Sources of common compounds: 7170-01-6

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

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.

2,3-Dichloro-5-nitropyridine (2 g, 10.36 mmol), 3-methyl-1H-1,2,4-triazole (1.722 g, 20.73 mmol) and Cs2CO3 (6.798 g, 20.73 mmol) were added to DMF (30 mL) and the reaction was stirred at rt for 12 h. The reaction mixture was quenched with water (200 mL). The mixture was extracted with ethyl acetate (100 mL*3). The organic layer was dried over Na2SO4, filtered, and the filtrate concentrated under reduced pressure. The crude residue was purified by flash column chromatography over silica gel (petroleum ether/ethyl acetate from 100:0 to 50:50) to afford a mixture of compounds 20a and 20a-1 (780 mg, 31%) as a white solid. A mixture of 3-chloro-2-(3-methyl-i H-i ,2,4-tri-azol- i -yl)-5-nitropyridine, 20a and 3-chloro-2-(5-methyl-i H-i ,2,4-triazol-i -yl)-5-nitropyridine, 20a- i (780 mg, i .63mmol) was dissolved in MeOH (20 mE), and Zn (0) (i.058g, i 6.28 mmol) and aqueous NH4C1 (20 mE) were added.The reaction mixture was stirred at rt for i 6 h. The reactionmixture was filtered though a pad of diatomaceous earth andthe pad washed with ethyl acetate (20 mEx3). Water (50 mE)was added and the organic layer was separated, dried overNa2SO4, filtered and the filtrate was concentrated to drynessto give a crude mixture of compounds 20b and 20b- i (400mg, 59%) as a yellow solid. ?H NMR (400 MHz, METHANOE-d 4) oe ppm 2.43 (s, 3H), 2.85 (d, J=0.66 Hz, iH), 2.99(s, iH), 7.2i-7.23 (m, iH), 7.82 (d, J=2.65 Hz, iH), 7.86(dd, J=4.85, 2.43 Hz, iH), 8.02 (s, iH), 8.6i-8.65 (m, iH),8.63 (s, iH).

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

Reference:
Patent; Janssen Biotech, Inc.; Lu, Tianbao; Allison, Brett Douglas; Barbay, Joseph Kent; Connolly, Peter J.; Cummings, Maxwell David; Diels, Gaston; Edwards, James Patrick; Kreutter, Kevin D.; Philippar, Ulrike; Shen, Fang; Thuring, Johannes Wilhelmus John Fitzgerald; Wu, Tongfei; (412 pag.)US2018/170909; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Continuously updated synthesis method about 3,5-Dimethyl-4H-1,2,4-triazole

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

7343-34-2, A common compound: 7343-34-2, name is 3,5-Dimethyl-4H-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.

4-chloro-6-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)-2-methylpyrimidine (Intermediate 2) 4,6-dichloro-2-methylpyrimidine(2-1) (137.8 g, 845 mmol), 3,5-dimethyl-1H-1,2,4-triazole (2-2)[0080] (82 g, 845 mmol), and Cs2CO3 (275 g, 845 mmol) were suspended in DMF (1L) and the resulting mixture wasstirred at room temperature for 66 h. The mixture was then poured into water (2L) and stirred for 1 hour. The precipitatewas filtered, washed with water (2x) and dried under vacuum to afford Intermediate 2 as an off-white solid (130 g, 69percent).MS: m/z = 224.2 (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, 3,5-Dimethyl-4H-1,2,4-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck Sharp & Dohme Corp.; COX, Christopher, D.; BESHORE, Douglas, C.; KIM, June, J.; KUDUK, Scott, D.; McVEAN, Carol; REGER, Thomas; STEEN, Justin, T.; (54 pag.)EP2763672; (2016); B1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Simple exploration of 288-36-8

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, 288-36-8, other downstream synthetic routes, hurry up and to see.

A common compound: 288-36-8, name is 1H-1,2,3-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. 288-36-8

Step 1) Synthesis of 5-methyl-2- (2H-1, 2, 3-triazol-2-yl) benzoic acid To a solution of N, N-dimethylformamide (30 mL) were added sequentially 2H-1, 2, 3-triazole (3.45 g, 50 mmol) , 2-iodo-5-methyl benzoic acid (5.24 g, 20 mmol) , cesium carbonate (11.72 g, 36 mmol) , trans-N, N’-dimethyl-1, 2-cyclohexanediamine (0.51 g, 3.6 mmol) and cuprous iodide (0.38 g, 2 mmol) . The reaction was heated to 100 ? under N2. After reaction for 4 hours, the reaction mixture was cooled to rt, diluted with water (60 mL) and extracted with ethyl acetate (200 mL ¡Á 2) . The aqueous layer was acidified to pH 1 to 2 with concentrated hydrochloric acid, and then extracted with ethyl acetate (200 mL ¡Á 2) . The combined organic layers were dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography (DCM/methanol (v/v) =50/1) to give the title compound as a yellow solid (2.76 g, 68 %) .MS (ESI, neg. ion) m/z: 202.1 [M-H] -;1H NMR (CD3OD, 600 MHz) d (ppm) : 7.88 (s, 2H) , 7.66 (d, 1H) , 7.59 (d, J= 8.2 Hz, 1H) , 7.50-7.48 (dd, J = 8.1 Hz, 1.1 Hz, 1H) , 2.45 (s, 3H) ; and13C NMR (CD3OD, 151 MHz) d (ppm) : 169.8, 140.7, 137.5, 136.7, 133.5, 131.5, 129.3, 126.0, 21.0.

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, 288-36-8, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; ZHANG, Ji; (90 pag.)WO2017/88759; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Analyzing the synthesis route of 1,2,4-Triazole-3-carboxylic acid

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.

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. 4928-87-4

General procedure: To a 0.2 M solution of amine (0.1-10 mmol, 1 equiv) and carboxylic acid (1 equiv) in DCM was added Cl-HOBt (1.05 equiv)and Et3N (1.3 equiv) followed by EDC-HCl (1.2 equiv). The mixture was stirred at rt for 12 h. The crude mixture was diluted with DCM and washed once with 1 M HCl, once with satd NaHCO3 and once with brine. The DCM solution was evaporated to afford the product with >90% purity. The product was recrystallized from Et2O/hexane or purified by silica gel chromatography if necessary. Yields were typically >75%.

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:
Article; Bremer, Paul T.; Hixon, Mark S.; Janda, Kim D.; Bioorganic and Medicinal Chemistry; vol. 22; 15; (2014); p. 3971 – 3981;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

The important role of 16681-65-5

Statistics shows that 16681-65-5 is playing an increasingly important role. we look forward to future research findings about 1-Methyl-1H-1,2,3-triazole.

16681-65-5, name is 1-Methyl-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. 16681-65-5

Example 65a: (4-chloro-3-(4-fluorobenzyl)-2-methoxyquinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol A. solution of -BuLi (2.5 M in hexanes, 1.5 mL, 3.75 mmol) was added dropwise by syringe to a solution of 1 -methyl- 1H- 1 ,2,3-triazole (324 mg, 3.90 mmol) in dry THF (20 mL) in a dry ice- methanol bath. The suspension was stirred for 30 minutes, slowly allowing the reaction mixture to warm to -20 C. (4-CWoro-3-(4-fluorobenzyl)-2-methoxyquinolin-6-yl)(l ,2-dimethyl-lH- imidaz.ol-5-yl)methanone (0.800 g, 1.89 mmol, Intermediate 46: step b) in dry THF (10 ml.) was added to the mixture via syringe and the resulting mixture was allowed to warm to ambient temperature overnight. The reaction was quenched with saturated aqueous ammonium chloride. Water was added and the aqueous mixture was extracted with dichloromethane. The combined organic layers were dried (Na2S04), filtered, and concentrated to dryness. The crude product was purified by flash column chromatography (silica gel, 0-5% MeOH-DCM) to provide the title compound, NMR (400 MHz, CDCk) 5 8.24 (d, ./ = 1.9 Hz, i l l). 8.05 (s, 1H), 7.71 (d, ./ = 8.7 Hz, 1H), 7.37 (dd, J = 8.7, 2.0 Hz, 1H), 7.26 – 7.21 (m, 2H), 7.02 (s, 1H), 6.97 – 6.90 (m, 21 1). 5.95 (s, 1H), 4.16 (s, 2H), 4.07 (s, 3H), 3.87 (s, 3H), 3.31 (s, 3H), 2.09 (s, 3H); MS m/e 506.9 i M I .Example 65s was purified by chiral SFC (ChiralPai AD-H, 75:25 C02:MeOH + 0.3% ?PrNH2) to provide two pure enantiomers. The first eluting enantiorner was Example 65b: NMR. (400 MHz, CDC13) 6 8.23 – 8.19 (d, J = 2.1 Hz, 1H), 7.73 – 7.68 (d, J = 8.7 Hz, 1H), 7.39 – 7.33 (dd, J = 8.8, 2.2 Hz, 1 H), 7.29 – 7.23 (m, 2H), 7.07 (s, 1H), 6.98 – 6.91 (m, 2H), 6.47 (br s, 1 H), 6.03 (s, H I). 4.21 (s, 2H), 4.07 (s, 3H), 3.89 (s, M l ). 3.34 (s, 3H), 2.20 (s, 3H); MS m/e 506.2 [M]+. The second eluting enantiorner was Example 65c: 1H NMR (400 MHz, CDCI3) delta 8.19 (d, J = 2.1 Hz, 1H), 7.72 (d, J = 8.7 Hz, 1 H), 7.36 (dd, J = 8.7, 2.2 Hz, 1H), 7.29 – 7.24 (m, 2H), 7.1 1 (s, 1H), 6.97 – 6.91 (m, 2H), 6.06 (s. I I I). 4.23 (s, 2H), 4.08 (s, 3H), 3.90 (s, 3H), 3.36 (s, 3H), 2.24 (s, 3H); MS m/e 506.2 [M]”

Statistics shows that 16681-65-5 is playing an increasingly important role. we look forward to future research findings about 1-Methyl-1H-1,2,3-triazole.

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; CUMMINGS, Maxwell D.; JONES, William Moore; GOLDBERG, Steven; WO2015/57205; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Analyzing the synthesis route of 3-Chloro-1,2,4-triazole

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

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. 6818-99-1 name is 3-Chloro-1,2,4-triazole, 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. 6818-99-1

A solution 2-(5-bromo-3-ethylsu lfanyl-2-pyridyl)-5-cyclopropyl-3-methyl-6-(trifluoromethyl)im idazo[4 , 5- c]pyridin-4-one A4 (Prepared as described before, 150 mg, 0.3169 mmol) in N,N-dimethylformamide (0.3169 mL)was added 3-chloro-1H-1,2,4-triazole (36.09 mg, 0.3486 mmol), (1R,2R)-N1,N2-dimethylcyclohexane-1,2-diamine (2.822 mg, 0.00341 mL, 0.03169 mmol), potassium carbonate (8.760 mg, 0.064 mmol) and copper(l) iodide (3.018 mg, 0.01585 mmol). The reaction mixture was stirred at reflux overnight. Same quantity of N,N-dimethylethylenediamine, copper(l) iodide and potassium carbonate were added at the mixture and the mixture was stirred at 120C overnight The reaction mixture was filtered through an Hyflo pad, which was rinsed with methanol, then the reactionmixture was concentrated under vacuum. The residue was subjected to column chromatography over silica gel, eluting with ethyl acetate I cyclohexane. The selected fractions were evaporated to yield the title compound (30% yield). LC-MS(Method A): RT 1.08, 476 (M+H).

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

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; JUNG, Pierre, Joseph, Marcel; EDMUNDS, Andrew; MUEHLEBACH, Michel; HALL, Roger, Graham; (106 pag.)WO2017/89190; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some tips on 6523-49-5

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 4-(1,2,4-Triazol-1-yl)aniline.

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

Example 96 (3-Methyl-1H-pyrazolo[4,3-c]pyridin-4-yl)-(4-1,2,4-triazol-1-yl-phenyl)-amine hydrochloride salt. Intermediate 3 (50 mg, 0.3 mmol), 4-1,2,4-triazol-1-yl-phenylamine (95 mg, 0.60 mmol) and concentrated hydrochloric acid (27 mul, 0.39 mmol), were dissolved in n-butanol (1.1 ml). The reaction mixture was irradiated at 19O0C for 45 minutes in a Biotage I-60 microwave reactor. The mixture was evaporated, dissolved in DMSO (1 ml), filtered, washed with water and dried to give the desired product as a pale green solid (46 mg, 47%). 1H NMR (400 MHz, 6O0C, DMSO-d6) delta ppm 2.75 (s, 3 H), 7.14 (d, J=7.3 Hz, 1 H), 7.56 (d, J=6.9 Hz, 1 H), 7.73 (d, J=9.2 Hz, 2 H), 8.02 (d, J=9.2 Hz, 2 H), 8.25 (s, 1 H), 9.32 (s, 1 H), 9.99 (s, 1 H). m/z (ES+APCI)+: 292 [M+H]+

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 4-(1,2,4-Triazol-1-yl)aniline.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; MCIVER, Edward, Giles; SMILJANIC, Ela; HARDING, Denise, Jamilla; HOUGH, Joanne; WO2010/106333; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Extracurricular laboratory: Synthetic route of 1,2,4-Triazole-3-carboxylic acid

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.

4928-87-4, 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. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, A new synthetic method of this compound is introduced below.

Take 0 ¡¤ 15g (0.31 mmol)The intermediate 27 was dissolved in 30 ml of CHCl, and 0 ¡¤ lg (0.52 mmol) of EDCI was added to obtain 0.2 g (0.27 mmol) of 1,2,4-triazol-3- Formic acid, stirred at room temperature12h, TLC detection. The reaction was completed and the crude product was dried and purified by silica gel column chromatography (eluent: methanol / dichloromethane / aqueous ammonia = 50:500: 1,7: ?: ?) to give a white solid. Example 21 Target product 0.1 g Yield 55.5%

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; Beijing Foreland Pharma Co., Ltd; Zhang, Xingmin; Wang, Ensi; Niu, Shengxiu; Guo, Jing; Dai, Zhuolin; Zheng, Nan; Ji, Qi; Li, Qinyan; Liang, Tie; (109 pag.)CN104411706; (2016); B;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some scientific research about 7411-23-6

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

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.

In a 250 mL round bottomed flask, 3,5-dibromo-1H-1,2,4-triazole (Int-1, 2.00 g, 8.82 mmol) was dissolved in DMF (60 mL) and potassium carbonate (2.72 g, 19.5 mmol) was added. The resulting suspension was stirred for 20 min at room temperature. Then, 2,2-difluoroethyl trifluoromethanesulfonate (2.08 g, 1.29 mL, 9.7 mmol) was added and the reaction mixture was stirred for 6 h at room temperature. After that, it was concentrated in vacuo, the residue was diluted with MTBE (100 mL) and ice water (100 mL), the aqueous phase was extracted with MTBE (3 x 100 mL). The combined organic layers were washed with water (2 x 100 mL) and brine (1 x 100 mL), dried (sodium sulfate) and concentrated in vacuo. The resulting crude product, a white solid, was used in the next step without further purification (2.402 g, 94 %). HPLC (method LCMS_fastgradient) tR = 0.88 min. 1H NMR (CDCl3, 300 MHz): delta 4.52 (dt, J = 4.2, 12.6 Hz, 2 H), 6.16 (tt, J= 4.2, 54.8 Hz, 1 H). MS (ES+) m/z 289.9, 291.9, 293.9 [M+H, 2 Br isotopes] .

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:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; BERCHTOLD, Stefan; GALLEY, Guido; GOERGLER, Annick; JAKOB-ROETNE, Roland; KRUMMENACHER, Daniela; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; REUTLINGER, Michael; RODRIGUEZ SARMIENTO, Rosa Maria; SCHNIDER, Christian; (309 pag.)WO2018/87018; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research on new synthetic routes about 956317-36-5

The chemical industry reduces the impact on the environment during synthesis 956317-36-5. I believe this compound will play a more active role in future production and life.

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. 956317-36-5

21.3g (105mmol) of 5-methyl -2- (2H-1,2,3- triazole -2-) benzoic acid was suspended in isopropyl acetate (230mL) was added 2.2mL of DMF, in a nitrogen atmosphere, was slowly added 15.3g oxalyl chloride, control the deflation rate, maintaining the reaction temperature at 20-25 , after the reaction became a clear solution, distilled under reduced pressure at not more than 30 , only to the remaining 100 ml of volume, then add 230 ml of isopropyl acetate, and then the solvent was evaporated to only 100 ml of this solution was added 450 ml of isopropyl acetate to give 5-methyl -2- (2H- 1,2,3-triazole -2-) benzoyl chloride solution.

The chemical industry reduces the impact on the environment during synthesis 956317-36-5. I believe this compound will play a more active role in future production and life.

Reference:
Patent; China Resources Double-Crane Pharmaceutical Co., Ltd.; Liu, kaixiang; Zhou, Yisui; Li, Kai; (20 pag.)CN105330657; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics