Month: May 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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C3H3N3O2

[0683] Compound 3b (7.0 mg, 16 f.tmol) was combinedwithDMF (0.5 mL), lH-1,2,3-triazole-5-carboxylic acid (2.0mg, 18 f.tmol), HATU (6.8 mg, 18 flillOl) and DIPEA (8.5 f.LL,49 f.tmol). The mixture was stirred for 30 minutes after whichtime LCMS showed the desired product formation. The solutionwas concentrated in vacuo to yield Compound 4b whichwas used directly in the next step.

The synthetic route of 16681-70-2 has been constantly updated, and we look forward to future research findings.

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

Related Products of 81606-79-3, These common heterocyclic compound, 81606-79-3, name is 2-(1,2,4-Triazol-1-yl)acetonitrile, 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 25 ml microwave vial, N-((2S,3R)-l -(((S)-l -((2-fluoro-4-methylbenzyl)amino)-3- (3-formylphenoxy)-l-oxopropan-2-yl)amino)-3-hydroxy- l-oxobutan-2-yl)-5-methylisoxazole-3- carboxamide (190 mg, 0.46 mmol) and 2-(l H-l ,2,4-triazol- l -yl)acetonitrile (247 mg, 2.28 mmol) were suspended in toluene (2 ml). TEA (0.15 ml, 1.05 mmol) was added and stirred at 125 C for 1 .5 h in microwave. The reaction mixture was diluted with cold water and extracted with ethyl acetate. The combined organic layer was dried over sodium sulfate, filtered and concentrated to get the crude product which was purified by prep HPLC purification using 0.1 % Formic Acid in water as modifier in acetonitrile to yield 16 mg of N-((2S,3R)-l -(((S)-3-(3-(2- cyano-2-(l H- l ,2,4-triazol-l -yl)vinyl)phenoxy)-l -((2-fluoro-4-methyl benzyl)amino)-l – oxopropan-2-yl)am i no)-3 -hydroxy- 1 -oxobutan-2-yl)-5 -methyl i soxazole-3 -carboxam ide. LC-M S (ES, m/z): 631 [M+H].

The synthetic route of 81606-79-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRAMELD Kenneth; OWENS Timothy; WO2015/195950; A1; (2015);,
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. 138624-97-2, name is 1-Benzyl-1H-1,2,4-triazole-3-carboxylic acid, A new synthetic method of this compound is introduced below., HPLC of Formula: C10H9N3O2

A mixture of 1-benzyl-1H-1,2,4-triazole-3-carboxylic acid (32 mg, 0.16 mmol), 1-(3- dimethylaminopropyl)-3-ethylcarbodiimidehydrochloride (28 mg, 0.14 mmol), 3-amino-i – methyl-4,5-dihydro-3h-pyrido [1,2-a] [1,3] diazepine-2,7-dione (25 mg, 0.12 mmol) and 1- hydroxybenzotriazole (20 mg, 0.14 mmol) in N,N-dimethylformamide (3 mL) was stuffed at 25 C for 12 h. The mixture was concentrated to dryness under reduce pressure. The resultingresidue was purified by reverse phase chromatography (acetonitrile 10-40% / 0.05% ammonia hydroxide in water) to afford 1 -benzyl-N-( 1 -methyl-2,7-dioxo- 1,2,3,4,5,7- hexahydropyrido [1,2-a] [1,3] diazepin-3-yl)- 1 H-i ,2,4-triazole-3-carboxamide (30 mg, 63%) as a white solid. The racemic material was further purified by SFC to give arbitrarily assigned:1 -benzyl-N-[(3S)- 1 -methyl-2,7-dioxo-4,5-dihydro-3H-pyrido[ 1,2-a] [1 ,3]diazepin-3-yl]-1,2,4-triazole-3-carboxamide (Peak 1, retention time = 5.180 mm) (12 mg, 40%) as white solids. ?H NMR (400 MHz, CD3OD) 5 8.57 (s, 1H), 7.64 – 7.56 (m, 1H), 7.47 – 7.25 (m, 5H), 6.53 (d, J = 9.2 Hz, 1H), 6.46 (d, J = 7.2 Hz, 1H), 5.47 (s, 2H), 5.07 – 5.03 (m, 1H),4.61 – 4.55 (m, 1H), 3.71 – 3.63 (m, 1H), 3.39 (s, 3H), 2.68 – 2.60 (m, 1H), 2.19 – 2.12 (m, 1H). LC-MS RT = 1.177 mm, mlz = 393.2 [M+H]. LCMS (10 to 80% acetonitrile in water +0.03% ammonium bicarbonate over 3.0 mins) retention time 1.177 mm, ESI+ found [M+H] =393.2.1 -benzyl-N- [(3R)- 1 -methyl-2,7-dioxo-4,5-dihydro-3H-pyrido [1,2-a] [1,3] diazepin-3-yl]-1,2,4-triazole-3-carboxamide. (Peak 2, retention time = 6.616 mm) (8 mg, 26%) as white solids. ?H NMR (400 MHz, CD3OD) (5 8.56 (s, 1H), 7.63 – 7.57 (m, 1H), 7.43 – 7.25 (m, 5H), 6.52 (d, J = 9.2 Hz, 1H), 6.45 (d, J = 7.2 Hz, 1H), 5.47 (s, 2H), 5.06 – 5.01 (m, 1H),4.59 – 4.56 (m, 1H), 3.69 – 3.62 (m, 1H), 3.39 (s, 3H), 2.68 – 2.60 (m, 1H), 2.19 – 2.12 (m, 1H). LC-MS RT = 1.179 mi mlz = 393.1 [M+Hf?. LCMS (10 to 80% acetonitrile in water +0.03% ammonium bicarbonate over 3.0 mins) retention time 1.179 mi ESI+ found [M+H] =393.1.SFC condition: column: chiralcel OD-3 100 x 4.6mm I.D., 3um mobile phase:A:C02 B: ethanol (0.05% DEA) gradient: hold 5% for 1.0 mm, then from 5% to 40% of B in 4.5 mm and hold 40% for 2.5 mm, then 5% of B for 1.0 mm. Flow rate: 2.8 mL/min. Columntemperature: 40 C.

The synthetic route of 138624-97-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; PATEL, Snahel; (105 pag.)WO2018/73193; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 217448-86-7, 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. 217448-86-7, name is Methyl 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A 250 mL two-necked round bottomflask was charged with sodium azide (6.10 g, 93.8 mmol), compound2 (1.90 g, 6.84 mmol), and water (20 mL). After the solidwas completely dissolved, compound 1a (5.0 g, 31.37 mmol) andCH3CN (80 mL) were added. The mixture was stirred at room temperaturefor 3 h, and then the CH3CN layer was separated. To theCH3CN solution were added Cu2O-NP (0.42 g) and compound 4(2.80 mL, 31.3 mmol), and the reaction mixture was stirred for8 h at room temperature under protection of inert gas. The mixturewas filtered and the filtrate was concentrated, and was chargedwith methanol (40 mL) and 35% ammonia in water (100 mL). The mixture was heated to 65 C and refluxed for 4 h, cooled to roomtemperature, and filtered. The resulting solid was washed withwater and methanol to obtain rufinamide (5.25 g, 71.6%) as colorlesscrystalline product. Mp: 242-244 C. 1H NMR (400 MHz,DMSO-d6) d 8.549 (s, 1H), 7.842 (br s, 1H), 7.566-7.470 (m, 2H),7.215-7.174 (m, 2H), 5.723 (s, 2H). 13C NMR (100 MHz, DMSOd6)d 162.5, 161.7, 160.0, 143.3, 132.3, 127.4, 112.4, 111.5, 41.66.MS (ESI+): 239.06.

The chemical industry reduces the impact on the environment during synthesis Methyl 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Wang, Jing-Han; Pan, Cheng-Wen; Li, Yong-Tao; Meng, Fan-Fei; Zhou, Hong-Gang; Yang, Cheng; Zhang, Quan; Bai, Cui-Gai; Chen, Yue; Tetrahedron Letters; vol. 54; 26; (2013); p. 3406 – 3409;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 6523-49-5, These common heterocyclic compound, 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, 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.

A mixture of formamidine from Step 1 (150 mg) and 4-triazolyl-aniline (88 mg, leq) in AcOH (2ml) was heated to 80 for 16 h. Cooled, concentrated and cautiously treated with sodium bicarbonate (aq). The resulting solid was isolated by filtration, washed with water then DCM:EtOH:NH3 (20:8:1) added and refiltered. The filtrate was concentrated until a precipitate formed which was filtered, washed with ether and dried to give the title compound (82 mg, 34 %). 1U NMR delta 10.0 (IH, s), 9.18 (IH, s), 8.75 (IH, s), 8.54 (IH, s), 8.12 (2H, m),7.97 (IH, m), 7.92 (2H, m), 7.78 (3H, m), 7.66 (IH, m), 7.53 (IH, m); LC-MS rt 2.52 m/z 401 ES+.

Statistics shows that 4-(1,2,4-Triazol-1-yl)aniline is playing an increasingly important role. we look forward to future research findings about 6523-49-5.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); 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. 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 13: bis(1-methyl-1H-1,2,3-triazol-5-yl)methanoneA solution of 1 -methyl- lH-1, 2, 3-triazole (0.954 g, 11.4 mmol, prepared according to PCX Int. AppL, 2008098104) in THF (22 mL) was stirred at-70 C under argon while -BuLi (2.56 M in hexanes, 4.29 mL, 11.0 mmol) was added dropwise over 5 minutes. After stirring for another 5 minutes, a solution of ethyl mefhoxy(methyl)carbamate (0.665 g, 4.99 mmol) in THF (3 mL) wras added dropwise over 5 minutes. After stirring at ~-70 C for an additional 5 minutes, the cold bath was removed and the light slurry was allowed to warm to room temperature with stirring for 1 hour 20 minutes. The reaction was then quenched at room temperature with 5 M aqueous H4CI (3 mL) and the aqueous layer was extracted with THF (1 x 6 mL). The combined organic layers were dried (Na2S04), filtered, and concentrated. A portion of the residue was crystallized from -’30 mL toluene to provide, after washing the filter cake with ether (1 > 3 mL) and heptane (1 x 3 mL), to yield the title compound as blunt needles.

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

Application of 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.

Triethylamine (2.0 mL, 14.5 mmol) was slowly added to a solution of 3,5-dibromo-1H-1,2,4-triazole (1.1 g, 4.83 mmol), 2-[tert- butoxycarbonyl(methyl)amino]ethyl methanesulfonate (1467 mg, 5.8 mmol) in DMF (22 mL). The reaction mixture was them stirred at 65 oC for 18 h. The reaction mixture was quenched with NH4Cl (sat. aq.) and extracted with DCM. The combined organic fractions were dried with a phase separator and reduced in vacuo. The residue was dissolved in DCM and reduced onto silica. Purification by silica column chromatography eluting with 0-5% MeOH inDCM afforded 2-(3,5-dibromo-1,2,4-triazol-1-yl)-N-methyl-ethanamine (644 mg, 2.27 mmol, 47% yield) as an orange liquid. UPLC-MS (ES+, Method A): 1.70 min, m/z 283.9 [M+H]+.

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

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

Electric Literature of 22300-52-3, These common heterocyclic compound, 22300-52-3, name is 4,5-Dibromo-2H-1,2,3-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.

General procedure: To a 20 ml or 40 ml viale quipped with a stir bar was added photocatalyst, nitrogen nucleophile, iodomesitylene dicarboxylate, copper salt, and ligand. Dioxane was added followed by addition of the base. The solution was sonicated for 1?3 min until it became homogeneous. Next, the solution was degassed by sparging with nitrogen for 5?10 min before sealing with Parafilm. The reaction was stirred and irradiated using two 34-W blue LED lamps (3 cm away, with cooling fan to keep the reaction at room temperature) for 1 h. The reaction mixture was removed from the light, cooled to ambient temperature, diluted with water (15 ml) and ethyl acetate (25 ml), and the aqueous layer was extracted with ethyl acetate (3 × 25 ml). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography on silica gel to afford the desired decarboxylative C?N coupling product. For aniline substrates, a solution of these nitrogen nucleophiles in dioxane was used; additionally, if the iodomesitylene dicarboxylate is a liquid, its solution in dioxane was used.

The synthetic route of 22300-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liang, Yufan; Zhang, Xiaheng; MacMillan, David W. C.; Nature; vol. 559; 7712; (2018); p. 83 – 88;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 4928-87-4, The chemical industry reduces the impact on the environment during synthesis 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, I believe this compound will play a more active role in future production and life.

A solution of intermediate 42 (0.288, 0.58 mmol) was dissolved in 50 mmol of HOBT(: 1 (0.178, 0.89 mmol)EDCl(0.118, 0.83 mmol)After stirring, lH-1,2,4-triazole-3-carboxylic acid (0.078, 0.62 mmol) was added at room temperatureStirring 12h, TLC detection, the end of the reaction, the liquid spin the crude product, the crude product by silica gel G column chromatography [eluent (methanol: dichloromethaneHexane: aqueous ammonia = 50: 500: 1 (nu: nu: nu)] to give 0.23 g of the title compound of Example 30-a, yield 36%

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, 1,2,4-Triazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

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

Application of 40253-47-2,Some common heterocyclic compound, 40253-47-2, name is Ethyl 5-methyl-1H-1,2,4-triazole-3-carboxylate, molecular formula is C6H9N3O2, 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 solution of ethyl 5-methyl-lH-l,2,4-triazole-3-carboxylate (1.0 g, 6.44 mmol) and l-bromo-3-(bromomethyl)benzene (1.77 g, 7.08 mmol) in THF (32 mL), K2CO3 (1.78 g, 12.88 mmol) was added. The mixture was stirred at 50°C for 18 h then filtered. The filtrate was concentrated under reduced pressure and the crude product was purified on a Biotage pre-packed silica gel column with a gradient of 12percent to 100percent EtOAc:Hexanes to afford ethyl l-(3-bromobenzyl)-5-methyl-lH- l,2,4-triazole-3-carboxylate (1.25 g, 60percent) as a viscous oil. MS(ES+) Ci3H14BrN302 requires: 323, 325 found: 324, 326 [M+H]+(l :l).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 5-methyl-1H-1,2,4-triazole-3-carboxylate, its application will become more common.

Reference:
Patent; JONES, Philip; DIFRANCESCO, Maria, Emilia; PETROCCHI, Alessia; CARROLL, Christopher, L.; MARSZALEK, Joe; CZAKO, Barbara; JOHNSON, Ryan; THEROFF, Jay; WO2014/31936; (2014); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics