Tag: M.W:100-200

Reference of 13423-60-4,Some common heterocyclic compound, 13423-60-4, name is 1-Phenyl-1H-1,2,4-triazole, molecular formula is C8H7N3, 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: Solutions of 3.0 mmol of 3-methylindole (for the synthesis of 10a-d) and 4.0 mmol of 3-methylpyrrolo[2,3-b]pyridine (for thesynthesis of 19a-d), respectively, in 10 mL of dioxane or acetonewere treated under an inert atmosphere with 5.3 mmol (10a-d) or4.0 mmol (19a-d) of the imidazoles 9aed, or 5.3 mmol of 1-phenyl-1,2,4-triazole (23). Then the solutions were cooled to12-15 C and 4.4 mmol of N-bromosuccinimide (NBS) was added portionwise within 5 min. After stirring over a period of 30 min theimidazolium salts were filtered off (10aed) or precipitated by additionof a mixture of ethanol and diethyl ether (19a-d). The products were obtained as colorless to slightly yellow solids.

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

Reference:
Article; Pidlypnyi, Nazar; Wolf, Sebastian; Liu, Ming; Rissanen, Kari; Nieger, Martin; Schmidt, Andreas; Tetrahedron; vol. 70; 45; (2014); p. 8672 – 8680;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 942060-54-0, name is 4-Bromo-2,5-dimethyl-2H-1,2,3-triazole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 4-Bromo-2,5-dimethyl-2H-1,2,3-triazole

A solution of 4-bromo-2,5-dimethyl-triazole (107 mg, 0.611 mmol), 4-[7-tert-butyl-5-(4- chloro-3-fluoro-phenyl)furo[3,2-b]pyridine-2-carbonyl]-3,3-dimethyl-piperazin-2-one (200 mg, 0.4368 mmol) (Intermediate I) and K3P04 (185 mg, 0.873 mmol) in DMF (2.2 mL) is charged in a sealed 4 mL vial, flushed with nitrogen, added iodocopper (87.3 mg, 0.459 mmol) and N,N’-dimethylethane-1,2-diamine (46 mg, 55 iL, 0.524 mmol), and is flushed once more with nitrogen. The reaction is stirred at 100 C for three hours. The mixture is then filtered and purified using reverse phase prep. HPLC to afford 4-[7-tert-butyl-5-(4-chloro-3-fluoro- phenyl)furo[3,2-b]pyridine-2-carbonyl]-1-(2,5-dimethyltriazol-4-yl)-3,3-dimethyl-piperazin-2-one (110 mg, 45%). 1H NMR (400 MHz, DMSO-d6) 6 8.15 (dd, J = 11.0, 2.1 Hz, 1H), 8.07 – 7.97 (m, 1H), 7.82 (s, 1H), 7.72 – 7.66 (m, 1H), 7.63 (s, 1H), 4.02 (s, 5H), 3.92 (d, J = 5.2 Hz, 2H), 2.04 (s, 3H), 1.80 (s, 6H), 1.50 (s, 9H). ESI-MS m/z calc. 552.2052, found 554.64 (M+1)+; Retention time:4.29 minutes, Method J.

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 942060-54-0.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; LIU, Bingcan; DORICH, Stephane; DE LESELEUC, Mylene; DUPONT-GAUDET, Kristina; JAMES, Clint, Alwyn; VAILLANCOURT, Louis; BEAULIEU, Marc-Andre; STURINO, Claudio; (236 pag.)WO2018/57588; (2018); A1;,
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. 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 4-(1,2,4-Triazol-1-yl)aniline

To a solution of formamidine from Step 4 (429mg, 1.045mmol) in acetic acid (3ml) was added the 4-triazolylaniline (184mg, 1.15mmol). The reaction was heated to 1250C for Ih. The mixture was cooled down basified with 15ml of 2N NaOH and the resulting precipitate isolated by filtration then dissolved in DCM and purified by column chromatography on silica with DCM / EtOH / NH3 400:8:1 up to 50:8:1 to give after concentration a cream solid (136mg, 25%). LC-MS rt 2.1 m/z 526 ES+.1H NMR (D6-DMSO) delta 10.06 (IH, broad s), 9.29 (IH, s), 8.82 (IH, s), 8.65 (IH, s) 8.21 (2H, m), 8.07 (2H, m), 7.83(4H, m), 7.69 (IH, d, J 10Hz), 7.32 (IH, dd, J 10Hz, 5Hz), 4.17 (2H, t, J 7.5Hz), 3.58 (4H, t, J 2.5Hz), 3.34 (2H, m, obscured by H2O), 2.40 (4H, t, J 2.5Hz), 1.92 (2H, t, J 7.5Hz).

The synthetic route of 6523-49-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic 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 16681-70-2, Recommanded Product: 1H-[1,2,3]Triazole-4-carboxylic acid

[0839] lH-1,2,3-triazole-4-carboxylic acid (3.8 mg, 34f.tmol)was combined withHATU (12.9 mg, 34 flillOl) inDMF(2 mL) and stirred at room temperature for 15 minutes. Compound3 (13 mg, 31 f.tmol) and DIPEA (16 f.LL, 92 flillOl) werethen added. The solution was stirred at room temperature for15 minutes, at which time LCMS showed reaction completion. The solvent was removed in vacuo and the crude residuewas purified by reverse phase chromatography to yield Compoundb (15 mg) as a TFA salt. MS m/z [M+Ht calc’d forC25H29CIFN50 4 , 518.19. found 518.

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

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

Electric Literature of 252742-72-6,Some common heterocyclic compound, 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, molecular formula is C3H4ClN3O, 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.

13.35 g (100 mmol) of 3-chloromethyl-1,2,4-triazolin-5-one and 50 ml of THF were added to the reaction flask, stirred well, 220ml of 1mol / L sodium hexamethyldisilazane in tetrahydrofuran solution was added, cooled to -5 ¡ã C, a solution of dibenzylphosphoryl chloride in tetrahydrofuran (32.6 g of dibenzylphosphoryl chloride dissolved in 50 ml of tetrahydrofuran) was slowly added dropwise, after the drop wise addition, the reaction was continued to stir, TLC monitoring reaction endpoint. 300ml saturated sodium bicarbonate solution and 300 ml of isopropyl ether was added to the reaction solution, Stirred for 15min, liquid separation, organic phase was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate, filtered , filtrate was concentrated to dryness , dried in vacuo to give a white solid of 35.84g, the yield was 91percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, its application will become more common.

Reference:
Patent; Shandong New Age Pharmaceutical Co., Ltd.; Zhao Zhiquan; Bai Wenqin; Wang Youguo; Sun Xiuling; Dai Shaogang; (7 pag.)CN104650143; (2018); B;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 4928-88-5, 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. 4928-88-5, name is Methyl 1H-1,2,4-triazole-3-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 16 A mixture of methyl 1,2,4-triazole-3-carboxylate (1.27 g, 0.01 mole) and beta-D-ribofuranosyl-1,2,3,5-tetraacetate (3.18 g, 0.01 mole) was melted and then 0.076 g of p-toluenesulfonic acid was added thereto. The reaction mixture was reacted for 3 hours, while maintaining the temperature of the reaction mixture at 95+-5¡ã C. And then, the reaction mixture was crystallized with 20 ml of isobutanol to give 2.92 g of 1-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-1,2,4-triazole-3-carboxylic acid methyl ester (yield: 92percent).

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

Reference:
Patent; Lee, Tai-Au; Park, Nam-Jin; Khoo, Ja-Heouk; Lee, Byung-Cheol; US2003/120064; (2003); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 4928-87-4, A common heterocyclic compound, 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, molecular formula is C3H3N3O2, 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.

Compound 1 was prepared using the branched tube method [11]: 1H-1,2,4-triazole-3-carboxylic acid (0.117 g, 1 mmol), potassium iodide (0.166 g, 1 mmol) and lead(II) nitrate (0.331 g, 1 mmol) were placed in the arm to be heated. Water was carefully added to fill both arms, and then the arm to be heated was placed in a bath at 60 C. After 10 days, yellow crystals were deposited in the cooler arm which were filtered off, washed with water and air dried. (0.28 g, yield 63%), m.p. > 300 C. Anal. Calc. for C3H2IN3O2Pb: C, 8.07; H, 0.45; N, 9.41. Found: C, 8.15; H, 0.43; N, 9.63%. IR (cm-1) selected bands: 810(m), 981(m), 1280(m), 1453(vs), 1622(vs), 3102(br) and 3444(br).

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:
Article; Safarifard, Vahid; Morsali, Ali; Inorganica Chimica Acta; vol. 398; (2013); p. 151 – 157;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 16681-67-7, These common heterocyclic compound, 16681-67-7, name is 4-Bromo-2-methyl-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.

To a microwave tube equipped with a stifling bar, (R)-4-((R)-1-((1-cyclopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-7-yl)oxy)ethyl)pyrrolidin-2-one (120 mg, 0.292 mmol), 4-bromo-2-methyl-2H-1,2,3-triazole (94.5 mg, 0.584 mmol), 1,2-dimethoxyethane (3 mL), 1 N Na2CO3 aqueous solution (0.96 mL, 0.96 mmol) were added, the mixture was bubbled N2 for 5 minutes before Pd(PPh3)4 (33.7 mg, 0.029 mmol) was added. The tube was sealed and heated in microwave at 140 C. for 15 minutes. DCM (200 mL) was added and the resulting mixture was washed with saturated NaHCO3 aqueous solution (20 mL¡Á4), brine (20 mL¡Á1), dried over anhydrous Na2SO4, filtered, removed solvents in vacuo. The resulting residue was passed a ISCO silica gel column (MeOH:DCM=5:95) to give off-white solids, 81.7 mg (yield 76.4%).

Statistics shows that 4-Bromo-2-methyl-2H-1,2,3-triazole is playing an increasingly important role. we look forward to future research findings about 16681-67-7.

Reference:
Patent; Gilead Scientific Systems, Inc.; Cory, Kevin S; Doo, Jimin; Farrand, Julie; Guerrero, Juan A; Katana, Ashley A; Cato, Daryl; Laisaweed, Scott I; Lee, Jiayao; Lingco, John O; Nicolaus, May; Notte, Gregory; Phyen, Hyeoung-Jung; Sangy, Michael; Sumit, Arun C; Adam J, Surayyah; Stephens, Cork L; Venkatraman, Chandrasekar; Watkins, William J; Yang, Jong Yu; Jabloki, Jeff; Jifel, Shiela; Ro, Jennifer; Lee, Sung H; Jao, Chung Dong; Grove, Jeffery; Su, Jianjun; Blomgren, Peter; Mitchell, Scott A; Shyung, Jin Ming; Chandrasekar, Jayaraman; (460 pag.)KR2016/37198; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 162848-16-0, name is 4-[1,2,4]Triazol-1-yl-benzoic acid, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 162848-16-0

A mixture of Co(NO3)2¡¤6H2O (29 mg, 0.1 mmol) and 4-Htba(19mg, 0.1mmol) in 8 mL mixed solvent (DMF 2 mL, CH3OH4 mL, H2O 2 mL) was firstly stirred at room temperature for 15 min; then, the mixed solution was sealed into a pressure glassbottle (15 mL) equipped with a Teflon lid and heated at 100 C for 48 h. Pink block crystals of complex 4 were obtained (yield73%, based on ligand). Anal. Calcd. (%) for C18H20N6O8Co: C,42.61; H, 3.97; N, 16.57. Found (%): C, 42.58; H, 3.92; N,16.50. IR (KBr, cm-1): 3400(br, m), 3117(m), 1531(s),1387(s), 1150(m), 978(m), 785(m), 673(w), 509(w).

According to the analysis of related databases, 162848-16-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Da-Wei; Wang, Tao; Du, Lin; Zhou, Jie; Yan, Tong; Zhao, Qi-Hua; Structural Chemistry; vol. 29; 4; (2018); p. 1013 – 1023;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 1001401-62-2,Some common heterocyclic compound, 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, molecular formula is C9H7N3O2, 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.

Step 4: (2-(2H-l,2,3-Triazol-2-yl)phenyl)((2i?,5i?)-5-hydroxy-2-methylpiperidin-l-yl)methanone (9) A solution of (3R, 6i?)-6-methylpiperidin-3-ol (5.31 g, 46.1 mmol), 2-(2H- 1 ,2,3- triazol-2-yl)benzoic acid (10.5 g, 55.3 mmol), EDC (17.7 g, 92.0 mmol), l-hydroxy-7- azabenzotriazole (12.6 g, 92.0 mmol), and triethylamine (19.3 mL, 138 mmol) in DMF (300 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 in vacuo. The crude material was purified by silica gel gradient chromatography (0-100% ethyl acetate in hexanes), providing the title compound as a pale yellow 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.; LIVERTON, Nigel, J.; SKUDLAREK, Jason, W.; WO2014/176142; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics