Month: May 2021

7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, 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. Quality Control of 3-Methyl-1H-1,2,4-triazole

E) tert-butyl 6-methyl-5-(3-methyl-1H-1,2,4-triazol-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxylate To a solution of tert-butyl 5-chloro-6-methylpyrazolo[1,5-a]pyrimidine-3-carboxylate (1.08 g) in N,N-dimethylformamide (20.2 mL) were added 3-methyl-1H-1,2,4-triazole (469 mg) and potassium carbonate (781 mg) at room temperature. The reaction mixture was stirred at room temperature under an atmosphere dried with calcium chloride, and stirred overnight and then at 60 C. for 2 hr. The reaction mixture was cooled to room temperature, and water was added. The resulting solid was collected by filtration, washed with water, and dried under reduced pressure to give the title compound (870 mg) containing a regioisomer. MS (API+): [M+H]+315.2.

The synthetic route of 7170-01-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; Kawasaki, Masanori; Mikami, Satoshi; Nakamura, Shinji; Negoro, Nobuyuki; Ikeda, Shuhei; Nomura, Izumi; Ashizawa, Tomoko; Imaeda, Toshihiro; Seto, Masaki; Sasaki, Shigekazu; Marui, Shogo; Taniguchi, Takahiko; (130 pag.)US2016/159808; (2016); 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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., Quality Control of 3,5-Dibromo-1H-1,2,4-triazole

General procedure: 3,5-Dibromo-1,2,4-triazole (1; 658 mg, 2.9 mmol) or 3-chloro-1,2,4-triazole (300 mg, 2.9 mmol), o-quinone methide precursor 2 (2.9mmol), and K2CO3 (1.2 g, 8.7 mmol) were refluxed for 4 h in DMF (10mL). After completion of the reaction, the mixture was cooled, andpoured into H2O (30 mL). The precipitate formed was collected by filtration,washed with H2O, dried, and recrystallized.

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:
Article; Osipov, Dmitry V.; Osyanin, Vitaly A.; Voskressensky, Leonid G.; Klimochkin, Yuri N.; Synthesis; vol. 49; 10; (2017); p. 2286 – 2296;,
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., SDS of cas: 16681-70-2

K. (2S,4R)-5-Biphenyl-4-yl-2-hydroxymethyl-2-methyl-4-[(3H-[1,2,3]triazole-4-carbonyl)-amino]-pentanoic acid propyl ester (R4=H; R7=-(CH2)2CH3) (2S,4R)-4-Amino-5-biphenyl-4-yl-2-hydroxymethyl-2-methyl-pentanoic acid (76 mg, 242 mumol) in MeCN (0.4 mL, 8 mmol) and 4 M HCl in 1,4-dioxane (242 muL, 969 mumol) was combined with propan-1-ol (0.5 mL) at 60 C. The resulting mixture was stirred until solid precipitation was observed (~30 minutes). The solvent was evaporated under vacuum and the solids were azeotroped in toluene and dried under vacuum. 1,2,3-Triazole-4-carboxylic acid (0.0274 g, 0.242 mmol), DIPEA (169 muL, 969 mumol) and HATU (92 mg, 242 mumol) were combined in DMF (0.2 mL) and stirred for 5 minutes at room temperature. This was then combined with the dried solids, predissolved in DMF (0.2 mL) and DIPEA (0.5 eq.). The resulting mixture was stirred for 15 minutes and the reaction was quenched with AcOH. The product was purified by preparative HPLC and lyophilized to yield the title compound (24 mg; purity 95%). MS m/z [M+H]+ calc’d for C25H30N4O4, 451.23. found 451.4.

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

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