Triazoles

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. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, A new synthetic method of this compound is introduced below., name: 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

A mixture of 2-(2H-1,2,3-triazol-2-yl)benzoic acid (50 mg, 0.26 mmol) in thionyl chloride (2 mL) was stirred at 80C for 1 h, cooled to RT and concentrated in vacuo. The residue was dissolved in DCM (10 mL) and added to a solution of the product from step 5 (66 mg, 0.26 mmol) in DCM (1 mL) and DIPEA (0.1 ml) at 0C. The resulting mixture was stirred at RT for 12 h, poured into water and extracted with EtOAc (50 mL x 3). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The crude product was purified by Prep-TLC (50% EtOAc in petroleum ether) to give the title compound as a white solid.

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; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; BESHORE, Douglas C.; KUDUK, Scott D.; LUO, Yunfu; MENG, Na; YU, Tingting; WO2015/18027; (2015); 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., category: Triazoles

Ar2-COOH (1.leq) and HBTU (1.1 eq) dissolved in dichloromethane (20m1/mmol) were stirred at 25C for 0.5-2hours, then intermediates 12-17 (leq.) and DIPEA (2 eq.) 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 DCM/MeOH = 9/1)

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; ROTTAPHARM S.P.A.; STASI, Luigi Piero; ROVATI, Lucio; ARTUSI, Roberto; BOVINO, Clara; COLACE, Fabrizio; MANDELLI, Stefano; WO2013/127913; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 1533519-84-4, The chemical industry reduces the impact on the environment during synthesis 1533519-84-4, name is 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione, I believe this compound will play a more active role in future production and life.

Ethanol 535g was first added to a 1L four-necked flask at room temperature.Compound IV (106.9 g, 0.4 mol) was added with stirring and compound Vb (66.9 g, 0.22 mol) was added.Slowly warm up to 50-55C under nitrogen protection. The solid dissolves completely.Potassium bicarbonate 48 g was added in portions over 60-80 minutes. After the addition, the reaction is incubated at 50-55C for 2-3 hours.The disappearance of the TLC monitoring point indicates the end of the reaction.After the reaction was completed, insoluble material was removed by hot filtration, and the resulting filtrate was slowly cooled to -5C.A large number of white solids precipitated, and 100 ml of deionized water was added dropwise to the reaction flask over 1-2 hours to crystallize sufficiently.And remove inorganic salts. After deionized water is added, it is crystallized at -5C for 2 hours and filtered.The filter cake was washed with 100 ml of 95% ice-cold ethanol. The resulting compound (IIIa) was vacuum-dried,Dry at a temperature of 50-55C for 24 hours. 127.2 g of compound (IIIa) was obtained in a yield of 94%.

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-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang Xin Donggang Pharmaceutical Co., Ltd.; Yan Jianbo; Ma Liangxiu; Lin Yi; Hong Huabin; (16 pag.)CN107739344; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 41253-21-8, The chemical industry reduces the impact on the environment during synthesis 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, I believe this compound will play a more active role in future production and life.

in a 2000 L finished synthesis kettle, 138 kg of sodium triazole sodium salt was dissolved in 15 kg of formamide. Adding N,N-dimethylformamide mother liquor, slowly raising the temperature to 80 C at a rate of 55 C / h, and reacting at 80 C for 8 hours, Then, N,N-dimethylformamide was recovered under a vacuum of -0.085 MPa for 2.7 hours. After the completion of the collection, the mixture is transferred to a high-vacuum distillation still for fractional distillation, and the mixture is fractionated under a vacuum of 1.33 kPa and a temperature of 227 C for 8 hours, and cooled to room temperature to obtain a fluorosilazole; wherein, the formula of the specific alkylation reaction is as follows: Formula (3).

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, Sodium 1,2,4-triazol-1-ide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanxi Hengrun Chemical Co., Ltd.; Fan Ming; Li Cangzhen; Chen Dunguo; Chao Liumin; Wang Jianqiao; Yin Weixin; (7 pag.)CN108864165; (2018); 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. 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., SDS of cas: 16681-70-2

[0875] lH-1,2,3-triazole-5-carboxylic acid (3.1 mg, 27f.tmol) was combined with HATU (1 0.4 mg, 27 flillOI) in DMF(0.5 mL), and stirred for 10 minutes. DIPEA (4.8 f.LL, 27Mmol) was added and the resulting mixture was stirred for 1minute. Compound 2 (12 mg, 27 f.tmol) dissolved in DMF (1mL) was combined with added DIPEA (14.4 f.LL, 82 flillOI)followed by addition of the activated acid solution. The resultingmixture was stirred for 30 minutes then purified by reversephase chromatography (0-100% EtOAc/hexanes to yieldCompound 3 (1 0 mg).

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 16681-70-2.

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

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

Intermediate 24: N-[(1S,2R)-2-Aminocyclopentyl]-2-(2H-l,2,3-triazol-2-yl)benzamide hydrochloride To a solution of ieri-butyl N-[(i ?,2S)-2-aminocyclopentyl] carbamate (CAS number 721395-15-9; 250 mg, 1.248 mmol) in dry DCM (4 ml) was added 2-(2H- 1,2,3 -triazol-2- yl)benzoic acid (CAS number 1001401-62-2; 283 mg, 1.498 mmol), aza-HOBt (289 mg, 1.872 mmol), triethylamine (0.522 ml, 3.74 mmol) and EDC (359 mg, 1.872 mmol). The reaction was stirred at room temperature for 18 hours then diluted with DCM (20 ml) and washed with HCl (aq, 1M, 20 ml), water (10 ml), saturated sodium bicarbonate solution (20 ml) and brine (10 ml). The organic s were filtered through a hydrophobic frit and concentrated in vacuo to afford a residue which was purified by column chromatography (silica, 10-100% ethyl acetate / petrol) to afford a solid. This Boc-protected intermediate was dissolved in hydrogen chloride in 1,4-dioxane (4 M, 10 ml) and stirred at room temperature for 2 hours. The resulting mixture was concentrated in vacuo thenazeotropically distilled with toluene to afford the title compound.1H NMR (400 MHz, DMSO-d6): delta ppm 1.48 – 1.69 (m, 1 H), 1.61 – 1.84 (m, 3 H), 1.85 – 1.97 (m, 1 H), 1.96 – 2.13 (m, 1 H), 3.52 – 3.67 (m, 1 H), 4.19 – 4.37 (m, 1 H), 7.50 – 7.62 (m, 1 H), 7.61 – 7.71 (m, 1 H), 7.70 – 7.78 (m, 1 H), 7.81 – 7.85 (m, 1 H), 7.93 (br. s., 3 H), 8.08 (s, 2 H), 8.32 – 8.48 (m, 1 H)MS ES+: 272

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; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FIELDHOUSE, Charlotte; GLEN, Angela; ROBINSON, John Stephen; FUJIMOTO, Tatsuhiko; WO2015/55994; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 423165-07-5, name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, 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 423165-07-5, Safety of exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane

[Ill] Synthesis of tert-butyl 3-(3-(3-isopropyl-5-methyl-4H-l .2.4-triazol-4-ylV8- azabicvclor3.2.11octan-8-ylVl-phenyl-3-d9-propylcarbamate 107-dz (Yla = Ylb = D. Y2a = gamma2b = gamma2c = H). To a solution of amine 103 (0.20 g, 0.86 mmol), and 3-tert-butyl-3- phenylpropyl-1-di -aldehyde 111 (0.26 g, 1.03 mmol, 1.2 equiv) in CH2Cl2 (5 mL), at room temperature, was added Na2SO4. The mixture was stirred for 15 min followed by the addition OfNaCNBD3 (69 mg, 1.03 mmol, 1.2 equiv). The resultant mixture was stirred at room temperature for 15 h, diluted with 10 % K2CO3, and extracted with CH2Cl2 (3 x 20 mL). The combined organic extracts were washed with brine solution, dried over MgSO4, filtered and concentrated in vacuo to afford 107-d2, which was carried on to the next step without purification.; Amine 103 was combined with appropriately deuterated aldehyde 111 in CH2Cl2 (5 mL), Na2SO4 and NaCNBD3 to afford 107.

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; CONCERT PHARMACEUTICALS INC.; WO2008/63600; (2008); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 162848-16-0,Some common heterocyclic compound, 162848-16-0, name is 4-[1,2,4]Triazol-1-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.

Preparation T. 4-(lH-l,2,4-triazol-l-yl)benzoyl chloride4-(lH-l,2,4-triazol-l-yl)benzoic acid (lOOmg, 0.529 mmol) in sulfurous dichloride (2ml) was refluxed at 110C for 2h. After the excess SOCI2 was removed, the residue was dried in vacuo to give 4-(lH-l,2,4-triazol-l-yl)benzoyl chloride (110 mg, 0.529 mmol, 100 % yield) as a white solid which was used in subsequent reactions without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-[1,2,4]Triazol-1-yl-benzoic acid, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CIANCI, Christopher, W.; GERRITZ, Samuel; LI, Guo; PEARCE, Bradley, C.; PENDRI, Annapurna; SHI, Shuhao; ZHAI, Weixu; ZHU, Shirong; WO2012/33736; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 423165-07-5, These common heterocyclic compound, 423165-07-5, name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, 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.

Step 14 (S)-d2-{3-[3-(3-Isopropyl-5-methyl-[1,2,4]triazol-4-yl)-8-aza-bicyclo[3.2.1]oct-8-yl]-1-phenyl-propyl}-carbamic acid tert-butyl ester: A suspension of d1-sodium triacetoxyborodeuteride in toluene (prepared according to step 13) was added to a solution of 3-(3-isopropyl-5-methyl-[1,2,4]triazol-4-yl)-8-aza-bicyclo[3.2.1]octane (330 mg, 1.41 mmol), (S)-d1-(3-oxo-1-phenyl-propyl)-carbamic acid tert-butyl ester (415 mg, 1.65 mmol), d1-acetic acid (0.28 mL, 3.61 mmol) and dichloromethane (10 mL), at 0 C. The reaction mixture was allowed to warm to ambient temperature and stirred for 2 hours. The pH was adjusted to 11-12 with 10% aqueous potassium carbonate (10 mL) and the mixture was extracted with dichloromethane. The combined organic extracts were dried and concentrated to give a crude residue which was purified by flash chromatography to give the title compound. Yield 310 mg (47%). 1H-NMR (CDCl3.) delta: 1.37 (s, 9H), 1.39 (d, J=6.9 Hz, 6H), 1.62-2.20 (m, 8H), 2.28 (m, 2H), 2.57 (s, 3H), 2.99 (m, 1H), 3.39 (m, 2H), 4.29 (m, 1H), 4.81 (m, 1H), 6.30 (d, J=6.6 Hz, 1H), 7.20-7.40 (m, 5H). MS: m/z 470.3 (M++1).

Statistics shows that exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane is playing an increasingly important role. we look forward to future research findings about 423165-07-5.

Reference:
Patent; Auspex Pharmaceuticals, Inc.; US2008/146605; (2008); 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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, A new synthetic method of this compound is introduced below., COA of Formula: C3H3N3O2

F. (2S,4S)-5-Biphenyl-4-yl-2-hydroxymethyl-4-[(3H-[1,2,3]triazole-4-carbonyl)-amino]-pentanoic acid 1-cyclohexyloxycarbonyloxy-ethyl ester (R7=-CH(CH3)OCOO-cyclohexyl) (2S,4S)-5-Biphenyl-4-yl-4-t-butoxycarbonylamino-2-hydroxymethyl-pentanoic acid (50 mg, 120 mumol, 1.0 eq.), DMA (1 mL), DIPEA (0.13 mL, 0.75 mmol) and 1-chloroethyl cyclohexyl carbonate (52 mg, 250 mumol, 2.0 eq.) were combined. The reaction vessel was capped and microwaved at 80 C. for 2 hours. The mixture was dried under vacuum, dissolved in MeCN (2 mL), and combined with 4 M of HCl in dioxane (500 muL). The resulting mixture was stirred at room temperature for 30 minutes. The precipitate was filtered and discarded, and the filtrate containing the intermediate was concentrated down and submitted to next step. 1,2,3-triazole-4-carboxylic acid (14 mg, 120 mumol, 0.5 eq.) and HATU (48 mg, 120 mumol, 1.0 eq) were dissolved in DMF (1 mL) and the resulting solution was stirred for 5 minutes, followed by the addition of DIPEA (44 muL) and the intermediate from last step. The mixture was stirred for 5 minutes. The reaction was quenched with water and the product dried under vacuum. The product was then purified by preparative HPLC to yield the title compound (4.8 mg, 95% purity. MS m/z [M+H]+ calc’d for C30H36N4O7, 565.26. found 565.4.

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; THERAVANCE, INC.; US2012/213806; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics