l,2,3-triazol~2-yl)-5-methylbenzoic acid, followed by the undesired regioisomer isomer, I -(2H- 1 ,2,3-triazoI-2-yl)-5-methylbenzoic acid. A solution of the acid (3.56 g, 17.52 mmol) in 150 mL of DCM was stirred and cooled to O0C. The solution was treated with oxalyl chloride (1.9 mL, 21.9 mmol) and DMF (68 muL, .878 mmol). The solution was slowly warmed to room temperature and stirred overnight. Solvent was concentrated and the resulting solid was azetroped with DCM and concentrated to provide A-7 as a yellow solid.

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; MERCK SHARP & DOHME CORP.; BRESLIN, Michael, J.; COLEMAN, Paul, J.; COX, Christopher, D.; SCHREIER, John, D.; WHITMAN, David, B.; WO2010/48010; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 16681-70-2, A common heterocyclic compound, 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, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

[0734] A solution of Compound 1 (8.9 mg, 18 flillOI) in HCI(88 f.LL, 351 flillOI) was stirred at room temperature for 20minutes. After this time, LCMS indicated that the BOC grouphad been cleaved so the solution was concentrated in vacuo.In a separate flask, a solution of 3H-[1,2,3]triazole-4-carboxylicacid (2.4 mg, 21 f.tmol) and HATU (8.0 mg, 21 flillOI)in DMF (180 f.LL) was stirred at room temperature for 30minutes. After this time, a solution of the crude amine inDMF(180 f.LL) was added, followed by DIPEA (9.2 f.LL, 53 f.tmol).The resulting solution was stirred overnight at room temperature.LCMS indicated that the reaction was complete and thesolution was concentrated in vacuo to yield Compound 2 (8.9mg), which was used without further purification.

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; 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

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. 202931-88-2, name is 1-Methyl-1H-1,2,3-triazole-5-carbaldehyde, A new synthetic method of this compound is introduced below., Quality Control of 1-Methyl-1H-1,2,3-triazole-5-carbaldehyde

To a 50 mL flask containing 6-bromo-4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinoline (1.45 g, 3.37 mmol, Intermediate 47: step d) was added THF (25 mL) at room temp which resulted in a colorless homogeneous mixture. The solution was cooled to -70 C. which remained homogeneous and then n-BuLi (2.5 M in hexanes, 1.3 mL, 3.25 mmol) was added dropwise. The color of the solution became a dark reddish-brown color. After 2 minutes, 1-methyl-1H-1,2,3-triazole-5-carbaldehyde (580 mg, 5.22 mmol, in 3 mL THF, Intermediate 50: step a) was introduced and the color of the mixture went from dark brown to greenish to a yellow color within about 2 minutes. The mixture was allowed to warm to -20 C. over 45 minutes at which time the contents were quenched with aqueous NH4Cl. The mixture was diluted further with water and extracted with EtOAc (5*40 mL). The combined organics were washed with brine, dried over MgSO4, filtered and concentrated to give a yellowish oil. The crude material was chromatographed on silica gel (5% CH3CN-DCM increasing to 30% CH3CN+2% MeOH) to give the title compound as an off white foam.

The synthetic route of 202931-88-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Pierce, Joan; Goldberg, Steven; Fourie, Anne; Xue, Xiaohua; US2014/107094; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, 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 6523-49-5, Safety of 4-(1,2,4-Triazol-1-yl)aniline

To a solution of formamidine from Step 4 (257mg, 0.653mM) in acetic acid (3ml) was added the 4-triazolylaniline (115mg, 0.73mM). The reaction was heated to 125C for Ih. The mixture was cool down basified with 15ml of 2N NaOH and extracted with ethylacetate. After drying over magnesium sulphate these organics phases were concentrated to a yellow solid. The solid was triturated with DCM / Et2O / petrol and isolated as a yellow solid (163mg, 44%). 1H NMR (D6-DMSO) delta 10.07 (IH, broad s), 9.29 (IH, s), 8.83 (IH, s), 8.64 (IH, s)8.26 (2H, m), 8.07 (2H, m), 7.85 (5H5 m), 7.69 (IH, d, J 10Hz)5 7.35 (IH5 dd, J 10Hz55Hz), 4.22 (2H, t, J 7.5Hz)5 2.46 (6H, m, obscured by H2O), 2.08 (2H5 1, J 7.5Hz)5 1.70(4H , m).LC-MS rt 2.13 m/z 509 ES+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(1,2,4-Triazol-1-yl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); 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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., name: 5-Bromo-1H-1,2,4-triazole

Diacetoxycopper (18.4 g, 101.4 mmol), bromo-triazole (lOg, 67.6 mmol), and 4A molecular sieves (250 mg, 0.33 mmol) were mixed in DCM, to which 4-difluorophenyl)boronic acid (14.9g, 94.6 mmol), pyridine (10.9 mL, 135.2 mmol) was added. The mixture was stined at RT under air for 3 days. LCMS showed that no starting material remaining and desired product was formed. The reaction was filtered and the solid was washed with additional DCM (200 ml). The combined organic layer was concentrated with silica gel and dry-loaded to purify on silica gel (240 grams column, 10-90percent ethyl acetate:hexanes) to afford 10.5 g (60percent) of desired product JW3-c. ?H NMR (400 MHz, DMSO-D6) oe 9.30 (s, 1H), 8.08 – 7.96 (m, 1H), 7.77 – 7.62 (m, 2H) ppm. ESI-MS m/z calc. 25 8.95566, found 260.32 (M+1)+; Retention time: 0.96 minutes.

According to the analysis of related databases, 7343-33-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; DAVIES, Robert, J.; CAO, Jingrong; COCKERILL, Meghan, Elise; COLLIER, Philip, Noel; DENINNO, Michael, Paul; DOYLE, Elisabeth; FRANTZ, James, Daniel; GAO, Huai; GOLDMAN, Brian, Anthony; GREY, Ronald, Lee; GRILLOT, Anne-laure; GU, Wenxin; HENDERSON, James, A.; IRARRAZAVAL, Raul Eduardo, Krauss; KOLPAK, Adrianne, Lynn; LIAO, Yusheng; MAGAVI, Sanjay Shivayogi; MALTAIS, Francois; MESSERSMITH, David; PIERCE, Albert, Charles; PEROLA, Emanuele; RYU, Elizabeth Jin-Sun; SYKEN, Joshua; WANG, Jian; (706 pag.)WO2016/197009; (2016); 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. 64922-04-9, name is Ethyl 1H-1,2,4-triazole-5-carboxylate, A new synthetic method of this compound is introduced below., Safety of Ethyl 1H-1,2,4-triazole-5-carboxylate

EXAMPLE 11 A mixture of ethyl 1,2,4-triazole-3-carboxylate (1.41 g, 0.01 mole) and beta-D-ribofuranosyl-1,2,3,5-tetraacetate (3.18 g, 0.01 mole) was melted and then 0.095 g of p-toluenesulfonic acid was added thereto. The reaction mixture was reacted for 3 hours, while maintaining the temperature of the reaction mixture at 95+-5 C. And then, the reaction mixture was crystallized with 20 ml of methanol to give 3.27 g of 1-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-1,2,4-triazole-3-carboxylic acid ethyl ester (yield: 82%). NMR (CDCl3) delta (ppm): 1.43(t, 3H), 2.12(t, 9H), 4.00(m, 2H), 4.26(m, 1H), 4.48(m, 2H), 5.57(t, 1H), 5.77(q, 1H), 6.10(d, 1H), 8.50(s, 1H)

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; Lee, Tai-Au; Park, Nam-Jin; Khoo, Ja-Heouk; Lee, Byung-Cheol; US2003/120064; (2003); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1455-77-2, name is 3,5-Diamino-1,2,4-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 1455-77-2, COA of Formula: C2H5N5

A mixture of Hdatrz (19.8mg, 0.2mmol), CH3-H2ip (36.0mg, 0.2mmol) and Co(OAc)2¡¤4H2O (24.9mg, 0.1mmol) was dissolved in mixed H2O?CH3OH (v:v=1:1, 10.0mL) solution, and the initial pH value of the reactant mixture was adjusted to ca. 6 by slow addition of triethylamine with constant stirring. The resulting mixture was then transferred into a Teflon-lined stainless steel vessel (23.0mL) and heated at 160¡ãC for 96h under autogenous pressure. After the mixture was cooled to room temperature at a rate of 1.4¡ãCh?1, red block-shaped crystals suitable for X-ray analysis were obtained directly, washed with water and dried in air (Yield: 50percent, based on CoII salt). Anal. Calc. for C12H15CoN5O5: C, 39.14; H, 4.11; N, 19.02. Found: C, 39.14; H, 4.12; N, 19.05percent. IR (KBr pellet, cm?1): 3445 (s), 3333 (w), 3070 (w), 1670 (s), 1633 (s), 1546 (s), 1439 (s), 1370 (s), 1246 (w), 1083 (m), 1032 (m), 817 (w), 783 (m), 751 (w), 723 (m).

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

Reference:
Article; Zhao, Hong; Li, Hong-Xue; Liu, Zhong-Yi; Yang, En-Cui; Zhao, Xiao-Jun; Polyhedron; vol. 101; (2015); p. 29 – 36;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics