Tag: M.W:100-200

Synthetic Route of 103755-58-4,Some common heterocyclic compound, 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, molecular formula is C9H9N3O, 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: 1-Azido-4-methylbenzenes 1 (0.3 mmol), propargyl alcohol 2 (0.36 mmol), CuI (0.03 mmol),NaAsc (0.06 mmol), and 2 mL solvent were added to a 15 mL pressure tube. The tube was thensealed, and the mixture was stirred at 80 C for 5 hours. After the reaction completed, the abovesystem was added with KMnO4 (0.75 mmol) and Na2CO3 (0.45 mmol), and stirred at 80 C for 8h until the reaction completed. Then, Ag2O (0.03 mmol) and K2S2O7 (0.6 mmol) were added tothe tube and the mixture was conducted at 100 C for 24 h until the transformation finished byTLC analysis. H2O (25 mL) was added to the mixture and the system was extracted with EtOAc (3¡Á 20 mL). The combined organic layer was washed with brine (3 ¡Á 5 mL), dried with Na2SO4, andconcentrated under reduced pressure to afford the crude product. Purification by columnchromatography on silica gel with EtOAc-PE (1:3) afforded the desired product 3.

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-1,2,3-triazol-4-yl)methanol, its application will become more common.

Reference:
Article; Han, Chunmei; Dong, Suping; Zhang, Wensheng; Chen, Zhen; Synlett; vol. 29; 5; (2018); p. 673 – 677;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 16681-70-2, 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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

3H-l,2,3-triazole-4-carboxylic acid (3.4 mg, 30 muiotaetaomicron) was combined with HATU (1 1 mg, 30 muiotaetaomicron) in DMF (0.3 mL) and stirred at room temperature for 10 minutes; (1418) DIPEA (1 eq.) was added and the mixture was stirred for 1 minute. Compound 2 (10 mg, 30 muiotaetaomicron) in DMF (0.5 mL) was combined with DIPEA (5.2 muEpsilon, 30 muiotaetaomicron), then added to the activated acid solution. The resulting solution was stirred at room temperature for 30 minutes; LC/MS showed the mass of the desired product. The solvent was removed in vacuo and the crude residue was purified by reverse phase chromatography to yield Compound a (8.5 mg) as a TFA salt. MS m/z [M+H]+ calc’d for C27H31CIFN5O4, 544.21 ; found 545.2.

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

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

Application of 15988-11-1, These common heterocyclic compound, 15988-11-1, name is 4-Phenyl-1,2,4-triazolidine-3,5-dione, 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: General procedure for the synthesis oftriazolo[1,2-a]indazole-trione (1a-g) and2H-indazolo[2,1-b]phthalazine-triones (2a-g)To a well-ground mixture of arylaldehyde (1 mmol), dimedone(0.140 g, 1 mmol) and 4-phenylurazole (0.177 g, 1 mmol) or2,3-dihydrophthalazine-1,4-dione (0.162 g, 1 mmol), was added[Et3N-SO3H]HSO4[(0.028 g, 0.1 mmol) for the preparation of1a-gor (0.042 g, 0.15 mmol] for the synthesis of2a-g}. Theobtained mixture was firstly stirred magnetically at 90C, andafter solidification of the reaction mixture, it was stirred with asmall rod at same temperature. After the reaction was completed(as observed by TLC), the reaction mixture was cooled to roomtemperature, water (2 mL) was added, stirred for 3 min, andfiltered. The solid residue was recrystallized from EtOH/H2O(4/1) to give the pure product.

The synthetic route of 15988-11-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zare, Abdolkarim; Masihpour, Fatemeh; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 191; 8; (2016); p. 1160 – 1165;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 138479-53-5, These common heterocyclic compound, 138479-53-5, name is 2-[1,2,4]Triazol-1-yl-benzaldehyde, 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 round bottom flask is added 4-(2-amino-4-methoxy-pyrimidin-5-yl)-N^-ieri-butyl- benzene- 1,2-diamine (118 mg, 0.411 mmol) in DMF (4 mL) and water (1 mL), followed by the addition of 2-1,2,4-triazol-l-yl-benzaldehyde (78 mg, 0.45 mmol) and oxone (51 mg, 0.443 mmol). The reaction mixture is stirred at room temperature for 4 hours. Sat. sodium thiosulfate (10 mL) is added. The reaction mixture is diluted with EtOAc. The organic layer is separated, washed with water then brine, dried with Na2S04, filtered and concentrated. The residue is loaded into a silica gel column. The column is eluted with 0- 4% 7M NH3 in MeOH/CH2Cl2. The product fractions are collected and concentrated to afford the title compound (67 mg, 37 %) as a light brown solid. LCMS (ESMS): m/z 441.73 (M++l)

The synthetic route of 138479-53-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; CHEN, Zhidong; HAO, Ming-Hong; LIU, Weimin; LO, Ho-Yin; LOKE, Pui Leng; MAN, Chuk, Chui; MORWICK, Tina, Marie; NEMOTO, Peter, Allen; TAKAHASHI, Hidenori; TYE, Heather; WU, Lifen; WO2011/68821; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 27996-86-7, These common heterocyclic compound, 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, 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: NaOAc anhydrous (17.6mg, 0.21mmol), the appropriate aldehyde derivative (0.14mmol), and intermediate 6 (25.4mg, 0.07mmol) were dissolved in AcOH (3mL) and stirred at 110C for 16h. After cooling, the mixture was neutralized to pH 8 by addition of NH4OH and extracted with DCM. The organic layer was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (SiO2, DCM/MeOH 15/1 v/v including 1% of NH4OH) to produce the final target compounds.

The synthetic route of 27996-86-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Elkamhawy, Ahmed; youn Kim, Nam; Hassan, Ahmed H.E.; Park, Jung-eun; Yang, Jeong-Eun; Elsherbeny, Mohamed H.; Paik, Sora; Oh, Kwang-Seok; Lee, Byung Ho; Lee, Mi Young; Shin, Kye Jung; Pae, Ae Nim; Lee, Kyung-Tae; Roh, Eun Joo; Bioorganic Chemistry; vol. 92; (2019);,
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. 626248-56-4, name is 3-(2H-1,2,3-Triazol-2-yl)aniline belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 626248-56-4

Example No. 262Preparation of N- (3 – (2H-1, 2 , 3 -triazol-2 -yl) phenyl) -5-(thiophen-2-yl) -IH-pyrazolo [4 , 3-d] pyrimidin-7-amine7-chloro-2- (4-methoxybenzyl) -5- (thiophen-2-yl) -2H- pyrazolo [4 , 3 -d] pyrimidine (0.16 mmol) and 3 – (2H- 1 , 2 , 3 -triazol- 2-yl)aniline (0.3 mmol 2 eq.,) were suspended in MeOH (dry, 3mL) in a microwave vial (2-5mL) , HC1 in dioxane (4M, 3 drops) was added. The reaction mixture was irradiated in a microwave reactor for 5 min at 140C. The reaction mixture was evaporated and used without further purification. The residue was dissolved in TFA (3mL) . The reaction mixture was irradiated in a microwave reactor for 5 min at 140C. The reaction mixture was concentrated and purified by semi- preparative HPLC-MS and freeze dried from water/t-BuOH 4/1. exact mass: 360.1031 g/molHPLC-MS: analytical method Drt : 6.78 min – found mass: 361 (m/z+H)

The synthetic route of 626248-56-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORIGENIS GMBH; ALMSTETTER, Michael; THORMANN, Michael; TREML, Andreas; TRAUBE, Nadine; WO2012/143144; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 1001401-62-2, 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. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, This compound has unique chemical properties. The synthetic route is as follows.

A solution of the product from step 3 (72 mg, 0.19 mmoi), 2-(2H-i,2,34riazoi-2- yi)henzoic acid (41.6 mg, 0.22 mmol) and HATU (150 mg, 0.39 mmol) in DMF/DIEA (4 mL/0.5mL) was stirred at RT overnight. After LCMS indicated the reaction completed, the mixture was purified by Prep-HPLC to give the title compound (50 mg) as a white solid.

The chemical industry reduces the impact on the environment during synthesis 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.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; KUDUK, Scott D.; BESHORE, Doug C.; MENG, Na; LUO, Yunfu; (127 pag.)WO2016/101119; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1338226-21-3, name is 3-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one, 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 1338226-21-3, name: 3-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one

To 5-tert-butyl-2-chloro-4-hydroxy-benzonitrile (2.29 g, 10.9 mmol) in N-methyl-pyrrolidinone(55 mL) was added NaH (568 mg, 14.2 mmol). The mixture was stirred at room temperature for30 mi 3-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one (1.93 g, 13.11 mmol) wasdissolved in N-methyl-pyrrolidinone (20 mL) and added dropwise via addition funnel over 30 mm. Upon complete addition, water (160 mL) was slowly added to the reaction. After stirring until cooled to room temperature, the reaction was filtered and solids dried to give 3.15 g of the title compound as a white solid (90% yield). MS (mlz): 321.5 [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-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HERT, Jerome; HUNZIKER, Daniel; KUEHNE, Holger; LUEBBERS, Thomas; MARTIN, Rainer E.; MATTEI, Patrizio; NEIDHART, Werner; RICHTER, Hans; RUDOLPH, Markus; PINARD, Emmanuel; (450 pag.)WO2017/37146; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic 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 1001401-62-2, Product Details of 1001401-62-2

To a solution of (7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl)methanesulfonic acid [(3R,6R)-6-methylpiperidin-3-yl]methanol (1.2 g, 3.3 mmol), 2-(2H-l,2,3-triazol-2-yl)benzoic acid (0.76 g, 4.0 mmol), lH-benzotriazol-l-ol (0.71 g, 4.7 mmol) and N-[3- (dimemylamino)propyl]–V-ethylcarbodiimide (0.89 g, 4.7 mmol) in DMF (22 mL) was added N.N-diisopropyl-N-emylamine (2.3 ml, 13 mmol). The mixture was stirred at ambient temperatures for 16 hours, then diluted with ethyl acetate and washed with brine (2 x 100 mL). The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by silica gel flash chromatography eluting with 0-3% methanol in dichloromethane to provide [(2R,5R)-5-(hydroxymethyl)-2-methylpiperidin-1-yl][2-(2H-1,2,3-triazol-2-yl)phenyl]methanone as a clear oil.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; SKUDLAREK, Jason, W.; WO2013/62857; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, molecular formula is C3H4BrN3, 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. Product Details of 13273-53-5

Step 5 To the above solution was added 4-bromo-1-methyl-1H-1,2,3-triazole (XXXII) (0.064 g, 0.395 mmol), Pd(dppf)Cl2-CH2Cl2 adduct (0.032 g, 0.040 mmol) and 2 M aqueous solution of potassium carbonate (0.395 mL, 0.790 mmol). The reaction mixture was heated overnight at 95 C. The reaction mixture was absorbed on silica and purified by ISCO using CHCl3/7N NH3 in MeOH (0?5%) followed by preparative TLC to obtain N-(6-(1-methyl-1H-1,2,3-triazol-4-yl)isoquinolin-3-yl)-1-(3,3,3-trifluoropropyl) piperidine-4-carboxamide (271) as a beige solid (0.011 g, 0.025 mmol, 6.44% yield). 1H NMR (DMSO-d6, 500 MHz) delta ppm 1.60-1.73 (m, 2H), 1.76-1.84 (m, 2H), 1.92-2.01 (m, 2H), 2.41-2.60 (m, 5H), 2.94 (br d, J=11.25 Hz, 2 H), 4.14 (s, 3H), 8.01 (dd, J=8.51, 1.37 Hz, 1H), 8.11 (d, J=8.51 Hz, 1H), 8.28 (s, 1H), 8.50 (s, 1H), 8.73 (s, 1H), 9.11 (s, 1H), 10.55 (s, 1H); ESIMS found for C21H23F3N6O m/z 433.2 (M+1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 13273-53-5, its application will become more common.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Mittapalli, Gopi Kumar; Hofilena, Brian Joseph; Marakovits, Joseph Timothy; Chiruta, Chandramouli; Mak, Chi Ching; Cao, Jianguo; (324 pag.)US2017/313681; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics