Triazoles

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. 74733-90-7, name is 2-(4-Bromophenyl)-2H-1,2,3-triazole, This compound has unique chemical properties. The synthetic route is as follows., category: Triazoles

General procedure: To a 15 ml tube was added 1a (50 mg, 0.31mmol), 2a (118.5 mg, 0.37 mmol), [Cp*RhCl2]2 (9.70 mg 5 mol%), AgNTf2(12.2 mg 10 mol%) in DCE (3.0 mL), The tube was sealed and stirred at 100 C for 24 h. After completion, the reaction mixture was concentrated in vacuo and purified by silica gel column chromatography (80:1 DCM/MeOH) to provide the product 3aa 128.4 mg (pale brown oil) in 93% yield.

According to the analysis of related databases, 74733-90-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yu, Zhu-Jun; Zhang, Chen; Li, Jiang-Lian; Liu, Yan-Zhao; Yu, Xin-Ling; Guo, Li; Li, Guo-Bo; Wu, Yong; Tetrahedron Letters; vol. 59; 29; (2018); p. 2816 – 2819;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 118863-62-0, These common heterocyclic compound, 118863-62-0, name is 3-(4-Bromophenyl)-1H-[1,2,4]triazole, 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 mixture of ethyl 4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yi)-7-[4- (trifluoromethyl)phenyl]-2-naphthoate (50 mg, 0.106 mmol) from Example 3, Step 1, PdCl2CdPPf)-CH2Cl2 adduct (8.68 mg, 10.63 mumol), 3-(4-bromophenyl)-lH-l,2,4-triazole (35.7 mg, 0.159 mmol) under vacuum, was added DMF (2 mL) and 2 M potassium carbonate (0.159 ml, 0.319 mmol). The mixture was stirred under a nitrogen atmosphere at 90 0C for 3 h. The reaction was worked up by the addition of water, extracted with ethyl acetate, dried over Na2SO4, and evaporated. The residue was purified by Combiflash chromatography (0- 100%EtOAc/hexane) to afford the desired intermediate ester. The ester was dissolved in 2 mL of THF and ImL of MeOH and treated with 1 mL of 2 N KOH at rt for 3 h. The reaction was worked up by the addition of aqueous citric acid, extracted with ethyl acetate, dried over Na2SO4, and evaporated. The residue was purified by Combiflash chromatography (0-30% solvent A/DCM with solvent A being a mixture of concentrated ammonia and MeOH (1 :4)) to afford the desired 4-[4-(4H”-[l,2,4]triazol-3-yl)-phenyl]-7-(4-trifluoromethylphenyl)-2-naphthoic acid as a solid. MS: M+H(+ESI)= 460.0 and M-H(-ESI)= 458.0.

Statistics shows that 3-(4-Bromophenyl)-1H-[1,2,4]triazole is playing an increasingly important role. we look forward to future research findings about 118863-62-0.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2009/70873; (2009); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 7343-33-1, A common heterocyclic compound, 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, molecular formula is C2H2BrN3, 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.

Copper(II) acetate (approximately 18.42 g, 101.4 mmol), 3-bromo-1H-1,2,4-triazole (10 g, 67.59 mmol), and 4 A molecular sieves (250 mg/0.33 mmol) were combined in dichloromethane and treated with 3,4-difluorophenyl boronic acid (14.94 g, 94.63 mmol), and pyridine (approximately 10.69 g, 10.93 mL, 135.2 mmol). The mixture was stirred at room temperature under air for 3 days. The reaction was filtered and the solid was washed with additional dichloromethane (200 mL). The combined organic layers were concentrated with silica gel and dry-loaded to purify on silica gel to afford 3-bromo-1-(3,4-difluorophenyl)-1,2,4-triazole (10.5 g, 54percent). MR (400 MHz, DMSO-^e) delta 9.30 (s, 1H), 8.08 – 7.96 (m, 1H), 7.77 – 7.62 (m, 2H) ppm. ESI-MS m/z calc. 258.95566, found 260.32 (M+l)+; Retention time: 0.96 minutes.

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; VERTEX PHARMACEUTICALS INCORPORATED; BETHIEL, Randy Scott; CAO, Jingrong; COLLIER, Philip, N.; DAVIES, Robert J.; DOYLE, Elisabeth; FRANTZ, James Daniel; GOLDMAN, Brian Anthony; GREY, Ronald Lee; GRILLOT, Anne-laure; GU, Wenxin; KOLPAK, Adrianne Lynne; KRAUSS, Paul Eduardo; LIAO, Yusheng; MAGAVI, Sanjay Shivayogi; MESSERSMITH, David; PEROLA, Emanuele; RYU, Elizabeth, Jin-Sun; SYKEN, Joshua; WANG, Jian; (491 pag.)WO2018/106646; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 7170-01-6, 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. 7170-01-6, name is 3-Methyl-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-methyl-i H-1,2,4-triazole (45.6 mg, 0.548 mmol) in THF (2 mL) at 0C was added NaH (2i.94 mg,0.548 mmol) and the resulting mixture was stirred for 10 mi (S)-Isopropyl 2-(6- (bromomethyl)-4-(4,4-dimethylpiperidin- 1 -yl)-5 -(4-(4-fluorophenethoxy)phenyl)-2- methylpyridin-3-yl)-2-(tert-butoxy)acetate (75 mg, 0.110 mmol) in THF (0.5 mL) was then added and the mixture was stirred for i6 h. At this point LCMS indicatedcompletion of reaction. Mixture was then concentrated and treated with iON NaOH (0.110 mL, 1.097 mmol) in Ethanol (1 mL) at 80C for 4 h. Mixture was then cooled and purified by prep HPLC to afford three compounds: (S)-2-(tert-butoxy)-2-(4-(4,4- dimethylpiperidin- 1 -yl)-5 -(4-(4-fluorophenethoxy)phenyl)-2-methyl-6-((3 -methyl-i Hi,2,4-triazol-i-yl)methyl)pyridin-3-yl)acetic acid (8 mg, 0.0 12 mmol, 10.76 % yield). ?HNIVIR (500MHz, DMSO-d6) oe 8.02 (s, 1H), 7.39 (dd, J8.i, 5.9 Hz, 2H), 7.32 (d, J8.i Hz, 1H), 7.15 (t, J=8.8 Hz, 2H), 7.12 – 7.03 (m, 3H), 5.62 (br. s., 1H), 4.91 (d, J16.i Hz, 1H), 4.74 (d, J=15.8 Hz, 1H), 4.35 – 4.14 (m, 2H), 3.62 (br. s., 1H), 3.07 (t, J=6.6 Hz, 2H), 2.76 (br. s., 1H), 2.38 (s, 3H), 2.19 (br. s., 1H), 2.10 (s, 3H), 1.90 (br.s, 1H), 1.51 (br. s., 1H), 1.29 (br. s., 1H), 1.16 (d, J=i0.6 Hz, 1H), 1.09 (s, 9H), 1.02 (d, J12.5 Hz, 1H),0.85 (br. s., 3H), 0.62 (s, 3H). LCMS (M+H) = 644.2.(S)-2-(tert-butoxy)-2-(4-(4,4-dimethylpiperidin- 1 -yl)-5 -(4-(4-fluorophenethoxy)-phenyl)-2-methyl-6-((5 -methyl-i H-i ,2,4-triazol- 1 -yl)methyl)pyridin-3 -yl)acetic acid (3.2 mg,4.72 tmol, 4.30 % yield): ?H NIVIR (500MHz, IVIETHANOL-d4) oe 7.84 (s, 1H), 7.36 (dd,J=8.4, 5.5 Hz, 2H), 7.27 (d, J=8.2 Hz, 1H), 7.09 – 7.01 (m, 3H), 7.01 – 6.91 (m, 2H), 6.02(s, 1H), 5.21 (d, J=14.7 Hz, 1H), 5.06 (d, J14.7 Hz, 1H), 4.27 (td, J=6.6, 2.9 Hz, 2H),3.12 (t, J=6.6 Hz, 2H), 2.58 (s, 3H), 2.26 (s, 3H), 1.33 (d, J=7.4 Hz, 3H), 1.22 (s, 9H),0.79 (br. s., 6H). 4 piperidine hydrogens are not resolved. LCMS (M+H) = 644.2.(S)-2-(tert-butoxy)-2-(4-(4,4-dimethylpiperidin- l-yl)-5 -(4-(4-fluorophenethoxy)-phenyl)-2-methyl-6-((3 -methyl-4H- 1 ,2,4-triazol-4-yl)methyl)pyridin-3 -yl)acetic acid (2.1 mg,3.10 tmol, 2.82% yield): ?H NMR (500MHz, IVIETHANOL-d4) oe 7.74 (s, 1H), 7.36 (dd,J=8.4, 5.7 Hz, 2H), 7.20 – 7.14 (m, 1H), 7.10 – 6.99 (m, 5H), 6.01 (s, 1H), 5.09 (s, 2H),4.27 (td, J=6.6, 3.2 Hz, 2H), 3.15 -3.07 (m, 2H), 2.54 (s, 3H), 2.18 (s, 3H), 1.32 (t, J=7.2Hz, 3H), 1.21 (s, 9H), 0.78 (br. s., 6H). 4 piperidine hydrogens are not resolved. LCMS(M+H) = 644.2.

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

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; EASTMAN, Kyle J.; KADOW, John F.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PATEL, Manoj; SIVAPRAKASAM, Prasanna; TU, Yong; (275 pag.)WO2017/25915; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 1455-77-2, 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. 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows.

A mixture containing Co(NO3)2¡¤6H2O (58.2mg, 0.2mmol), Hdatrz (19.8mg, 0.2mmol) and NH2-H2ip (36.2mg, 0.2mmol) 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 6 by triethylamine. The resulting mixture was then transferred into a Teflon-lined stainless steel vessel (23.0mL) and heated at 165¡ãC for 96h under autogenous pressure. After the mixture was cooled to room temperature at a rate of 2.9¡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 NH2-H2ip). Anal. Calc. for C36H32Co4N14O17: C, 37.01; H, 2.76; N, 16.78. Found: C, 37.04; H, 2.65; N, 16.72percent. IR (KBr pellet, cm?1): 3409 (br), 3319 (w), 3167 (w), 1625 (s), 1588 (s), 1559 (s), 1481 (s), 1449 (s), 1386 (s), 1322 (w), 1011 (m), 985 (m), 952 (w), 797 (w), 778 (w), 724 (w), 666 (w).

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

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

These common heterocyclic compound, 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic 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. Recommanded Product: 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride(WSCHCl) (37.4 g, 0.20 mol) was added to a solution of Nethyl-2[3-(5-fluoro-pyridin-2-yl)-1H-pyrazol-1-yl] ethanaminedihydrochloride (50 g, 0.16 mol), 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid (33.9 g, 0.18 mol), 1-hydroxy-1H-benzotriazolehydrate (HOBtH2O) (26.4 g, 0.20 mol) and triethylamine (TEA)(39.5 g, 0.39 mol) in THF (500 mL) at 0 C, followed by stirring atroom temperature for 20.5 h. The solvent of the reaction solutionwas distilled off under reduced pressure. An aqueous NaHCO3 solutionand EtOAc were added to the resulting residue, followed byextraction with EtOAc. The organic layer was washed with water,and the solvent was distilled off under reduced pressure to yieldthe crude product (72 g). An additional 196.7 g of the crude productwas synthesized using the same method from N-ethyl-2[3-(5-fluoro-pyridin-2-yl)-1H-pyrazol-1-yl] ethanamine dihydrochloride(140 g, 0.46 mol) and 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoicacid (94.8 g, 0.50 mol). The obtained crude product (268.7 g) wasrecrystallized with heptane and EtOAc. The deposited solid wasthen collected by filtration. The obtained solid was dried by heatingunder reduced pressure to yield the title compound 27e as acolorless powder (217.3 g).

The synthetic route of 2-(2H-1,2,3-Triazol-2-yl)benzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Article; Suzuki, Ryo; Nozawa, Dai; Futamura, Aya; Nishikawa-Shimono, Rie; Abe, Masahito; Hattori, Nobutaka; Ohta, Hiroshi; Araki, Yuko; Kambe, Daiji; Ohmichi, Mari; Tokura, Seiken; Aoki, Takeshi; Ohtake, Norikazu; Kawamoto, Hiroshi; Bioorganic and Medicinal Chemistry; vol. 23; 6; (2015); p. 1260 – 1275;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 584-13-4, These common heterocyclic compound, 584-13-4, name is 4H-1,2,4-Triazol-4-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: 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.

Statistics shows that 4H-1,2,4-Triazol-4-amine is playing an increasingly important role. we look forward to future research findings about 584-13-4.

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. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, A new synthetic method of this compound is introduced below., Product Details of 16681-65-5

Intermediate 45: Step a (2,4-Dimethylthiazol-5-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol To a flask containing 1-methyl-1H-1,2,3-triazole (1.60 g, 19.3 mmol, Intermediate 42, step a) was added THF (200 mL) and the solution was cooled to -40 C. To this colorless homogeneous solution was added n-BuLi (2.5 M in hexanes, 7.7 mL, 19.2 mmol) dropwise which immediately afforded a dark brown viscous mixture. The mixture was kept between -10 to -20 C. for 60 min, then 2,4-dimethylthiazole-5-carbaldehyde (3.03 g, 21.5 mmol) in THF (5 mL) was introduced and the reaction mixture began to stir much more easily, but still remained brownish. Once the aldehyde was added the reaction was placed in an ice-bath and maintained there until it warmed to room temp. After 3 hours the reaction was quenched by pouring into a saturated solution of NH4Cl at room temperature. The aqueous portion was extracted with EtOAc (5*100 mL). The combined organics were washed with brine, dried over MgSO4, filtered and concentrated to give a brown oil-foam. Flash chromatography on silica gel (10-30% acetone increasing gradient to 10% MeOH-DCM) gave the title compound as a light orange foam.

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; 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.; Fourie, Anne; Xue, Xiaohua; Mirzadegan, Taraneh; Ganamet, Kelly; US2014/107097; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. SDS of cas: 61-82-5

General procedure: A mixture of 2-aminobenzimidazole or 3-amino-1,2,4-triazole (1.0 mmol), arylaldehyde (1.0 mmol), dimedone (1.0 mmol), and 15 mol % p-TsOH.H2O was stirred in 5 cm3 acetonitrile as solvent at 40-50 C for the appropriate time (Table 3). The progress of the reaction was monitored by TLC. After completion of the reaction, a thick precipitate was obtained. The solid product was filtered off and washed with acetonitrile and subsequently dried in air. The pure product was characterized by conventional spectroscopic methods.

The synthetic route of 1H-1,2,4-Triazol-5-amine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mousavi, Mir Rasul; Maghsoodlou, Malek Taher; Monatshefte fur Chemie; vol. 145; 12; (2014); p. 1967 – 1973;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, 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 16681-70-2, Quality Control of 1H-[1,2,3]Triazole-4-carboxylic acid

[0769] 3H-1,2,3-triazole-5-carboxylic acid (2.5 mg, 22f.tmol) was combined with HATU (8.4 mg, 22 flillOI) in DMF(0.3 mL) and stirred for 10 minutes; Et3N (1 eq.) was addedand the mixture was stirred for 1 minute. Compound 2 (22f.tmol) was dissolved in DMF (0.5 mL) and Et3N (3.1 f.LL, 22f.tmol) was added, followed by addition of the activated acidsolution. The mixture was stirred for 30 minutes, concentrated,and purified by preparative HPLC to yield Compounda (8 mg) as a TFA salt. MS m/z [M+Ht calc’d forC26H29CIFN50 3 , 514.19. found 514.2.

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

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