Tag: M.W:200-300

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. 423165-07-5 name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, 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. 423165-07-5

To a stirred solution of 1-benzyl 3-((3aR,5aR,5bR,7aR,9S,l laR,l lbR,13aS)-3a- isocyanato-l-isopropyl-5a,5b,8,8,l la-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,l l,l la, 1 lb, 12,13, 13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl) (lR,3S)-2,2-dimethylcyclo butane- 1,3 -die arboxylate (Intermediate-2, 1.0 g, 1.40 mmol, 1.0 eq) in THF (15 ml) was added DIPEA (0.722 g, 5.6 mmol, 4.0 eq) and (lR,3S,5S)-3-(3-isopropyl-5-methyl-4H-l,2,4- triazol-4-yl)-8-azabicyclo[3.2.1]octane (0.655 g, 2.8 mmol, 2.0 eq). The reaction mixture was stirred at room temperature for about 16 hours. After completion of the reaction (monitored by TLC), the reaction mixture was diluted with water (50 ml) and extracted with EtOAc (3×50 ml). The combined organic extracts were dried over sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by silicagel column chromatography by using 5% methanol in DCM as an eluent to obtain the desired product (0.65 g, 49% yield) as a white solid. 1H NMR (300 MHz, DMSO-d6): delta ppm 7.36 (m, 5H), 6.49 (s, 1H), 5.12, 5.06 (ABq, 2H), 4.48-4.30 (m, 4H), 3.20-3.08 (m, 4H), 3.0-2.80 (m, 3H), 2.34 (s, 3H), 2.22-2.03 (m, 4H), 2.02-1.73 (m, 11H), 1.70-1.33 (m, 10H), 1.32-1.20 (m, 10H), 1.20-1.12 (m, 6H), 1.07-0.98 (m, 6H), 0.91 (s, 3H), 0.88-0.78 (m, 11H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, and friends who are interested can also refer to it.

Reference:
Patent; HETERO RESEARCH FOUNDATION; BANDI, Parthasaradhi Reddy; KURA, Rathnakar Reddy; GAZULA LEVI, David Krupadanam; ADULLA, Panduranga Reddy; KASIREDDY, Bhaskar Reddy; (84 pag.)WO2017/64628; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic 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 956317-36-5, 956317-36-5

Example 5: Preparation of Compound 5 (S)-(5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl)(5-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)-6-azaspiro[2.5]octan-6-yl)methanone; [Show Image] 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid (1eq; prepared according to WO 2008147518), HOBT (1 eq) and EDCl.HCl (1.5eq) dissolved in dichloromethane (5ml/mmol) were stirred at 25C for 0.5-2hours, then intermediate 2 (1 eq) dissolved in dichloromethane was added. After 18 hours the mixture was poured in an aqueous saturated solution of NaHCO3 and extracted with dichloromethane. The crude was purified by silica gel column chromatography (DCM to DCM/MeOH = 9/1) to obtain the title compound with yield of 52%. 1 HNMR (CDCl3) delta ppm 8.22-8.38 (m, 1 H), 7.94-8.14 (m, 1 H), 7.79-7.86 (m, 1 H), 7.69 (m, 1 H), 7.50-7.62 (m, 1 H), 7.28-7.37(m, 1 H), 7.0-7.24(m, 1 H), 6.48-6.66 (m, 1 H), 5.20(m, 1 H), 4.34-4.84 (m, 1 H), 3.89-4.0 (m, 1 H),3.65-3.75 (m, 1 H), 3.21-3.44 (m, 2H), 3.01-3.11 (m, 1 H), 2.26-2.46 (m, 3H), 1.89-2.17 (m, 1 H), 1.02-1.28 (m, 1 H), 0.19-0.63(m, 4H) MS= ESI + m/z 439 [M+H]+

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, 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ROTTAPHARM S.P.A.; EP2484674; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

423165-07-5, 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 423165-07-5 as follows.

General procedure: To an aqueous solution of active hydrogen containing amide, few drops of aqueous ammonia solution (1 eq.) and secondary amine (1 eq.) were added in drops in an ice-cold solution under constant stirring for dissolution. Aromatic aldehydes dissolved in methanol, added dropwise to the above mixture and stirring was continued for 2 h. The formation of compounds were observed within 30 min. Reaction was monitored by TLC, after completion of reaction, the product was filtered and washed with distilled water and dried at 45-50 C.

According to the analysis of related databases, exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, the application of this compound in the production field has become more and more popular.

Reference:
Article; Viveka, T. Lakshmi; Sharada, L. Nalanda; Asian Journal of Chemistry; vol. 30; 9; (2018); p. 2029 – 2034;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

956317-36-5, The chemical industry reduces the impact on the environment during synthesis 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, I believe this compound will play a more active role in future production and life.

To a solution of 11 (1.27 g,6.26 mmol) and 12 (1.5 g, 5.69 mmol) in DCM (30 mL) was added DIPEA (2.2 g,17.07 mmol) and HATU (3.24 g, 8.54 mmol). Then the mixture was stirred at r.t. for 2h. The reaction mixture was diluted with water and extracted with DCM (100 mL x 5).The organics were washed with brine, dried over Na2SO4 and concentrated to give acrude product. The crude product was purified by column chromatography withPE/EtOAc = 1:5 to give 1 as cis-isomer (1.9 g, yield: 74.5%). 1H NMR (400MHz,CHLOROFORM-d) delta= 7.85(d, J=8.0 Hz, 1H), 7.71 (br, s, 2H), 7.32 – 7.21 (m, 3H),7.17 (d, J=8.0, 1H), 6.99(d, J=2.0, 1H), 3.95~3.93 (m, 2H), 3.92~3.90(m, 2H), 3.75 ~3.51 (m, 3H), 3.15 ~ 3.10 (m, 3H), 2.40 (s, 3H). MS (ESI): m/z 449.0 [M + H]+ .

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

Reference:
Article; Wu, Songliang; Sun, Yu; Hu, Yi; Zhang, Hongmei; Hou, Lijuan; Liu, Xing; Li, Yufeng; He, Haiying; Luo, Zhi; Chen, Yuan; Wang, Yuhe; Shi, Weihua; Shen, Liang; Cao, Changqing; Liang, Wei; Xu, Qing; Lv, Qiang; Lan, Jiong; Li, Jian; Chen, Shuhui; Bioorganic and Medicinal Chemistry Letters; vol. 27; 6; (2017); p. 1458 – 1462;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

7411-23-6, 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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows.

P-methoxybenzyl chloride (759.55 mg) was added to an acetonitrile mixture (10 ml) of a compound WX080-1(1.1 g), N,N-diisopropyl ethylamine (1.25 g) and potassium iodide (402.55 mg). The resulting mixture was reacted at 80C for 2 hours. The reaction solution was spin-dried, and the resulting product was diluted with 100 ml of ethyl acetateand washed with water (20 ml 3 2). The organic phase was dried with anhydrous sodium sulfate, filtered and spin-driedto obtain the compound WX080-2. ESI m/z: [M-H]+= 348.1.

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; Shandong Danhong Pharmaceutical Co., Ltd.; LUO, Zhi; LI, Xiaolin; YANG, Yaxun; YANG, Lele; LI, Peng; HE, Haiying; LI, Jian; CHEN, Shuhui; (155 pag.)EP3626699; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

7411-23-6, 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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 3,5-Dibromo-1,2,4-triazole (1; 658 mg, 2.9 mmol) and p-quinonemethide precursor 7 (2.9 mmol) were refluxed for 4 h in DMF (10mL). Products were isolated analogously to compound 4a.

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

Reference:
Article; Osipov, Dmitry V.; Osyanin, Vitaly A.; Voskressensky, Leonid G.; Klimochkin, Yuri N.; Synthesis; vol. 49; 10; (2017); p. 2286 – 2296;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

956317-36-5, Adding some certain compound to certain chemical reactions, such as: 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, 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 956317-36-5.

A round bottom flask equipped with a magnetic stirrer bar was successively charged with5-methyl-2-(2H-1,2,3-triazole-2-yl)benzoic acid (3.0 g, 14.8 mmol, 1 equiv),N-hydroxysuccinimide (1.84 g, 15.54 mmol, 1.05 equiv), EDC hydrochloride (3.04 g, 15.54 mmol, 1.05 equiv), and dichloromethane (74 mL). The reaction mixture was stirred at ambient temperature for 1.5 h, followed by addition of H20 (74 mL). The aqueous layer was separated and extracted twice with dichloromethane (74 mL). The combined organiclayers were washed in brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure, yielding 2,5 -dioxopyrrolidin- 1 -yl 5 -methyl-2-(2H- 1 ,2,3-triazole-2-yl)benzoate (4.4 g, 99 %) as a brownish solid.?H NMR (500 MHz, CDC13) oe = 7.84 (s, 2H), 7.79 (d, J = 8.25 Hz, 1H), 7.77 (d, J = 1.35 Hz, 1H), 7.52 (dd, J = 1.40, 8.25 Hz, 1H), 2.85 (br s, 4H), 2.48 (s, 3H)?3C NMR (125 MHz, CDC13) oe = 168.9, 162.3, 139.0, 136.7, 136.2, 134.3, 131.2, 124.1,121.4, 25.8, 21.1

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 956317-36-5.

Reference:
Patent; SANDOZ AG; HOeFERL-PRANTZ, Kathrin; BARTH, Roland; RICHTER, Frank; ZUPANCIC, Borut; (126 pag.)WO2016/20403; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

7411-23-6, Adding some certain compound to certain chemical reactions, such as: 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, 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 7411-23-6.

2,2′-Bipyridine (3.12, 20 mmol), copper acetate (3.63 g, 20 mmol) and sodium carbonate (4.24 g, 40 mmol) was added to a solution of 3,5-dibromo-1H-1,2,4-triazole (4.54 g, 20 mmol) and cyclopropyl boronic acid (3.44 g, 40 mol) in DCE (150 ml). The r.m. was heated at 70 C. for 16 h and was then cooled to r.t. and washed with a sat. aq. solution of ammonium chloride. The combined organic extracts were washed with brine and dried (MgSO4). Filtration and concentration under reduced pressure gave a residue which was purified by flash column chromatography over silica gel (eluent: Heptane/EtOAc from 100/0 to 50/50). The product fractions were collected and concentrated in vacuo, yielding 1 g of a 70/30 mixture of intermediate 69 and intermediate 70 (21%) which was used as such in the next reaction step.

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 7411-23-6.

Reference:
Patent; Van Brandt, Sven Franciscus Anna; De Cleyn, Michel Anna Jozef; Gijsen, Henricus Jacobus Maria; Berthelot, Didier Jean-Claude; Surkyn, Michel; US2012/295891; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

956317-36-5, Name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, 956317-36-5, 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.

To a suspension of 5-methyl-2-{2H-1,2,3-triazol-2-yl)benzoic acid (4.00 g, 19.7 mmol) in CH2CI2 (90 mL) cooled at 0 C was added DMF (76 mu, 0.98 mmol) and oxalyl chloride (2.15 mL, 24.6 mmol). The reaction was allowed to warm to ambient temperature and stirred for 3.5 h. The solution was concentrated in vacuo to provide 5-methyl-2-(2H-1,2,3- triazol-2-yl)benzoyl chloride as a yellow-orange oil which gave a mass ion (ES+) of 218.2. NMR 6 (ppm) (CDC13): 7.89 (2 H, s), 7.76 (1 H, d, J= 8.2 Hz), 7.59-7.60 (1 H, m), 7.48-7.50 (1 H, m), 2.48 (3 H, s).

Statistics shows that 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid is playing an increasingly important role. we look forward to future research findings about 956317-36-5.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; SKUDLAREK, Jason, W.; WO2013/62857; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

A common compound: 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, belongs to Triazoles compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 7411-23-6

1-(2-chloroethyl)piperidine hydrochloride (243 mg, 1.32 mmol), 3,5-dibromo-1H-1,2,4-triazole (250 mg, 1.1 mmol) and potassium carbonate (640 mg, 4.6 mmol) were added to DMF (5 mL) in a 25 mL round bottom flask. The reaction was then stirred for 18 h at 50 C under nitrogen. The solvent was removed in vacuo, water was added, and the product extracted with DCM (3 times). The organic phase was dried over a phase separator and the solvent removed in vacuo. The product was purified by silica column chromatography eluting with 0-10% MeOH in DCM to give [1-[2-(3,5-dibromo-1,2,4-triazol-1-yl)ethyl]piperidine (224 mg, 0.66 mmol, 60% yield)] as a yellow oil. UPLC-MS (ES+, Method A), 0.87 min, m/z 339.0 [M+H]+

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, 7411-23-6, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; REDX PHARMA PLC; JONES, Clifford, D.; BUNYARD, Peter; PITT, Gary; BYRNE, Liam; PESNOT, Thomas; GUISOT, Nicolas, E.S.; (318 pag.)WO2019/145729; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics