16681-72-4 - | Triazoles

9/2/21 News Interesting scientific research on 16681-72-4

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Electric Literature of 16681-72-4, New Advances in Chemical Research in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 16681-72-4, name is 5-Bromo-1-methyl-1H-1,2,4-triazole, molecular formula is C3H4BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Example 245. 4-(2-(l-(3-Chloro-2-fluorophenyl)-lH-l,2,3-triazole-4-carbonyl)- 5-(l -methyl- 1H- 1 ,2,4-triazol-5-yl)- 1 ,2,3 ,4-tetrahydroisoquinoline- 1 -carboxamido) benzoic acid, TFA salt: Intermediate 44 (0.050 g, 0.071 mmol), 5-bromo-l -methyl- 1H- 1,2,4-triazole (0.017 g, 0.107 mmol), and Na2C03 (2.0M aq. solution) (0.178 mL, 0.356 mmol) were added to dioxane (1.0 mL) and degassed for 15 min. Tetrakis (triphenylphosphine)palladium(O) (8.23 mg, 7.12 muiotaetaomicron) was added and the mixture was irradiated at 120 C for 15 min. The reaction mixture was poured into EtOAc, washed with saturated aHC03 solution, brine, dried over sodium sulfate, filtered, and concentrated. The /-butyl ester group was removed was treatment with 50% TFA/DCM, concentrated, purified by reverse phase prep. HPLC, and freeze-dried to give the title compound as a white solid (14.3 mg, 27%). NMR (400MHz, DMSO-d6) delta 11.02 (s, 1H), 9.21 – 9.15 (m, 1H), 8.14 – 8.05 (m, 1H), 7.93 – 7.84 (m, 5H), 7.75 (d, J = 8.8 Hz, 2H), 7.54 – 7.45 (m, 3H), 6.05 (s, 1H), 4.51 – 4.40 (m, 1H), 4.19 (ddd, J = 12.7, 8.3, 4.2 Hz, 1H), 3.76 (s, 3H), 3.11 – 3.02 (m, 1H), 2.91 – 2.81 (m, 1H) ppm. MS (ESI) m/z: 601(M+H)+. Analytical HPLC: RT = 6.14 min (Method B).

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; PINTO, Donald J.P.; CLARK, Charles G.; SMITH, II, Leon M.; ORWAT, Michael J.; JEON, Yoon; CORTE, James R.; WO2014/160668; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 5-Bromo-1-methyl-1H-1,2,4-triazole

Synthetic Route of 16681-72-4, New Advances in Chemical Research in 2021. As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. 16681-72-4, name is 5-Bromo-1-methyl-1H-1,2,4-triazole, molecular formula is C3H4BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Example 249.; Preparation of 3-[3-chloro-4-(2-methyl-2H-[1,2,4]triazol-3-yl)-thiophen-2-yl]-8-(1-ethyl- propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazine.; To a flask of 3-(4-bromo-3-chloro~thiophen-2-yl)-8-(1-ethyl-propyl)-2,6- dimethyl-imidazo[1,2-b]pyridazine (0.20 g, 0.49 mmol) is added 0.5 g/ mL Reike Zn (1.3 mL, 0.97 mmol). The slurry is heated at 65 C for 1 hour, placed in a centrifuge for 5 minutes, and the solution transferred to a flask containing 5-bromo-1-methyl-1H- [1,2,4]triazole (0.12 g, 0.73 mmol) and PdCl2(dppf) (0.018 g, 0.024 mmol). The EPO solution is heated at 65 C overnight, diluted with EtOAc (20 mL), washed with sat. NH4Cl (15 mL), dried over MgSO4, filtered and concentrated. The residue is purified by ISCO flash chromatography (20%-50% EtOAc gradient) furnish the title compound (0.018 g, 0.043 mmol, 9%). 1H NMR (CDCl3) delta 0.87 (t, J = 7.5 Hz, 6H), 1.74-1.92 (m, 4H), 2.51 (s, 3H), 2.52 (s, 3H), 3.26-3.37 (m, 1H), 3.95 (s, 3H), 6.72 (s, 1H), 7.82 (s, 1H), 8.01 (s, 1H). LC/MS (m/z): calcd. for C20H23ClN6S (M+H)+: 415.2; found: 415.3.

Reference:
Patent; ELI LILLY AND COMPANY; WO2006/102194; (2006); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

The Shocking Revelation of 5-Bromo-1-methyl-1H-1,2,4-triazole

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 5-Bromo-1-methyl-1H-1,2,4-triazole ,and how the biochemistry of the body works.

New discoveries in chemical research and development in 2021. As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world.16681-72-4, name is 5-Bromo-1-methyl-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. name: 5-Bromo-1-methyl-1H-1,2,4-triazole

To a stirred solution of tert-butyl 4-[(2-{[6-(4,4,5,5-tetramethyl- 1 ,3,2-dioxaborolan-2-yl)-1 Hbenzimidazol-2-yl]am ino}pyridin-4-yl)methyl]piperazine-1 -carboxylate (800 mg, 1.50 mmol) in 1-propanol (17 mL) was added a potassium carbonate solution (2.2 mL, 2.0 M, 4.5 mmol), 5-bromo-1-methyl-1H-1,2,4-triazole (375 mg, 97 % purity, 2.25 mmol), triphenylphosphine (39.3 mg, 150 pmol) and PdCI2(PPh3)2 (105 mg, 150 pmol). The mixture was heated to 110C in a sealed tube for 14 h. Water was added and the mixture was extracted with dichloromethane. The organic phase was dried (sodium sulfate), filtered and the solvent was removed in vacuum. Aminophase-silicagel chromatography followed by silicagel chromatography gave196.0 mg (26 % yield) of the title compound.LC-MS (Method 2): R = 1.12 mm; MS (ESIpos): m/z = 490 [M+H]1HNMR (400 MHz, DMSO-d6) [ppm]: 1.066 (15.61), 1.396 (16.00), 1.988 (0.58), 2.361(1.27), 3.506 (1.73), 3.939 (2.53), 3.995 (1.60), 5.759 (2.17), 7.954 (1.49), 8.269 (0.80).

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; HEINRICH, Tobias; PRINZ, Florian; LEFRANC, Julien; SCHROeDER, Jens; MENGEL, Anne; BONE, Wilhelm; BALINT, Joszef; WENGNER, Antje; EIS, Knut; IRLBACHER, Horst; KOPPITZ, Marcus; BOeMER, Ulf; BADER, Benjamin; BRIEM, Hans; LIENAU, Philip; CHRIST, Clara; STOeCKIGT, Detlef; HILLIG, Roman; (1256 pag.)WO2017/102091; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Simple exploration of 16681-72-4

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 16681-72-4.

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. 16681-72-4, name is 5-Bromo-1-methyl-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., Safety of 5-Bromo-1-methyl-1H-1,2,4-triazole

[280] 1H-pyrazol-3-amine (305 mg, 3.671 mmol, 1.0 eq), 5-bromo-1-methyl-1,2,4-triazole (600 mg, 3.704 mmol, 1.01 eq), copper(I) bromide (106 mg, 0.739 mmol, 0.2 eq), cesium carbonate (1.26 g, 3.852 mmol, 1.05 eq), and N,N-dimethylformamide (2.2 mL) were combined. The reaction vessel was sealed and stirred overnight at 120 C. The mixture was diluted with dichloromethane and methanol, and the mixture was filtered though a layer of Celite. The filtrate was concentrated. The crude residue was purified by silica gel chromatography (linear gradient of 0-15% [2229] methanol/dichloromethane) to provide 1-(2-methyl-1,2,4-triazol-3-yl)pyrazol-3-amine (118 mg, 19% yield). 1H NMR (400 MHz, CDCl3) delta 7.99 (d, J = 2.7 Hz, 1H), 7.68 (s, 1H), 5.89 (d, J = 2.7 Hz, 1H), 4.18 (s, 3H), 3.91 (s, 2H) ppm. ESI-MS m/z calc. 164.08, found 165.23 (M+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 16681-72-4.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; CHARIFSON, Paul, S.; COME, Joh, H.; COURT, John, J.; GALE-DAY, Zachary; GU, Wenxin; JACKSON, Katrina, L.; MAGAVI, Sanjay, Shivayogi; NANTHAKUMAR, Suganthini, S.; RONKIN, Steven, Michael; SWETT, Rebecca, Jane; TANG, Qing; (383 pag.)WO2018/107056; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some tips on 5-Bromo-1-methyl-1H-1,2,4-triazole

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

Electric Literature of 16681-72-4, 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. 16681-72-4, name is 5-Bromo-1-methyl-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows.

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

Reference:
Patent; ELI LILLY AND COMPANY; WO2006/102194; (2006); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Continuously updated synthesis method about 16681-72-4

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

Synthetic Route of 16681-72-4, 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. 16681-72-4, name is 5-Bromo-1-methyl-1H-1,2,4-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.