Category: Triazoles

Electric Literature of 4922-98-9, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 4922-98-9, name is 5-Phenyl-1H-1,2,4-triazol-3-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: Initially, amidoguanidines (7) were prepared via the reaction of substituted benzoyl chloride (5) (10 mmol) and aminoguanidine hydrochloride (6) (20 mmol). The obtained intermediates (7) were then treated with microwave irradiation power (100 W) for 8-15 min in water to generate 5-amino-1,2,4-triazoles (8) [18] . Subsequently, 5-amino-1,2,4-triazoles (8) (3 mmol) were reacted with ethoxycarbonyl isothiocyanate (3.3 mmol) in anhydrous DMF (4 ml) at room temperature, leading to formation of thiourea derivatives (9).

The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules.Read on for other articles about 5-Phenyl-1H-1,2,4-triazol-3-amine, hurry up and to see.

Reference:
Article; Bera, Hriday; Lee, Min Huey; Sun, Lingyi; Dolzhenko, Anton V.; Chui, Wai Keung; Bioorganic Chemistry; vol. 50; (2013); p. 34 – 40;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 74733-90-7, name is 2-(4-Bromophenyl)-2H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Formula: C8H6BrN3

Step 3: 6-(4-(2H-1,2,3-triazol-2-yl)phenyl)-N-(1-((1-cyanocyclopropyl)carbamoyl)-4,4-difluorocyclohexyl)benzofuran-2-carboxamide To a 50 mL two-neck flask were added 2-(4-bromophenyl)-2H-1,2,3-triazole (42 mg, 0.18 mmol), N-(1-((1-cyanocyclopropyl)carbamoyl)-4,4-difluorocyclohexyl)-6-(4,4,5,5 -tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuran-2-carboxamide (80 mg, 0.15 mmol), toluene (6 mL) and ethanol (2 mL). Then Pd(Ph3P)4 (156 mg, 0.14 mmol) and potassium carbonate (43.5 mg, 0.31 mmol) were added. The resulting mixture was stirred at 90C for 3 h. After the reaction was completed, the mixture was cooled to rt, and poured into water (20 mL). The mixture was stirred vigously, then extracted with ethyl acetate (20 mL*3). The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by silica-gel column chromatography (EtOAc:DCM=1:20, V/V) to give a white solid (45 mg, 54.43%). MS(ESI, pos.ion)m/z:531.4 (M+1); 1H NMR (400 MHz, DMSO-d6) delta 8.78 (s, 1H), 8.52 (s, 1H), 8.20-8.12 (m, 3H), 8.06 (s, 1H), 8.00 (d, J = 8.6 Hz, 2H), 7.92 (d, J = 8.2 Hz, 1H), 7.76 (d, J = 7.8 Hz, 2H), 2.22 (s, 3H), 2.02 (d, J = 25.0 Hz, 6H), 1.08 (s, 3H), 0.86 (s, 2H).

In conclusion, we affirm that quantitative kinetic descriptions of catalytic behavior continue to serve as an indispensable tool to navigate research efforts intended to model. Read on for other articles about 74733-90-7.

Reference:
Patent; Sunshine Lake Pharma Co., Ltd.; WANG, Xiaojun; ZHOU, Pingjian; YANG, Chuanwen; HUANG, Changwei; XIONG, Shaohui; ZHANG, Yingjun; ZHANG, Jiancun; (139 pag.)EP3342765; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Formula: C3H3N3O2

A mixture of 50 mg (0.045 mmol) of compound 136 hydrochloride, 18.8 mg (0.166 mmol) of 1 H-1,2,4-triazol-22.4 mg (0.166 mmol)H0Bt and 31.8 mg EDCISuspended in 4mlTwo gas a burning,Add 58.8 mg(0.581 mmol) of triethylamine,Stirred at room temperature overnight,TLC (DCM: Me0H = 10: l)Showing that most of the raw materials did not react,Additional10 mg of 1H-1,2,4-triazole-3-carboxylic acid,47 mg of HATU and 30 mg of triethylamine,Stirred at room temperature overnight,TLC (DCM: Mu0Eta =10: 1) shows most of the raw material reaction finished,Add 15ml saturated sodium bicarbonate solution for 0.5 hours, the organic phase, the water phase(5: 10) dichloromethane methanol mixture (about 10: 1) extraction, and then 2 1 10 ml of dichloromethane extraction, combined organic phase, dryDry, filtered, evaporated to dryness, preparative TLC purification (dichloromethane: methanol = 10: 1)To give the title compound of Example 51,11mg light yellowThe yield was 21.2%.

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 1,2,4-Triazole-3-carboxylic acid ,and how the biochemistry of the body works.

Reference:
Patent; Beijing Foreland Pharma Co., Ltd; Zhang, Xingmin; Wang, Ensi; Niu, Shengxiu; Guo, Jing; Dai, Zhuolin; Zheng, Nan; Ji, Qi; Li, Qinyan; Liang, Tie; (109 pag.)CN104411706; (2016); B;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C2H2BrN3

To a reaction vial were added 2-bromo-5-(trifluoromethoxy)pyridine ( 1.0 g, 4.1 mmol) and 3-bromo- l – -l,2,4-triazole (0.91 g, 6.2 mmol). Lambda ,/V-Dimethylformamide (16 ml_) and cesium carbonate (2.6 g, 8.2 mmol) were added, and the vial was degassed for 5 minutes with argon. Copper(I) iodide (0.077 g, 0.41 mmol) was added, and the via l was further degassed for 5 minutes with argon. The vial was capped and heated at 100 C for 1 hour in a Biotage Initiator microwave reactor, with external IR-sensor temperature monitoring from the side of the vessel. The reaction mixture was cooled to room temperature, poured onto crushed ice (3 volumes), and extracted with ethyl acetate (3 x 150 ml_). The combined organic layers were dried over sodium sulfate, filtered, and concentrated. Purification by flash column chromatography using 0-40% ethyl acetate/hexanes as eluent provided the title compound as a pale brown liquid (0.40 g, 31%) : *H N MR (400 MHz, CDCI3) delta 9.01 (s, 1H), 8.39 (d, J = 2.4 Hz, 1H), 7.94 (d, J = 8.8 Hz, 1H), 7.77 (dd, J = 1.6 Hz, 8.8Hz, 1H) ; ESIMS m/z 309 ([M + H]+).

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 5-Bromo-1H-1,2,4-triazole ,and how the biochemistry of the body works.

Reference:
Patent; DOW AGROSCIENCES LLC; GIAMPIETRO, Natalie C.; CROUSE, Gary D.; SPARKS, Thomas C.; DEMETER, David A.; (242 pag.)WO2017/40742; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 1455-77-2, New Advances in Chemical Research in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, molecular formula is C2H5N5, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

General procedure: A suspension of 3,5-diamino-1,2,4-triazole (0.1 g, 1 mmol) in absolute EtOH (10 mL) was added to a stirring solution of azo-coupled precursors, Ia-IVa, (2 mmol) in absolute EtOH (50 mL) during a period of 10 min at 60-70 °C. The mixture was heated in water bath for 15 h at 80 °C with stirring. The mixture was filtered whilst hot and the obtained solid was washed with hot ethanol (three time) and then with diethylether. The resulted product was dried in air.

This is the end of this tutorial post, and I hope it has helped your research about 1455-77-2!

Reference:
Article; Khanmohammadi, Hamid; Erfantalab, Malihe; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 86; (2012); p. 39 – 43;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 81606-79-3, name is 2-(1,2,4-Triazol-1-yl)acetonitrile belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Safety of 2-(1,2,4-Triazol-1-yl)acetonitrile

General procedure: A solution of aryl acetonitrile 2 (50 mg), and triethylamine (1.1 equiv.) in dimethylformamide dimethyl acetal (0.5 mL, 3.76 mmol) was heated in a microwave reactor at 120 C for 20 minutes. The mixture was cooled to RT, and solvents were then evaporated. To the resulting crude product 3 was added hydrazine mono-hydrobromide (3.0 equiv.), 200 proof EtOH (1.0 mL), and H2O (0.3 mL). The mixture was heated in a microwave reactor at 120 C for 20 minutes. The mixture was cooled to RT and concentrated in vacuo. The resulting residue was subjected to liquid-liquid extraction using saturated NaHCO3 (aq) and CH2Cl2. The organic layer was collected, dried over anhydrous MgSO4, filtered and removed under vacuum to afford 4.The resulting crude product 4 and 2-arylsubstitutedmalondialdehydes or 1,1,3,3tetramethoxypropane (1.0 equiv.) were dissolved in glacial AcOH (1.0 mL) and 200 proof EtOH (1.5 mL). The mixture was heated in a microwave reactor at 120 C for 20 minutes. After cooling on ice, the precipitate was collected on a fine scintered-glass frit and washed with icecold EtOH (2 x 1.0 mL). The resulting crystals 5-32 were dried and collected.

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 2-(1,2,4-Triazol-1-yl)acetonitrile, in my other articles.

Reference:
Article; Singleton, Justin D.; Dass, Reuben; Neubert, Nathaniel R.; Smith, Rachel M.; Webber, Zak; Hansen, Marc D.H.; Peterson, Matt A.; Bioorganic and Medicinal Chemistry Letters; vol. 30; 2; (2020);,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 7411-23-6, New Advances in Chemical Research in 2021.Reactions catalyzed within inorganic and organic materials and at electrochemical interfaces commonly occur at high coverage and in condensed media, 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, molecular formula is C2HBr2N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

2-(3-bromopropoxy)tetrahydro-2H-pyran (5.60 g, 4.25 ml, 25.1 mmol, Eq: 1.00) and DIPEA (3.24 g, 4.38 ml, 25.1 mmol, Eq: 1.00) were added to a suspension of 3,5-dibromo-lH- 1,2,4- triazole (5.69 g, 25.1 mmol, Eq: 1.00) in MeCN (50.0 ml). The reaction was stirred at 90 C for 3 hr, cooled down to RT and concentrated in vacuo. The residue was purified by flash column chromatography over silica gel (eluent: EtOAc/ heptane from 20/80 to 60/40) to yield 3, 5-dibromo-l-(3-tetrahydropyran- 2- yloxypropyl)- 1,2, 4-triazole (7.50 g, 19.7 mmol, 79% yield) as light yellow oil.

Therefore, this conceptually novel strategy might open impressive avenues to establish green and sustainable chemistry platforms.In my other articles, you can also check out more blogs about 3,5-Dibromo-1H-1,2,4-triazole.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; RATNI, Hasane; CARTER, Jennifer Louise; (54 pag.)WO2020/48904; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 1001401-62-2, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 1001401-62-2, name is 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.

EXAMPLE 1 2-(((3R,6R)-l-(2-(2H-l,2,3-Triazol-2-yl)benzoyl)-6-methylpiperidin-3- yl)amino)isonicotinonitrile Step 1: (2R,55′)-Benzyl 2-methyl-5-((methylsulfonyl)oxy)piperidine-l-carboxylate (2) A solution of (2R,55)-benzyl 5-hydroxy-2-methylpiperidine-l-carboxylate (15.0 g, 60.2 mmol), 4-dimethylamino pyridine (0.74 g, 6.0 mmol), and (( (401 mL) was treated with DIEA (15.8 mL, 90.0 mmol) and cooled at 0 C. Methanesulfonyl chloride (5.9 mL, 75 mmol) in (( (67 mL) was added dropwise and stirring continued at 0 C for 2 h. The reaction was diluted with water and 1 N HQ and the separated organics were washed with brine, dried over MgS04, filtered, concentrated and dried, providing the crude title compound which was used without further purification. LRMS m/z (M+H) 328.3 found, 328.1 required. Step 2: (2R,5R)-Benzyl 5-azido-2-methylpiperidine-l-carboxylate (3) A solution of crude (2R,55)-benzyl 2-methyl-5-((methylsulfonyl)oxy)piperidine- 1 -carboxylate (19.7 g, 60.2 mmol) and sodium azide (6.65 g, 102 mmol) in DMF (86 mL) was heated to 85 C overnight. The reaction was diluted with EtOAc, washed 2x with water, lx with brine, dried over magnesium sulfate, filtered, and concentrated, providing the crude title compound which was used without further purification. LRMS m/z (M+H) 275.3 found, 275.2 required. Step 3: (2R,5R)-Benzyl 5-amino-2-methylpiperidine-l -carboxylate (4) To a solution of (2R,5R)-benzyl 5-azido-2-methylpiperidine-l-carboxylate (15.2 g, 55.4 mmol) in THF (111 mL) was added trimethylphosphine (1.0 M in toluene, 55.4 mL, 55.4 mmol) dropwise over 20 min. The reaction was quenched with water (30 mL) and stirred at RT overnight. The mixture was diluted with dichloromethane, washed 2x with water, lx with brine, dried over magnesium sulfate, filtered, and concentrated, providing the crude title compound as an orange oil which was used without further purification. LRMS m/z (M+H) 249.6 found, 249.3 required. Step 4: (2R,5R)-Benzyl-5-((?ert-butoxycarbonyl)amino-2-methylpiperidine-l-carboxylate (5) A solution of (2R,5R)-Benzyl 5-amino-2-methylpiperidine-l-carboxylate (3.08 g, 12.4 mmol) and 4-dimethylaminopyridine (0.015 g, 0.12 mmol) in dichloromethane (62 mL) was treated with a solution of di-tert-butyl dicarbonate (2.91 mL, 12.5 mmol) in dichloromethane (20 mL) dropwise and stirred at RT overnight. The reaction was concentrated in vacuo, providing the crude title compound which was used without further purification. LRMS m/z (M+H) 349.4 found, 349.3 required. Step 5: tert-Butyl ((3R,6R)-6-methylpiperidin-3-yl)carbamate (6) A solution of (2R,5R)-benzyl-5-((/er/-butoxycarbonyl)amino-2-methylpiperidine- 1 -carboxylate (4.32 g, 12.4 mmol) and palladium (10 wt % on activated carbon, 0.300 g, 2.82 mmol) in degassed ethanol (100 mL) and methanol (5 mL) was stirred for 72 h under an atmosphere of hydrogen gas. Additional palladium (10 wt % on activated carbon, 0.10 g, 0.94 mmol) was added, and the reaction was recharged with hydrogen gas and allowed to stir at RT overnight. The degassed mixture was then filtered over celite, washing with EtOH. The filtrate was concentrated to give the titled compound as a crude, light yellow solid which was used without further purification. Step 6: tert-Butyl((3R,6R)-l-(2-(2H-l,2,3-triazol-2-yl)benzoyl)-6-methylpiperidin-3- yl)carbamate (7) A solution of 2-(2H- 1,2,3 -triazol-2-yl)benzoic acid (4.24 g, 22.40 mmol), tert- butyl ((3R,6R)-6-methylpiperidin-3-yl)carbamate (3.20 g, 14.93 mmol), l-hydroxy-7- azabenzotriazole (4.06 g, 29.9 mmol), EDC (5.72 g, 29.9 mmol), and DIEA (15.65 mL, 90 mmol) in DMF (100 mL) was heated at 50 C overnight. The reaction was diluted with saturated, aqu. aHC03 and extracted 2x with EtOAc. The organics were washed with brine, dried over MgS04, filtered, and concentrated. The residue was purified by silica gel gradient chromatography (0-80% EtOAc in hexanes), providing the title compound. LRMS m z (M+H) 386.4 found, 386.2 required. Step 7: (2-(2H-l,2,3-Triazol-2-yl)phenyl)((2R,5R)-5-amino-2-methylpiperidin-l-yl)methanone (8) A solution of tert-butyl((3R,6R)-l-(2-(2H-l,2,3-triazol-2-yl)benzoyl)-6- methylpiperidin-3-yl)carbamate (3.6 g, 9.3 mmol) in EtOAc (78 mL) was saturated with HC1 (g) and stirred for 2 h. The reaction was concentrated and the residue basified with 1 N NaOH. The mixture was extracted 3x with EtOAc, then the organics were washed with brine, dried over MgS04, filtered, and concentrated. The residue was purified by silica gel gradient chromatography (0-20% MeOH in CH2C12), providing the title compound. LRMS m/z (M+H) 286.3 found, 286.3 required. Step 8: 2-(((3R,6R)-l-(2-(2H- 1,2,3 -triazol-2-yl)benzoyl)-6-methylpiperidin-3- yl)amino)isonicotinonitrile A solution of (2-(2H-l,2,3-triazol-2-yl)phenyl)((2R,5R)-5-amino-2- methylpiperidin- 1 -yl)methanone (400 mg, 1.40 mmol) 2-fluoroisonicotinonitrile (342 mg, 2.80 mmol), and cesium carbonate (776 mg, 2.383 mmol) in DMSO (4673 muKappa) was heated at 50 C for 48 h. The reaction was cooled, dilut…

This is the end of this tutorial post, and I hope it has helped your research about 1001401-62-2!

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; SKUDLAREK, Jason, W.; WO2014/85208; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. category: Triazoles

A mixture of 5-(8-azabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)-8,9- dihydropyrazolo[l,5-a]pyrido[3,2-e]pyrimidin-6(7H)-one (86 mg, 0.19 mmoL), 1H-1,2,4- triazole-3-carboxylic acid (25.9 mg, 0.23 mmoL), EDC (73 mg, 0.38mmoL), HOBt (51.6 mg, 0.38 mmoL) and DIEA (199 uL, 1.15 mmoL) in DMF (4 mL) was stirred at room temperature for 2h. Purification with prep-LC provided 5-(8-(4H-l,2,4-triazoIe-3-carbonyl)-8- azabicyclo[3.2.1 ]octan-3-yl)-3-(6-phenylpyridin-3-yl)-8,9-dihydropyrazolo[l ,5-a]pyrido[3,2- e]pyrimidin-6(7H)-one: LCMS tR = 2.33 Min (10 min run, UV 254nm)- Mass calculated for, M+ 545.2, observed LC/MS m/z 546.01 (M+H).

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 1,2,4-Triazole-3-carboxylic acid, in my other articles.

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

Reference of 288-36-8, New Advances in Chemical Research in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 288-36-8, name is 1H-1,2,3-Triazole, molecular formula is C2H3N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

A solution of 2-bromo-3-thiophene carboxylic acid (1.50 g, 7.24 mmol), 1H-1,2,3- triazole (0.600 g, 8.69 mmol), potassium carbonate (2.00 g, 14.5 mmol), and copper iodide (0.138 g, 0.724 mmol) in DMF (36.2 mL) was purged subsurface with nitrogen and heated to 75 C for 96 h. The reaction was diluted with water, washed with ether, and acidified with cone. HC1. The acidic aqueous solution was extracted 3x with EtOAc and the combined organic fractions were washed with brine, dried over magnesium sulfate, filtered, and concentrated. The crude material was purified by silica gel gradient chromatography [0-70% (1% acetic acid in EtOAc) in hexanes], to provide Intermediate C as a solid. LRMS m/z (M+H) 196.2 found, 196.1 required.

The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules.Read on for other articles about 1H-1,2,3-Triazole, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; REGER, Thomas, S.; SKUDLAREK, Jason, W.; (0 pag.)WO2016/85784; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics