Category: 956317-36-5

Application of 956317-36-5, 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. 956317-36-5 name is 5-Methyl-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.

To a solution of compound 6 (2.40 g, 11.76 mmol), compound 5 (2.86 g, 14.11 mmol), 1-hydroxy-1H-benzotriazole (1.90 g, 14.11 mmol), and dry triethylamine (3.56 g, 35.28 mmol) in 18 mL of dry DMF was added EDC hydrochloride (2.70 g, 14.11 mmol), and the reaction was stirred 2 h at room temperature. The reaction was partitioned between EtOAc and saturated aqueous NaHCO3, the layers were separated and the organic was added to aqueous citric acid stirring for 1 h. Water was added and the mixture was partitioned. Combined the water layers and added saturated aqueous Na2CO3 to regulate pH > 9, then extracted with three portions of EtOAc. The organic layers were combined, dried over MgSO4 and concentrated by rotary evaporation to provide compound 7 as a white power 4.30 g in 93% yield. Mp: 108-109 C, [alpha]D25 -58.4 (c 1.01, MeOH). 1H NMR (600 MHz, DMSO-d6): delta 8.00-7.76 (m, 3H), 7.37-7.17 (m, 7H), 4.40-4.09 (m, 1H), 3.63-3.48 (m, 2H), 3.44-3.02 (m, 3H), 2.82-2.75 (m, 1H), 2.63-2.47 (m, 1H), 2.63-2.14 (m, 5H), 2.02- 1.63 (m, 2H), 1.17-0.99 (m, 3H); MS (ESI) m/z: 390.30 [M+H]+. HR-MS(ESI): m/z [M+H] calcd. for C23H27N5O: 390.2288; found: 390.2281.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, and friends who are interested can also refer to it.

Reference:
Article; Chen, Yin; Zhou, Yan; Li, Jun-Hong; Sun, Jia-Quan; Zhang, Gui-Sen; Chinese Chemical Letters; vol. 26; 1; (2015); p. 103 – 107;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 956317-36-5,Some common heterocyclic compound, 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, 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.

5-chloro-2-[(5R)-hexahydro-5-methyl-i H-i ,4-di-azepin-i -yl]benzoxazole (75 mmol) was dissolved in N,NDimethylformamide (75 ml), then cooled to 0 to 5 C., and added with 5-methyl-2-(2H- 1 ,2,3-triazole-2-yl)benzoic acid (79 mmol), HOAt (82.8 mmol), EDCI (82.8 mmol) and triethylamine (188 mmol); then the mixture was warmed naturally and stirred at room temperature overnight. 10 mass % citric acid solution was added, and the aqueous phase separated was extracted with ethyl acetate. The resulted organic phase was washed with 5% sodium carbonate solution and saturated brine, dried over anhydrous sodium sulfate, filtrated and dried by evaporation, to give suvorexant with a yield of 97%, and the cc value is 99.8%.

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

Reference:
Patent; Zhejiang Huahai Pharmaceutical Co., Ltd.; Shanghai Aobo Pharmtech, Inc., Ltd.; Lin, Jianping; Guo, Xiaowen; Gao, Xiaofei; Huang, Chao; Guo, Yuanbing; Tao, Anping; Huang, Luning; Gu, Hong; (15 pag.)US2019/40052; (2019); 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. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, A new synthetic method of this compound is introduced below., Safety of 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid

Add intermediate I48kg (235mol) in the reaction vessel, add dichloromethane 300ml, start stirring, add Intermediate II48kg (235mol); add alkali stirring and mixing, add condensing agent EDC.HCL45kg, when added, control the temperature at 25 The following, the reaction was incubated at 24 ~ 27 , TLC monitoring, TLC showed the reaction was completed, the intermediate was obtained after 87kg (223mol), the yield 94.9%.The difference between Example 3 and Example 1 is that a combination of a condensing agent and a condensing agent such as 1-ethyl- (3-dimethylaminopropyl) carbodiimide hydrochloride and tris (2 , 6-dimethoxyphenyl) bismuth, the weight percentage of tris (2,6-dimethoxyphenyl) bismuth in the condensing agent is 25%Insulation 18 ~ 22 reaction, TLC monitoring, post-processing intermediate 88kg (225.6mol),Yield 96%.

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; Anhui Baishansheng Pharmaceutical Co., Ltd.; Chang Song; Wang Zheming; Wei Yong; Mu Longzhi; Wu Zhangshuan; Fan Zheng; (8 pag.)CN107298678; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 956317-36-5, A common heterocyclic compound, 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, 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.

In the 50 L reaction flask A,10 kg of 5-methyl-2- (1,2,3-triazol-2-yl) benzoic acid,1.5 L dichloromethane,Ice bath to 0 ,Under nitrogen, 640 g of oxalyl chloride was added,100 g of DMF,The reaction was stirred at room temperature for 2 h.In another 100L reaction flask B,1.25 kg of compound 6 was added,1 kg of triethylamine,30 L of dichloromethane,Stir at room temperature for 2h and then cool the ice bath to 0 C,Dropping the mixture in the reaction flask A,Drop finished,Placed at 10 C,HPLC monitoring. After the reaction,The reaction solution was diluted with water,And then extracted with DCM,The DCM phase was dried over anhydrous sodium sulfate,And finally concentrated under reduced pressure at 45 C to obtain a crude product,The crude product was passed through a column of silica gel (60-120 mesh)The eluent was a 2% methanol / dichloromethane system,The compound 7 was concentrated in a brown oily liquid,Weight 1.98 kg, yield: 88%.

The synthetic route of 956317-36-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chengdu Meiyugao Pharmaceutical Co., Ltd.; Chen Zhiyong; Wang Chunyan; Wang Cong; (26 pag.)CN106866632; (2017); A;,
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. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, A new synthetic method of this compound is introduced below., Quality Control of 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid

General procedure: TEA (1.20 mL, 8.63 mmol) was added to a solution of N-ethyl-2[3-(5-fluoro-pyridin-2-yl)-1H-pyrazol-l-yl] ethanamine dihydrochloride(0.50 g, 1.63 mmol) in CHC13 (5 mL) at room temperature.5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid (0.36 g, 1.79 mmol)and propylphosphonic acid anhydride (cyclic trimer) (50% solutionin DMF [approximately 1.6 mol/L], 1.32 mL, 2.12 mmol) wereadded to the reaction solution under cooling in ice water. Theresultant mixture was stirred at 50 C for 5 h. After standing untilcooled to room temperature, water was added thereto, followedby extraction with CHCl3. The organic layer was washed with brine.Then, the organic layer was dried over MgSO4 and the desiccantwas filtered off. Then, the solvent was distilled off under reducedpressure. The obtained residue was purified by column chromatography(20-80% EtOAc in hexanes) and washed with Et2O to yieldthe title compound 4a as a colorless powder (0.51 g, 75%).

The synthetic route of 956317-36-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Suzuki, Ryo; Nozawa, Dai; Futamura, Aya; Nishikawa-Shimono, Rie; Abe, Masahito; Hattori, Nobutaka; Ohta, Hiroshi; Araki, Yuko; Kambe, Daiji; Ohmichi, Mari; Tokura, Seiken; Aoki, Takeshi; Ohtake, Norikazu; Kawamoto, Hiroshi; Bioorganic and Medicinal Chemistry; vol. 23; 6; (2015); p. 1260 – 1275;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 956317-36-5, The chemical industry reduces the impact on the environment during synthesis 956317-36-5, name is 5-Methyl-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.

5-methyl-2- (2H-1,2,3-triazol-2-yl)Benzoic acid (2.03 g, 10 mmol)Was added to a 100 mL single-necked round bottom flask,Dried over anhydrous dichloromethane (20 mL)Sulfur chloride (15 mL, 200 mmol) was added slowly,And pyridine (0.15 mL, 2 mmol)The temperature was gradually raised to reflux for 3 hours.Stop the reaction,cool down,The solvent is slowly evaporated under reduced pressure,The resulting product was used directly in the next step.

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-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangdong HEC Pharmaceutical Co., Ltd.; Jin, Chuanfei; Gao, Jinheng; Zhang, Yingjun; (39 pag.)CN106243052; (2016); A;,
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. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. category: Triazoles

5-Methyl-2- (2H-1, 2, 3-triazole-2-yl) benzoic acid (2.03 g, 10 mmol) was dissolved in anhydrous dichloromethane (20 mL) in a 100 mL of single-necked round-bottomed flask, and thionyl chloride (15 mL, 200 mmol) and pyridine (0.15 mL, 2 mmol) were added slowly. The reaction mixture was gradually warmed to reflux and reacted for 3 h. The solvent was removed slowly in vacuo. The resulting product was used directly in the next reaction.

The synthetic route of 956317-36-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; GAO, Jinheng; ZHANG, Ji; (107 pag.)WO2017/12502; (2017); A1;,
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. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid

To a suspension of 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoicacid (2.0 g, 9.84 mmol) in CHCl3 (20 mL) was added SOCl2(1.1 mL, 14.8 mmol) at 0 C. The reaction mixture was heated toreflux for 1 h. After standing until cooled to room temperature,the solvent in the reaction mixture was distilled off under reducedpressure. TEA (2.7 mL, 19.7 mmol) and 2-(ethylamino)ethanol(1.2 mL, 10.8 mmol) were then added to a solution of the residueobtained in the previous step in CHCl3 (20 mL) at 0 C. The solutionwas stirred for 16 h at room temperature. An aqueous NaHCO3solution and water were added to the reaction mixture, followed by extraction with CHCl3. The organic layer was washed with brineand was dried over MgSO4. The desiccant was then removed by filtration,and the solvent was distilled off under reduced pressure.The obtained residue was purified by column chromatography(20-80% EtOAc in hexanes) to yield the title compound 7 as a colorlessoil (2.4 g, 89%).

According to the analysis of related databases, 956317-36-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Suzuki, Ryo; Nozawa, Dai; Futamura, Aya; Nishikawa-Shimono, Rie; Abe, Masahito; Hattori, Nobutaka; Ohta, Hiroshi; Araki, Yuko; Kambe, Daiji; Ohmichi, Mari; Tokura, Seiken; Aoki, Takeshi; Ohtake, Norikazu; Kawamoto, Hiroshi; Bioorganic and Medicinal Chemistry; vol. 23; 6; (2015); p. 1260 – 1275;,
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. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 956317-36-5

General procedure 9Ar2-COOH (1 eq; prepared according to WO 2008147518 for compounds 49-51 ), HOBT (1 eq) and EDCI. HCI (1.5eq) dissolved in dichloromethane (5ml/mmol) were stirred at 25 C for 0.5-2hours, then intermediates 67-68 dissolved in dichloromethane were added. After 18 hours the mixture was poured in an aqueous saturated solution of NaHCO3 and extracted with dichloromethane. The crude was purified by silica gel column chromatography (DCM to DCIWMeOH = 9/1 )

The synthetic route of 956317-36-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ROTTAPHARM S.P.A.; STASI, Luigi, Piero; ROVATI, Lucio; WO2011/6960; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 956317-36-5, The chemical industry reduces the impact on the environment during synthesis 956317-36-5, name is 5-Methyl-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.

To a solution of 2-(2H-l,2,3-triazol-2-yl)-5-methylbenzoic acid (15, 3.56 g, 17.52 mmol) in DCM (150 mL) cooled to 0 C was added oxalyl chloride (1.90 mL, 21.9 mmol) and DMF (68 ??, 0.89 mmol). The solution was slowly warmed to ambient temperature and stirred overnight. The mixture was concentrated in vacuo and the resulting solid was azeotroped with DCM and concentrated in vacuo to provide 5-methyl-2-(2H-l,2,3-triazol-2-yl)benzoyl chloride (3) as a yellow solid

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-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; DI MARCO, Christina; WO2013/59163; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics