Triazoles

Adding a certain compound to certain chemical reactions, such as: 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic 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 16681-70-2, COA of Formula: C3H3N3O2

cyanopyrrolidin-1 -yl)-2-oxoethyl)-1 H-1 ,2,3-triazole-5-carboxamide 1 H-1 ,2,3-triazole-4-carboxylic acid (0,092 g, 0,814 mmol) was dispersed in dry dioxane (3m L) in a round bottom flask with nitrogen. To this 1 -chloro-N,N,2-trimethylprop-1 -en-1 -amine (0,151 ml, 1 ,139 mmol) was added and the reaction was stirred for 30 minutes at room temperature. The starting material dissolves over time, Then (S)-1 -(2-aminoacetyl)pyrrolidine-2-carbonitrile hydrochloride (0,247 g, 1 ,302 mmol) with N-ethyl-N-isopropylpropan-2-amine (0,307 ml, 1 ,709 mmol) was added and the mixture was stirred for 2h, evaporated to dryness and redissolved in ethyl acetate. Followed by washing with 0.1 N citric acid and saturated sodium bicarbonate and – – brine. After drying over sodium sulfate, filtration and evaporation, the product was purified using column chromatography. Yield: 34mg, 40% 1 H NMR (400 MHz, DMSO) (9/1 mixture of trans/cis amide rotamers) delta 15.53 (s, 1 H), 8.58 – 8.44 (s, 1 H), 8.39 (s, 1 H), 5.28 – 5.22 (m, 0.1 H), 4.77 (dd, J = 3.76, 7.32 Hz, 1 H), 4.30 (dd, J = 5.61 , 16.77 Hz, 0.2H), 4.10 (d, J = 5.76 Hz, 2H), 3.68 (ddd, J = 4.04, 7.68, 9.39 Hz, 1 H), 3.50 (td, J = 6.84, 9.09 Hz, 1 H), 2.31 – 1 .88 (m, 4H). UPLC I (ESI) Rt 0.72 min, m/z 249.6 [M+H]+ (96%) ; LC-MS (l-B) Rt 4.0 min, m/z 249.0 [M+H]+ (96%)

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-[1,2,3]Triazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITEIT ANTWERPEN; FOX CHASE CANCER CENTER; JANSEN, Koen; DE MEESTER, Ingrid; HEIRBAUT, Leen; CHENG, Jonathan D; JOOSSENS, Jurgen; AUGUSTYNS, Koen; VAN DER VEKEN, Pieter; WO2013/107820; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 27996-86-7,Some common heterocyclic compound, 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, molecular formula is C9H7N3O, 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.

To a stirred solution of 4-(1 H-1 ,2,4-triazol-1-yl)benzaldehyde (400 mg, 2.28 mmol) in dry MeOH (5 ml_), NaBH4 (93 mg, 2.74 mmol) was added at 0 C and the resulting mixture was stirred at RT for 2 h. After completion of the reaction, ice water was added and the mixture was extracted with EtOAc (2 x 20 ml_). The combined organic layer was washed with brine (2 ml_), dried over Na2S04 and concentrated under vacuum. The resulting crude product was purified by flash chromatography (Eluent: 34% EA in pet ether) to get the title product. Yield: 67% (271 mg, white solid). 1H NMR (400 MHz, DMSO-cfe): d 9.27 (s, 1 H), 9.25 (s, 1 H), 7.78 (d, J = 8.6 Hz, 2H), 7.13 (d, J = 8.6 Hz, 2H), 4.85 (s, 1 H), 3.96 (s, 2H). LCMS: (Method A) 176.1 (M+H), Rt.1.04 min, 99.79% (Max).

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-benzaldehyde, its application will become more common.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; WISHART, Grant; KULKARNI, Santosh S.; RAKESH, Paul; (338 pag.)WO2020/39027; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 1001401-62-2,Some common heterocyclic compound, 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-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.

To a solution of compound 4 (1.0 g, 4.42 mmol) and 2-(2H-1,2,3-triazol-2- yl)benzoic acid (0.84 g, 4.42 mol) in DCM (50 mL) was added HATU (1.70 g, 4.50 mmol), DIPEA (0.60 g, 4.5 mmol) succesively. The solution was stirred at RT for 9 h under N2, then poured into water (30 mL) and extracted with DCM (20 mL x 3). The combined organic layerswere washed with brine (30 mL), dried over Na2504, filtered and concentrated in vacuo. The residue was purified by column chromatography (petroleum ether: EtOAc = 7: 1 to 2 : 1) to give the title compound 5 (1.5 g,). LRMS m/z (M+H) 398.2 found, 398.2 required.

The synthetic route of 1001401-62-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KIM, Ronald; KUDUK, Scott, D.; LIVERTON, Nigel; ZHUO, Gang; (97 pag.)WO2016/100157; (2016); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 7411-23-6, 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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows.

SEM-Cl (808.41 mg, 4.85 mmol, 858.18 mL, 1 eq) was added to a dichloromethane solution (10 mL) of acompound WX073-1 (1.1g, 4.85mmol, 1 eq) and triethylamine (727.00 mg, 7.18mmol, 1 mL, 1.48 eq), and the resultingmixture was reacted 25C for 1 hour. The reaction solution was spin-dried to obtain the target compound WX073-2. ESIm/z: [M-TMS+O]-=300.1.

The chemical industry reduces the impact on the environment during synthesis 3,5-Dibromo-1H-1,2,4-triazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shandong Danhong Pharmaceutical Co., Ltd.; LUO, Zhi; LI, Xiaolin; YANG, Yaxun; YANG, Lele; LI, Peng; HE, Haiying; LI, Jian; CHEN, Shuhui; (155 pag.)EP3626699; (2020); 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. 202931-88-2, name is 1-Methyl-1H-1,2,3-triazole-5-carbaldehyde, A new synthetic method of this compound is introduced below., name: 1-Methyl-1H-1,2,3-triazole-5-carbaldehyde

To a flask containing 6-bromo-4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinoline (1.45 g, 3.37 mmol, Intermediate 10: step d) was added THF (25 mL) and the solution was cooled to -75 C. n-BuLi (2.5 M in hexanes, 1.3 mL, 3.25 mmol) was added dropwise. After 2 minutes, 1-methyl-1H-1,2,3-triazole-5-carbaldehyde (580 mg, 5.22 mmol, Intermediate 18) in 3 mL THF was introduced. The reaction mixture was allowed to warm to -20 C. over 45 minutes at which time the reaction was quenched with aqueous NH4Cl solution. The aqueous portion was extracted with EtOAc (5*40 mL) and the combined organics were washed with brine, dried over MgSO4, filtered and concentrated. Chromatography on silica gel (5% CH3CN-DCM increasing to 30% CH3CN +2% MeOH) afforded the title compound as an off white amorphous solid. 1H NMR (600 MHz, CDCl3) delta 8.15 (d, J=1.9 Hz, 1H), 7.82 (d, J=8.6 Hz, 1H), 7.54 (dd, J=8.6, 2.0 Hz, 1H), 7.49 (d, J=8.2 Hz, 2H), 7.38 (d, J=8.1 Hz, 2H), 7.27 (s, 1H), 6.14 (d, J=4.6 Hz, 1H), 5.01 (s, 1H), 4.33 (s, 2H), 4.07 (s, 3H), 3.95 (s, 3H). MS (ESI): mass calcd. for C22H18ClF3N4O2, 462.1, m/z found 463.1 [M+H]+.

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; 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.; US2015/105372; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, 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. COA of Formula: C2H2N3Na

Compound 485; Synthesis of (4-hvdroxy-3,5-dimethochiyphenylY5-thiazol-2-yl-2-r 1 ,2,41 thiazol- 1 -yl-phenyl)methanone; Compound 347 [(5-(thiazol-2-yl)-2-(lH-l,2,4-triazol-l-yl)phenyl)(3,4,5- trimethoxyphenyl)methanone] (41.7 mg, 0.1 mmol) was dissolved in DMF (3 ml), and 1,2,4-triazole-Na (27 mg) was added thereto at room temperature. The mixture was reacted at 130C for 12 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, and diluted with an EtOAc solution. The organic layer was washed with a saturated ammonium chloride solution, water, and brine. The extracted organic layer was dried over anhydrous MgSO4, and the solid substance was filtered off. The filtrate was vacuum evaporated to remove the solvent. The resulting residue was purified by column chromatography (SiO2, CH2Cl2/MeOH=40/l?10/l) to obtain Compound 485 (78.7 mg, 73%) in a form of a white solid.1H NMR (CDCl3) delta 8.375 (brs, IH), 8.345 (dd, J = 10.5, 8.40, IH), 8.173 (d, J= 2.10 Hz, IH), 7.965 (m, 2H), 7.773 (d, J= 8.40 Hz, IH), 7.476 (d, J = 3.0 Hz, IH), 3.857 (s, 6H). MS (ESI) m/z 409 (M+ + H).

The synthetic route of Sodium 1,2,4-triazol-1-ide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; WO2008/38955; (2008); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 184177-83-1, 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. 184177-83-1, name is 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one, This compound has unique chemical properties. The synthetic route is as follows.

Into the 25ml reaction bottle1-((2S,3S)-2-(Benzyloxy)-3-pentyl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H -1,2,4-triazole-5(4H)-one (0.30 g, 0.58 mmol),((3R,5S)-5-((1H-1,2,4-Triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl P-toluenesulfonate (0.25 g, 0.53 mmol), stirred and dissolved, DMSO (3 ml) and 50% NaOH solution (0.11 g, 1.33 mmol), and stirred at room temperature for 4.0 h.10 ml of water was added dropwise, stirred for 0.5 h, filtered, washed with a small amount of water, and the crude product was directly subjected to a step reaction.

The chemical industry reduces the impact on the environment during synthesis 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-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; Yangzijiang Pharmaceutical Group Co., Ltd.; Shanghai Pharmaceutical Industry Institute; Huang Huoming; Lv Huimin; Xiao Zhichao; Cai Wei; Ren Zhongjie; Zhou Ting; Liu Zhenren; Zhou Weicheng; Zhang Haibo; (35 pag.)CN108341754; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 61-82-5, These common heterocyclic compound, 61-82-5, name is 1H-1,2,4-Triazol-5-amine, 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: A mixture of aromaticaldehyde (1.0 mmol) and dimedone(1.0 mmol) with 2-aminobenzimidazole or 3-amino-1,2,4-triazole (1.0 mmol) was stirred in acetic acid (5 mL) at 60 Cfor the appropriate time (Tables 3, 4). The progress of thereaction was monitored by TLC. After completion of thereaction, a thick precipitate was obtained. The solid productwas filtered off and washed with acetic acid (3 ¡Á 2 mL) togive the pure products 4 and 6, and subsequently dried in air.The pure products were characterized by conventional spectroscopicmethods. Physical and spectral data for the compounds,4b, 4c, 4h, 4j, 6a, 6c, and 6h are represented below:

The synthetic route of 61-82-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mousavi, Mir Rasul; Maghsoodlou, Malek Taher; Hazeri, Nourallah; Habibi-Khorassani, Sayyed Mostafa; Journal of the Iranian Chemical Society; vol. 12; 8; (2015); p. 1419 – 1424;,
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. 4314-22-1, name is 2-(1H-1,2,3-Triazol-1-yl)acetic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4314-22-1

(ii) In a manner analogous to that described in Example 8 from (E)-2(R)-[1(S)-(benzyloxycarbamoyl)-4-phenyl-3-butenyl]-2′-(2-ethylbutyl)-4-methylvalerohydrazide and using 1,2,3-triazole-1-acetic acid in place of N-tert-butoxycarbonyl-beta-alanine there was obtained (E)-2(R)-[1(S)-(benzyloxycarbamoyl)-4-phenyl-3-butenyl]-2′-(2-ethylbutyl)-4-methyl-2′-[2-(1H-1,2,3-triazol-1-yl)acetyl]valerohydrazide in the form of a gum.

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 4314-22-1.

Reference:
Patent; Hoffmann-La Roche Inc.; US6239151; (2001); B1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 16681-70-2, The chemical industry reduces the impact on the environment during synthesis 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, I believe this compound will play a more active role in future production and life.

[0864] lH-1,2,3-triazole-4-carboxylic acid (9.8 mg, 87f.tmol) and HATU (36.4 mg, 96 f.tmol) were combined in DMF(3.0 mL) and stirred at room temperature for 15 minutes. Compound 2 (40.3 mg, 87 fllllOl) and DIPEA (46 f.LL, 261f.tmol) were added and the resulting solution was stirred atroom temperature for 15 minutes, after which time LCMSindicated desired product formation. The solvent wasremoved in vacuo and the crude residue was purified byreverse phase chromatography to yield Compound c (34.5mg) as a TFA salt. MS m/z [M+Ht calc’d forC28H33ClFN50 4 , 558.22. found 558.

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-[1,2,3]Triazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see.

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