Day: May 6, 2021

Electric Literature of 584-13-4, A common heterocyclic compound, 584-13-4, name is 4H-1,2,4-Triazol-4-amine, molecular formula is C2H4N4, 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: Compound 10 was prepared following apreviously published protocol. 4-Amino-4H-1,2,4-triazole (0.15 g, 1.72mmol) was added to a stirred mixture of 2,2′,4′-trichloroacetophenone (0.50 g, 2.24 mmol) in i-PrOH (3 mL). After stirring for 12 h at 80 C, the reaction mixture was cooled to rt and wasevaporated to dryness under reduced pressure to give a residue, which was dissolved in CH2Cl2(2 mL) and stirred for 30 min at 0 C. The precipitated solid was filtered and washed withCH2Cl2 (1 mL) to yield compound 10 (0.50 g, 94%) as a white solid.

The synthetic route of 584-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shrestha, Sanjib K.; Garzan, Atefeh; Garneau-Tsodikova, Sylvie; European Journal of Medicinal Chemistry; vol. 133; (2017); p. 309 – 318;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 1338226-21-3, 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. 1338226-21-3, name is 3-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 4-chloro-5-methyl-2-phenylphenol (62.2 mg, Intermediate Bi) inacetone (2 mL) was added K2C03 (42.6 mg) and 3-(chloromethyl)-4-methyl-1H-1,2,4-triazol- 5(4H)-one (35 mg, CAS: 1338226-21-3). The reaction mixture was stirred for 2 hours at reflux. The reaction mixture was poured on 10% aqueous NH4C1 solution (30 mL) and EtOAc (30 mL)and the layers were separated. The aqueous layer was extracted a second time with EtOAc (30 mL). The organic layers were washed with brine (30 mL), dried over MgSO4, filtered andconcentrated in vacuo. The residue was purified by silica gel chromatography on a 20 g column using an Flashmaster MPLC-system eluting with a gradient of DCM: MeOH (100/0 to 50/50) to give the title compound as an off-white solid (7 mg, 9%). MS (ESI): mlz = 330.100 [M+H].

The chemical industry reduces the impact on the environment during synthesis 3-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one. 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.; 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

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

Diazepane intermediate I (75 mmol) was dissolved in N, N-dimethylformamide (75 ml) followed by reducing body Department of temperature to 0 ~ 5 , was added triazole intermediates II (79mmol),Hydroxybenzotriazole (82.8 mmol), EDCI (82.8 mmol) and triethylamine (188 mmol) were added and the mixture was warmed naturally and stirred at room temperature overnight. Adding 10% citric acid solution, extracting with ethyl acetate, washing the organic layer with 5% sodium carbonate solution, washing with saturated saline solution, drying with anhydrous sodium sulfate, filtering and concentrating to obtain 32.8g of suvresol, yield 97%, Purity: 98.1%; the resulting product was further treated with isopropyl acetate and n-propyl acetate Recrystallization from heptane gave 31.8 g of a white solid in 94% yield

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

Reference:
Patent; Shanghai Aobo Bio-pharmaceutical Co., Ltd.; Guo Xiaowen; Lin Jianping; Gao Xiaofei; Huang Chao; Guo Yuanbin; Huang Luning; Tao Anping; Gu Hong; (6 pag.)CN106916149; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 13273-53-5, 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. 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 6,8-dichloro-2-methyl-4-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,2,3,4-tetrahydroisoquinoline(50 mg) obtained in Reference Example 3-1 in a dioxane (1.0 mL)-water (0.25 mL) mixed solvent,4-bromo-1-methyltriazole (23 mg), tri(2-furyl)phosphine (17 mg), cesium carbonate (78 mg), and tris(dibenzylideneacetone)dipalladium(0) (11 mg) were added in a nitrogen gas atmosphere, and the mixture was stirred at 90C for 5 hours.The reaction solution was allowed to cool, and then, water was added thereto, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and filtered, and then, the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (Biotage(registeredtrademark) SNAP Cartridge HP-Sphere, hexane:ethyl acetate = 100:0 ? 5:95) to obtain the title compound (12 mg,yield: 23%) as a light brown amorphous substance. 1H NMR (300 MHz, CDCl3) delta ppm 2.48 (s, 3H), 2.63 (dd, J=11.0, 8.5Hz, 1H), 3.03 (dd, J=11.0, 4.9Hz, 1H), 3.52 (d,J=15.7Hz, 1H), 3.84 (d, J=15.7Hz, 1H), 4.15 (s, 3H), 4.25-4.32 (m, 1H), 6.80-6.83 (m, 1H), 7.08-7.15 (m, 1H), 7.23 (d,J=2.0Hz, 1H), 7.33-7.40 (m, 1H), 7.60-7.80 (m, 3H). MS (+): 373 [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, 4-Bromo-1-methyl-1H-1,2,3-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Taisho Pharmaceutical Co., Ltd.; KURODA, Shoichi; KAWABE, Kenichi; USHIKI, Yasunobu; OHTA, Hiroshi; UNEUCHI, Fumito; SHIBATA, Tsuyoshi; TABUSE, Hideaki; MUNETOMO, Eiji; CHONAN, Sumi; (140 pag.)EP3173408; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 41253-21-8,Some common heterocyclic compound, 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, molecular formula is C2H2N3Na, 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-Fluoro-2-(1H-1,2,4-triazol-1-yl)benzonitrile. A suspension of 2,5-difluorobenzonitrile (4.5 g, 32.35 mmol) and 1,2,4-triazole sodium salt (3.6 g, 40 mmol) in dimethylformamide (40 mL) was heated at 80 C. for 15 h. The reaction mixture was then cooled, diluted with CH2Cl2 (200 mL), washed with water (3¡Á30 mL) and brine (30 mL), then dried (Na2SO4), filtered and concentrated to give a white solid which was purified by flash column chromatography (SiO2) using 1:1 to 3:1 ethyl acetate/Hexanes to afford the title compound (2.98 g, 49% yield) as a white powder. 1H NMR (500 MHz, CDCl3) delta: 8.70 (1H, s), 8.18 (1H, s), 7.76 (1H, dd, J=9.0, 4.8 Hz), 7.55 (1H, dd, J=7.3, 2.8 Hz), 7.51-7.47 (1H, m). LCMS (M+H) calcd for C9H6FN4: 189.17. found: 189.10.

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

Reference:
Patent; Bristol-Myers Squibb Company; US2007/129379; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, molecular formula is C3H4N4O2, 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. HPLC of Formula: C3H4N4O2

General procedure: A mixture of benzil (0.01 mol), aldehydes (0.01 mol), 3-amino-1,2,4-triazole-5-carboxylic acid (0.01 mol), ammonium acetate (0.01 mol) and ceric ammonium nitrate (15 mol%) as a catalyst were refluxed in ethanol (15 mL) for about 3-4 h. The progress of the reaction was monitored by TLC. After completion of reaction, the mixture was cooled to room temperature. The solid formed was filtered and dried. The crude products were recrystallized by ethanol.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3641-13-2, its application will become more common.

Reference:
Article; Nikalje, Anna Pratima G.; Ghodke, Mangesh S.; Kalam Khan, Firoz A.; Sangshetti, Jaiprakash N.; Chinese Chemical Letters; vol. 26; 1; (2015); p. 108 – 112;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 16681-65-5, These common heterocyclic compound, 16681-65-5, name is 1-Methyl-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.

A solution of n-BuLi (3.8 mL, 9.5 mmol, 2.5 M solution in hexane) was added slowly to a solution of 1-methyl-1H-1,2,3-triazole (0.83 g, 10 mmol) in THF (48 mL) at -50 C. After addition, stirring was continued for an additional 30 minutes and N-methoxy-N,2,6-trimethylisonicotinamide (0.97 g, 5.0 mmol, Intermediate 29: step a) dissolved in THF (12 mL) was slowly added. An additional 2 mL of THF was used to complete the quantitative addition. The mixture was stirred at -50 C. for 5 minutes then warmed to room temperature and stirred overnight. The solution was quenched with saturated aqueous NH4Cl. H2O was added and layers were separated. The aqueous layer was extracted with EtOAc and the combined organic extracts washed with brine, dried over MgSO4, filtered and evaporated in vacuo. The crude product was purified using flash column chromatography (0 to 100% EtOAc/DCM) to provide the title compound.

The synthetic route of 16681-65-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Fourie, Anne; Xue, Xiaohua; Cummings, Maxwell D.; Jones, William Moore; Goldberg, Steven; US2015/105366; (2015); A1;,
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 7170-01-6 as follows. Recommanded Product: 7170-01-6

To a solution of 2-chloropyrimidine-5–carbaldehyde (0.25 g, 1.75 mmol) in THF (7 rnL) was added K2C03 (0.36 g, 2.63 mmol) and 3-methyi-1T-1-i,2,4-1riazoie (022 g, 2.63 mmoi). The resulting mixture was stirred at 70 0Q for 2 h. The reaction mixture was cooled to ambient temperature and poured into ice cold water (30 mL) and extracted with ethyl acetate (2 x 50 mL).The combined organic layers were washed with brine (20 mL), dried over sodium sulfate and distilled under reduced pressure. The residue was recrystallised from DCM/n-hexane to obtain Intermediate 105 (0300 g, 7050%) as yellow sticky material, ?HNMR (400 MHz, DMSO-d6) oepprn 2.34 2.43 (rn, 3 H), 9.29 – 9.40(m, 2H), 10.10- 10.25 (m, I H), 13.69(br. s., I H). LCMS (Zvlethod-D): retention time 0.42 mm, [M+ii 190.2.

According to the analysis of related databases, 7170-01-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GUNAGA, Prashantha; BHIDE, Rajeev S.; BORA, Rajesh Onkardas; PANDA, Manoranjan; YADAV, Navnath Dnyanoba; PRIESTLEY, Eldon Scott; RICHTER, Jeremy; (321 pag.)WO2018/93569; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 74205-82-6, The chemical industry reduces the impact on the environment during synthesis 74205-82-6, name is (1H-1,2,4-Triazol-1-yl)methanol, I believe this compound will play a more active role in future production and life.

The indoline (1) (10.0 (^, 0.08311101) was added to a 11 round bottom flask, Glacial acetic acid 1001111, stirring at room temperature 0.5h, adding triazole methyl alcohol (16.61 g, 0.167 mol), and the reaction was stirred at 80 C for 3 h. TLC indicated that the reaction was complete and stopped The reaction was cooled to room temperature, 40% aqueous sodium hydroxide (100 ml) and 100 ml of methanol were added under ice-cooling, refluxed for 0.5 h at 70 C, Dichloromethane (75 mL x 3), saturated brine (150 ml x 2), dried over anhydrous sodium sulfate and concentrated to give Yellow oil 7.74 g (2), yield 46.6%

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-1,2,4-Triazol-1-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sichuan University; Wu, Yong; Guan, mei; Zhao, yinbo; Hai, Li; He, Yi; Li, Xiao Cen; (9 pag.)CN103664901; (2016); B;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

4928-87-4, name is 1,2,4-Triazole-3-carboxylic 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. Product Details of 4928-87-4

A mixture of 3-(6-phenylpyridin-3-yl)-5-(piperidin-4-yl)-8,9- dihydropyrazolo[l,5-a]pyrido[3,2-e]pyrimidin-6(7H)-one (70 mg, 0.17 mmoL), 1H- 1,2,4- triazole-3-carboxylic acid (20.5 mg, 0.18 mmoL), EDC (63 mg, 0.33mmoL), HOBt (44.6 mg, 0.33 mmoL) and DIEA (172.2 uL, 0.99 mmoL) in DMF (3 mL) was stirred at room temperature for 2h. Purification with prep-LC provided 5-(l-(4H-l ,2,4-triazole-3- carbonyl)piperidin-4-yl)-3~(6-phenylpyridin-3-yl)-8,9-dihydropyrazolo[l,5-a]pyrido[3s2- e]pyrimidin-6(7H)-one: LCMS tR = 3.15 Min (10 rain run, UV 254nm)- Mass calculated for, M+ 519.2, observed LC/MS m/z 519.97 (M+H).

The synthetic route of 4928-87-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; MENG, Zhaoyang; REDDY, Panduranga Adulla, P.; SIDDIQUI, M. Arshad; MANDAL, Amit, K.; LIU, Duan; ZHAO, Lianyun; MCRINER, Andrew; WO2012/27234; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics