Category: 956317-36-5

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.

(S)-(5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl)(5-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)-6-azaspiro[2.5]octan-6-yl)methanone 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid (1 eq; prepared according to WO 2008147518), HOBT (1 eq) and EDCI.HCl (1.5 eq) dissolved in dichloromethane (5 ml/mmol) were stirred at 25 C. for 0.5-2 hours, then intermediate 2 (1 eq) dissolved in dichloromethane was 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 DCM/MeOH=9/1) to obtain the title compound with yield of 52%. 1HNMR (CDCl3) delta ppm 8.22-8.38 (m, 1H), 7.94-8.14 (m, 1H), 7.79-7.86 (m, 1H), 7.69 (m, 1H), 7.50-7.62 (m, 1H), 7.28-7.37 (m, 1H), 7.0-7.24 (m, 1H), 6.48-6.66 (m, 1H), 5.20 (m, 1H), 4.34-4.84 (m, 1H), 3.89-4.0 (m, 1H), 3.65-3.75 (m, 1H), 3.21-3.44 (m, 2H), 3.01-3.11 (m, 1H), 2.26-2.46 (m, 3H), 1.89-2.17 (m, 1H), 1.02-1.28 (m, 1H), 0.19-0.63 (m, 4H) MS=ESI+m/z 439 [M+H]+

The synthetic route of 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ROTTAPHARM S.P.A.; Stasi, Luigi Piero; Rovati, Lucio; US2013/310400; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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.

The 5-methyl-2 – (2H-1, 2, 3-triazole-2-yl) benzoic acid (2.03g, 10mmol) is added to the 100 ml round bottom flask in the single port, with anhydrous dichloromethane (20 ml ) is dissolved, and then sequentially slowly adding thionyl chloride (15 ml, 200mmol) and pyridine (0.15 ml, 2mmol), the resulting reaction mixture is gradually heated up to reflow, reaction 3 hours. Stop reaction, to be reacted after cooling to room temperature, solvent evaporating under reduced pressure, the resulting crude product does not pass through the purification, the reaction proceeding to the next step directly.

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

Reference:
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd.; Jinchuan, Fei; Gao, Heng; Zhang, Ji; Zhang, Yingjun; (84 pag.)CN105461699; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic 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. 956317-36-5

A round bottom flask equipped with magnetic stirrer bar was charged with 5-methyl-2- (2H-1,2,3-triazole-2-yl)benzoic acid (2.0 g, 9.4 mmol, 1 equiv), CH2C12 (94 mL) and hexafluoro isopropanol (1.57 g, 9.4 mmol, 1.0 equiv). After addition of EDC hydrochloride (1.79 g, 9.4 mmol, 1.0 equiv) and DMAP (0.23 g, 1.87 mmol, 0.2 equiv), the reaction mixture was stirred at ambient temperature for 1 h. The solvent was evaporated underreduced pressure followed by purification of the crude product by column chromatography (Si02, cyclohexane /ethyl acetate 50:1). 1,1,1,3,3,3 -hexafluoropropan-2-yl 5 -methyl-2-(2H-1 ,2,3-triazole-2-yl)benzoate (2.5 g, 75%) was obtained as a yellowish oil, which solidifies at 2 C to 4 C.?H NMR (500 MHz, d6-DMSO) oe = 8.08 (s, 2H), 7.81 (d, J = 8.25 Hz, 1H), 7.70 – 7.65 (m, 1H), 7.64 – 7.61 (m, 1H), 6.99 (sept, J = 6.28 Hz, 1H), 2.46 (s, 3H)?3C NMR (125 MHz, CDC13) oe = 163.8, 139.8, 137.2, 135.8, 134.8, 130.5, 134.6, 123.3,120.9 (q, J = 238.3 Hz, (CF3)2), 67.1 (sept, J = 33.5 Hz, OCH(CF3)2), 20.8

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 956317-36-5.

Reference:
Patent; SANDOZ AG; HOeFERL-PRANTZ, Kathrin; BARTH, Roland; RICHTER, Frank; ZUPANCIC, Borut; (126 pag.)WO2016/20403; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 956317-36-5, name is 5-Methyl-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 956317-36-5, 956317-36-5

Example 5: Preparation of Compound 5 (S)-(5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl)(5-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)-6-azaspiro[2.5]octan-6-yl)methanone; [Show Image] 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid (1eq; prepared according to WO 2008147518), HOBT (1 eq) and EDCl.HCl (1.5eq) dissolved in dichloromethane (5ml/mmol) were stirred at 25C for 0.5-2hours, then intermediate 2 (1 eq) dissolved in dichloromethane was 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 DCM/MeOH = 9/1) to obtain the title compound with yield of 52%. 1 HNMR (CDCl3) delta ppm 8.22-8.38 (m, 1 H), 7.94-8.14 (m, 1 H), 7.79-7.86 (m, 1 H), 7.69 (m, 1 H), 7.50-7.62 (m, 1 H), 7.28-7.37(m, 1 H), 7.0-7.24(m, 1 H), 6.48-6.66 (m, 1 H), 5.20(m, 1 H), 4.34-4.84 (m, 1 H), 3.89-4.0 (m, 1 H),3.65-3.75 (m, 1 H), 3.21-3.44 (m, 2H), 3.01-3.11 (m, 1 H), 2.26-2.46 (m, 3H), 1.89-2.17 (m, 1 H), 1.02-1.28 (m, 1 H), 0.19-0.63(m, 4H) MS= ESI + m/z 439 [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, 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ROTTAPHARM S.P.A.; EP2484674; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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 11 (1.27 g,6.26 mmol) and 12 (1.5 g, 5.69 mmol) in DCM (30 mL) was added DIPEA (2.2 g,17.07 mmol) and HATU (3.24 g, 8.54 mmol). Then the mixture was stirred at r.t. for 2h. The reaction mixture was diluted with water and extracted with DCM (100 mL x 5).The organics were washed with brine, dried over Na2SO4 and concentrated to give acrude product. The crude product was purified by column chromatography withPE/EtOAc = 1:5 to give 1 as cis-isomer (1.9 g, yield: 74.5%). 1H NMR (400MHz,CHLOROFORM-d) delta= 7.85(d, J=8.0 Hz, 1H), 7.71 (br, s, 2H), 7.32 – 7.21 (m, 3H),7.17 (d, J=8.0, 1H), 6.99(d, J=2.0, 1H), 3.95~3.93 (m, 2H), 3.92~3.90(m, 2H), 3.75 ~3.51 (m, 3H), 3.15 ~ 3.10 (m, 3H), 2.40 (s, 3H). MS (ESI): m/z 449.0 [M + H]+ .

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

Reference:
Article; Wu, Songliang; Sun, Yu; Hu, Yi; Zhang, Hongmei; Hou, Lijuan; Liu, Xing; Li, Yufeng; He, Haiying; Luo, Zhi; Chen, Yuan; Wang, Yuhe; Shi, Weihua; Shen, Liang; Cao, Changqing; Liang, Wei; Xu, Qing; Lv, Qiang; Lan, Jiong; Li, Jian; Chen, Shuhui; Bioorganic and Medicinal Chemistry Letters; vol. 27; 6; (2017); p. 1458 – 1462;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

956317-36-5, Adding some certain compound to certain chemical reactions, such as: 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, 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 956317-36-5.

A round bottom flask equipped with a magnetic stirrer bar was successively charged with5-methyl-2-(2H-1,2,3-triazole-2-yl)benzoic acid (3.0 g, 14.8 mmol, 1 equiv),N-hydroxysuccinimide (1.84 g, 15.54 mmol, 1.05 equiv), EDC hydrochloride (3.04 g, 15.54 mmol, 1.05 equiv), and dichloromethane (74 mL). The reaction mixture was stirred at ambient temperature for 1.5 h, followed by addition of H20 (74 mL). The aqueous layer was separated and extracted twice with dichloromethane (74 mL). The combined organiclayers were washed in brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure, yielding 2,5 -dioxopyrrolidin- 1 -yl 5 -methyl-2-(2H- 1 ,2,3-triazole-2-yl)benzoate (4.4 g, 99 %) as a brownish solid.?H NMR (500 MHz, CDC13) oe = 7.84 (s, 2H), 7.79 (d, J = 8.25 Hz, 1H), 7.77 (d, J = 1.35 Hz, 1H), 7.52 (dd, J = 1.40, 8.25 Hz, 1H), 2.85 (br s, 4H), 2.48 (s, 3H)?3C NMR (125 MHz, CDC13) oe = 168.9, 162.3, 139.0, 136.7, 136.2, 134.3, 131.2, 124.1,121.4, 25.8, 21.1

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 956317-36-5.

Reference:
Patent; SANDOZ AG; HOeFERL-PRANTZ, Kathrin; BARTH, Roland; RICHTER, Frank; ZUPANCIC, Borut; (126 pag.)WO2016/20403; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

956317-36-5, Name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, 956317-36-5, 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.

To a suspension of 5-methyl-2-{2H-1,2,3-triazol-2-yl)benzoic acid (4.00 g, 19.7 mmol) in CH2CI2 (90 mL) cooled at 0 C was added DMF (76 mu, 0.98 mmol) and oxalyl chloride (2.15 mL, 24.6 mmol). The reaction was allowed to warm to ambient temperature and stirred for 3.5 h. The solution was concentrated in vacuo to provide 5-methyl-2-(2H-1,2,3- triazol-2-yl)benzoyl chloride as a yellow-orange oil which gave a mass ion (ES+) of 218.2. NMR 6 (ppm) (CDC13): 7.89 (2 H, s), 7.76 (1 H, d, J= 8.2 Hz), 7.59-7.60 (1 H, m), 7.48-7.50 (1 H, m), 2.48 (3 H, s).

Statistics shows that 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid is playing an increasingly important role. we look forward to future research findings about 956317-36-5.

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

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. 956317-36-5.

To a stirred solution of 7(184 mg,0.86 mmol) in DMF (5 ml) was added 92) (174 mg, 0.86 mmol), EDCI (198 mg, 1.03 mmol), HOAt (140 mg, 1.03 mmol), and N-methylmorpholine(0.5 ml, 4.30 mmol), the resulting mixture was stirred for 16 h at room temperature. The reaction mixture was diluted with EtOAc, sat.NaHCO3 aq, and organic phase was separated, the aqueous mixture was extracted with EtOAc. The organic phase and extracts were combined, dried over Na2SO4, and concentrated in vacuo. The residue was chromatographed on SiO2(Hexane- EtOAc = 2 : 1) to give 8 (300mg,87%) as a colorless oil. The 1H NMR and 13C NMR data for this compound was extremely complicated due to its existence as rotamers.1H NMR (500 MHz, CDCl3):delta 7.92-7.75 (3H, m), 7.33-7.10 (2H, m), 4.87-2.90 (7H, m), 2.41 (3H, s),2.19-1.88 (1H, m), 1.71-1.37 (10H, m), 1.31-1.10 (3H, m); 13C NMR(125 MHz, CDCl3): delta 169.59, 169.43, 168.98, 168.76, 154.89, 154.69,154.44, 138.16, 138.11, 137.81, 135.36, 135.24, 133.65, 133.57, 133.30, 130.12,129.52, 129.44, 129.03, 128.93, 128.27, 128.11, 127.95, 122.22, 122.13, 121.90,121.83, 79.54, 79.39, 52.02, 51.30, 48.16, 47.53, 46.39, 46.16, 45.49, 45.10,44.76, 44.41, 43.40, 42.96, 42.43, 42.03, 41.53, 41.16, 39.44, 36.85, 36.40,35.81, 35.02, 34.76, 34.47, 33.89, 29.40, 28.24, 28.16, 20.73, 20.67, 19.76,19.5517.96, 17.57, 17.33, 16.67; IR (neat): 1683, 1635 cm-1; MS (EI)m/z 399 (M+);HRMS (EI) calcd for C21H29N5O3:399.2270 (M+), found: 399.2273; [alpha]17 D -34.9 (c0.9, CHCl3).

The synthetic route of 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Article; Minehira, Daisuke; Takahara, Satoyuki; Adachi, Isao; Toyooka, Naoki; Tetrahedron Letters; vol. 55; 42; (2014); p. 5778 – 5780;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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.

The 5 – methyl -2 – (2 H – 1, 2, 3 – triazole -2 – yl) benzoic acid (2.03 g, 10 mmol) is added to the 100 ml round bottom flask in the single port, for anhydrous dichloromethane (20 ml) dissolved, then slowly adding thionyl chloride (15 ml, 200 mmol) and pyridine (0.15 ml, 2 mmol). The reaction solution gradually heating to reflux, the reaction 3 hours after stopping the reaction, cooling, slowly evaporating the solvent under reduced pressure, the obtained product can be directly into the next step.

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

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Zhang Yingjun; Xue Yaping; Lao Jinhua; Nie Biao; Xu Juan; (35 pag.)CN107759620; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 956317-36-5 as follows. 956317-36-5

HATU (1.94 g, 5.09 mmol) was added to a solution of 3,3-diethoxypropan-1-amine (0.50 g, 3.40 mmol), 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid (0.83 g, 4.08mmol) and N,N-diisopropylethylamine(DIPEA) (2.97 mL, 17.0 mmol) in DMF (5 mL), followedby stirring at room temperature for 15 h. An aqueous NaHCO3solution was added to the reaction solution, followed by extractionwith EtOAc. The organic layer was washed with brine and wasdried with MgSO4. The desiccant was then removed by filtration,and the solvent was distilled off under reduced pressure.The resulting residue was purified by column chromatography(20-80% EtOAc in hexanes) to yield N-(3,3-diethoxy-propyl)-5-methyl-2-(2H-1,2,3-triazol-2-yl)benzamide 14 as a brown oil(1.13 g, 100%).

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