Day: March 11, 2021

Adding a certain compound to certain chemical reactions, such as: 288-36-8, name is 1H-1,2,3-Triazole, 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 288-36-8, HPLC of Formula: C2H3N3

To a mixture of the product from step 2 (7.9 g, 38 mmol), Cs2C03 (24.8 g,76 mmol) and Cul (2.88 g, 7.6 mmol) in DMF (200 mL) were added 2H-[l,2,3]triazole (5.24 g,76 mmol) and N,N’-dimethyl-cyclohexane- 1,2-diamine (0.9 g, 6.5 mmol) and the mixture was stirred at 110 C overnight. The cooled mixture was adjusted to pH ~12 with 1M sodium hydroxide and extracted withEtOAc (50 mL x 3). The aqueous layer was adjusted to pH ~4 with 1M HC1 and extracted with EtOAc (50 mLx4). The extracts were dried over Na2S04, filtered, the filtrate concentrated in vacuo and the residue purified by chromatography on silica (Petroleum ether:EtOAc =10:1) to provide the title compound. LRMS m/z (M+H) 196.0 found, 196.0 required.

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; KUDUK, Scott D.; BESHORE, Douglas; LUO, Yunfu; MENG, Na; YU, Tingting; (114 pag.)WO2016/65585; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 1001401-62-2, 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. 1001401-62-2 name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, 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.

10818] To 2-(2H-1,2,3-triazol-2-yl)benzoic acid (125 g, 0.6 mmol) and DMF (4 mE) was added (i-Pr)2NEt (0.23 mE, 1.3 mmol) and HBTU (155 g, 0.6 mmol). Afier 10 mm, the title compound from step B (146 g, 0.4 mmol) was added. After stirring overnight at it, saturated NaHCO3 (aq.) was added and the mixture extracted with EtOAc (3x). The combined organics were dried (Mg504) and concentrated. Purification via preparative HPEC gave the title compound (89 mg, 47%) as a beige solid. MS (ESI) mass calcd. for C2QH18F3N70, 429.2; mlz found 430 [M+H]. 1H NMR (DMSO-D5): 8.47 (s, 0.3H), 8.24 (s, 0.7H), 8.14-8.05 (m, 2.2H), 8.02 (s, 0.7H), 7.85 (d, J=7.2 Hz, 1.3H), 7.72-7.55 (m, 1.7H), 7.49-7.34 (m, 1.4H), 7.13 (t, J=7.4 Hz, 0.7H), 4.58 (t, J4.3 Hz, 0.7H), 4.44 (d, J=4.7 Hz, 0.3H), 4.04-3.93 (m, 0.3H), 3.82 (t, J=4.1 Hz, 0.3H), 3.79-3.70 (m, 0.7H), 3.54 (d, J4.8 Hz, 0.7H), 2.07-1.90 (m, 1H), 1.85-1.07 (m, 5H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; Janssen Pharmaceutica NV; COATE, Heather R.; DVORAK, Curt A.; FITZGERALD, Anne E.; LEBOLD, Terry P.; PREVILLE, Cathy; SHIREMAN, Brock T.; (473 pag.)US2016/46640; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 16681-70-2, These common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic 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.

To a stirred solution of ( R,4R^-4-Amino-5-biphenyl-4-yl-2-hydroxypentanoic acid ethyl ester (200 mg, 638 muiotaetaomicron), HATU (291 mg, 766 muiotaetaomicron), 3H-[l,2,3]triazole-4- carboxylic acid (87 mg, 766 muiotaetaomicron), and DMF (3 mL), was added DIPEA (357 mu, 2.0 mmol), and the mixture was stirred at room temperature for 30 minutes. A saturated aqueous NH4C1 was added and the mixture was extracted with EtOAc. The organics were combined, dried over a2S04, and the solvent was evaporated. The crude residue was purified by normal phase chromatography (0-100% EtOAc/hexanes) to yield Compound 1 (76 mg).

Statistics shows that 1H-[1,2,3]Triazole-4-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 16681-70-2.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; FLEURY, Melissa; BEAUSOLIEL, Anne-Marie; HUGHES, Adam D.; LONG, Daniel D.; WILTON, Donna A.A.; WO2015/116786; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 288-36-8, name is 1H-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. name: 1H-1,2,3-Triazole

A solution of 2-bromo-3-thiophene carboxylic acid (1.50 g, 7.24 mmol), 1H-1,2,3-triazole (0.600 g, 8.69 mmol), potassium carbonate (2.00 g, 14.5 mmol), and copper iodide (0.138 g, 0.724 mmol) in DMF (36.2 mL) was sparged with nitrogen and heated to 75C for 96 h. The cooled reaction mixture was diluted with water, washed with ether, and acidified with cone. HCl. The acidic aqueous solution was extracted 3x with EtOAc and the combined organic fractions washed with brine, dried over MgS04, filtered, and concentrated in vacuo. The crude material was purified by silica gel chromatography [0-70% (1% acetic acid in EtOAc) in hexanes], to provide the title compound as an off-white solid. LRMS m z (M+H) 196.2 found, 196.1 required.

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; BESHORE, Douglas C.; KUDUK, Scott D.; LUO, Yunfu; MENG, Na; YU, Tingting; WO2015/18027; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 4320-91-6,Some common heterocyclic compound, 4320-91-6, name is 2H-1,2,3-Triazole-2-acetic acid, molecular formula is C4H5N3O2, 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.

Oxalyl chloride (0. 95 mL, 11 mmol) was added dropwise to a suspension OF 2- (1-1, 2, 3-triazolyl)) acetic acid (Step B, 1.27 g, 10 mmol) in 10 ML CH2C12 containing 0.05 ML DMF. Vigorous effervescence was observed. This mixture was stirred at room temperature for 4 h and cooled TO-78C. A solution OF N. O- dimethylhydroxylamine hydrochloride (1.2 g, 13 mmol) and diisopropylethyl amine (6.0 mL, 35 mmol) in 10 ML CH2CL2 was added slowly over 3 min. The mixture was then allowed to warm to room temperature and stirred overnight. The reaction mixture was then diluted with ether until no additional precipitate appeared. The solid was filtered and washed with ether. The filtrate was concentrated and the residue was purified on silica gel using EtOAc as solvent to provide the title compound as amorphous solid. 1H NMR (400 MHz, CDC13) : S 3.252 (s, 3H0, 3.812 (s, 3H), 5.379 (s, 2H), 7.753 & 7.761 (s’s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2H-1,2,3-Triazole-2-acetic acid, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2005/27837; (2005); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 6818-99-1, name is 3-Chloro-1,2,4-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C2H2ClN3

2- [6-Chloro-3- (ethanesulfonyl) pyridin-2-yl] -3-methyl-6- (pentafluoroethyl)-3H-imidazo [4,5-b] 300mg, sodium hydride (60 %, in a mixture of oil) 45mg and DMF 1.3mL, was added under ice-cooling 3-chloro-1H-1,2,4-triazole 116mg. The reaction mixture was stirred under ice cooling for 20 hours, water was added to the reaction mixture, followed by extraction with ethyl acetate. The resulting organic layer was dried over anhydrous sodium sulfate, and then dried under reduced pressure. The resulting residue was subjected to silica gel chromatography, the compounds of the present invention beta33 referred to below was obtained 240mg.

The synthetic route of 6818-99-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; NAKAJIMA, YUJI; OKAWARA, YUICHI; (263 pag.)JP2016/102104; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, 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. Application In Synthesis of 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

Step 2: (2-(2H-l ,2,3-triazol-2-yl)phenyl)((2i?,56 -5-hvdroxy-2-methylpiperidin-l-yl)methanone (3) A solution of (3S, 6i?)-6-methylpiperidin-3-ol (3.46 g, 30.0 mmol), 2-(2H- 1,2,3- triazol-2-yl)benzoic acid (6.82 g, 36.0 mmol), EDC (11.52 g, 60.1 mmol), l-hydroxy-7- azabenzotriazole (8.18 g, 60.1 mmol), and triethylamine (12.6 mL, 90 mmol) in DMF (200 mL) was stirred at 50 C overnight, then diluted with saturated aqueous sodium bicarbonate and extracted 3x with ethyl acetate. The organics were washed with brine, dried over magnesium sulfate, filtered, and concentrated. The crude material was purified by silica gel gradient chromatography (0-100% ethyl acetate in hexanes), providing the titled compound as a yellow-white solid. LRMS m/z (Mu+Eta) 287.3 found, 287.1 required.

The synthetic route of 1001401-62-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; SKUDLAREK, Jason, W.; WO2015/88865; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route 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.

General procedure: 2-Naphthalenesulfonyl chloride (60 mmol, 13.5 g) was slowlyadded to a solution containing 5-amino-1,2,4-triazole (60 mmol,5.04 g) (for anstrz synthesis) or 3,5-diamino-1,2,4-triazole (60 mmol,5.95 g) (for danstrz synthesis) and pyridine (60 mmol, rho = 0.978 g/mL,4.85 mL) in 100 mL of acetonitrile (dry) under a N2 atmosphere at55 ¡ãC. Then, the temperature reaction was raised to 85 ¡ãC and themixture stirred for 16 h. Afterwards, the mixture was brought toroom temperature and later on placed in an ice bath for 1 h. Thesolid was filtered, washed with water and dichloromethane, anddried to constant weight.

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; Herna?ndez-Gil, Javier; Ferrer, Sacramento; Cabedo, Nuria; Lo?pez-Gresa, Mari?a Pilar; Castin?eiras, Alfonso; Lloret, Francesc; Journal of Inorganic Biochemistry; vol. 125; (2013); p. 50 – 63;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products 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.

To a colorless solution of 3,5-dibromo-1H-1,2,4-triazole (lnt-1, 500 mg, 2.2 mmol) and 3-iodotetrahydrofuran (524 mg, 2.64 mmol) in DMF (3 ml) was added K2C03 (305 mg, 2.2 mmol). The vial was closed under Argon and stirred over night at 120C. The reaction mixture was diluted with 50 mL H20 and extracted with EtOAc (2 x 50 mL). The organic layers were washed with sat NaCl (3 x 50 mL), dried over MgS04 and concentrated in vacuo. The title compound was isolated as a white solid (619 mg, 2.08 mmol, 94.6 % yield). MS (ES+) m/z 297.9 [(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; 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

Electric Literature of 4922-98-9, A common heterocyclic compound, 4922-98-9, name is 5-Phenyl-1H-1,2,4-triazol-3-amine, molecular formula is C8H8N4, 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.

Part C; A reaction mixture of compound 15-2 (79 mg, 0.3 mmol) and 3-phenyl-1 H- 1 ,2,4-triazol-5-amine (48 mg, 0.3 mmol) in AcOH (1 mL) was stirred at 160 0C for 20 minutes in microwave. Purification using reverse phase HPLC gave compound 15-3 after lyophilization.

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; SCHERING CORPORATION; SHIPPS, JR., Gerald, W.; CHENG, Cliff, C.; HUANG, Xiaohua; ACHAB, Abdelghani, Abe; ORTH, Peter; VOIGT, Johannes, H.; SOUCY, Kyle, Ann; WO2010/56631; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics