Category: Triazoles

Research speed reading in 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic. 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 belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Safety of 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

2-[(l S2S)-l-Ethyl-2-benzyloxypropyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-l- piperozinyl] phenyl]-3H-l,2,4-triazol-3-one (1 kg) was added to the flask along with Dimethylsulfoxide (8 lit) at room temperature and stirred for 15 min. Solution of Sodium hydroxide (0.15 kg) in Water (0.3 lit) was added at same temperature and maintained for 1 hr. ((3S,5R)-5-((lH-l,2,4-triazol-l-yl) methyl)-5-(2,4- difluorophenyl)-tetrahydrofuran-3-yl)methyl-4-chlorobenzene sulfonate (1.2 kg) was added and maintained for 4-5 hrs. Water (10 lit) was added to the reaction mixture and stirred for 15 min. Ethyl acetate (7.5 lit) was added and stirred for 15 min. Aqueous layer and Ethyl acetate layer were separated and aqueous layer was extracted with Ethyl acetate (3 lit). Aqueous layer and Ethyl acetate layer were separated and total aqueous layer was washed with Water (5 lit) and stirred for 15 min. Aqueous layer and Ethyl acetate layer were separated and aqueous layer was washed with brine solution and stirred for 15 min. Aqueous layer and Ethyl acetate layer were separated and Ethyl acetate layer was dried with Sodium sulfate and distilled under vacuum at below 50C. The resultant crude was treated with Isopropyl alcohol (10 lit) and heated to 75-80C, maintained for material dissolved and charged with activated Carbon (0.05 kg) and maintained for 1 hr. The material was filtered through the Hyflow bed and washed with Isopropyl alcohol (1 lit). The resultant mass was cooled to room temperature, maintained for 2 hrs, filtered the solid and washed with Isopropyl alcohol (1 lit).Yield: 1.28Kg; HPLC: 98%

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 184177-83-1.

Reference:
Patent; METROCHEM API PVT LTD.; NANDEPU, Venkateswara Rao; BIJJULA, Venkata krishna Reddy; BATHINA, Satyanarayana; (44 pag.)WO2019/77627; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 138624-97-2, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 138624-97-2, name is 1-Benzyl-1H-1,2,4-triazole-3-carboxylic acid, molecular formula is C10H9N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

A mixture of (3S)-3-amino- 1 ,7-dimethyl-4,5-dihydro-3H-pyrido [4,3-b] azepine-2,8- dione (15 mg, 0.07 mmol), i-hydroxybenzotriazole (ii mg, 0.08 mmol), i-(3-dimethylaminopropyl)-3-ethylcarbodiimidehydrochloride (16 mg, 0.08 mmol) and 1 -benzyli,2,4-triazole-3-carboxylic acid (17 mg, 0.08 mmol) in N,N-dimethylformamide (3 mL) was stirred at 25 C for 2 h. The solvent was removed under reduced pressure. The residue was purified by HPLC reverse phase chromatography (acetonitrile 17-47% / 0.05% NH4OH in water) to afford arbitrarily assigned 1 -benzyl-N- [(3S)- 1 ,7-dimethyl-2,8 -dioxo-4,5-dihydro-3H-pyrido[4,3-b]azepin-3-yl]-i,2,4-triazole-3-carboxamide (i6.6 mg, 60%) as a white solid.?H NMR (400 MHz, CD3OD) oe 8.57 (s, iH), 7.63 (s, iH), 7.38 – 7.32 (m, 5H), 6.46 (s, iH),5.47 (s, 2H), 4.64 – 4.59 (m, 1H), 3.57 (s, 3H), 3.36 (s, 3H), 2.67 – 2.61 (m, 2H), 2.45 – 2.41(m, 1H), 2.10 – 2.06 (m, 1H). LCMS RT = 0.582 mm, m/z = 407.1 [M + H]. LCMS (5 to95% acetonitrile in water + 0.1% formic acid over 1.5 mins) retention time 0.5 82 mi ESI+found [M+H] = 407.1.

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 1-Benzyl-1H-1,2,4-triazole-3-carboxylic acid, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; PATEL, Snahel; (105 pag.)WO2018/73193; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 60166-43-0, New Advances in Chemical Research in 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic,A common heterocyclic compound, 60166-43-0, name is 1,4-Dimethyl-1H-1,2,3-triazole, molecular formula is C4H7N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

(R)-3-Bromo-7-chloro-5-(phenyl(tetrahydro-2H-pyran-4-yl)methyl)-5H- pyrrolo[2,3-b:4,5-b’]dipyridine (30.0 mg, 0.066 mmol), l,4-dimethyl-lH-l,2,3-triazole (25.5 mg, 0.263 mmol), Me4NOAc (21.8 mg, 0.164 mmol), and PdCl2(dppf)2.DCM (3.8 mg, 4.60 muetaiotaomicron) were weighed into a 20 mL scintillation vial, and 3 mL DMF was added and the air was replaced with nitrogen. The reaction mixture was heated to 100 C with stirring. After 1 h, it was cooled to room temperature, filtered, and concentrated. The crude material was purified via preparative LC/MS with the following conditions: Column: XBridge C18, 19 x 200 mm, 5-muiotaeta particles; Mobile Phase A: 5:95 ACN: water with 10-mM NH4OAc; Mobile Phase B: 95:5 ACN: water with 10-mM NH4OAc; Gradient: 20-60% B over 15 min, then a 5-min hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation. The yield of the product was 4.2 mg, and its estimated purity by LC/MS analysis was 100%. Two analytical LC/MS injections were used to determine the final purity. Injection 1 conditions: Column: Waters BEH C18, 2.0 x 50 mm, 1.7-muetaiota particles; Mobile Phase A: 5:95 ACN:water with 10 mM NH4OAc; Mobile Phase B: 95:5 ACN:water with 10 mM NH4OAc; Temperature: 50 C; Gradient: 0%B, 0-100% B over 3 min, then a 0.5-min hold at 100% B; Flow: 1 mL/min; Detection: UV at 220 nm, RT = 1.52 min, LC/MS (M+H) = 534.5, LC/MS (M+H) = 534.5. Injection 2 conditions: Column: Waters BEH CI 8, 2.0 x 50 mm, 1.7-muiotaeta particles; Mobile Phase A: 5:95 methanol: water with 10 mM NH4OAc; Mobile Phase B: 95:5 methanol: water with 10 mM NH4OAc; Temperature: 50 C; Gradient: 0%B, 0-100% B over 3 min, then a 0.5-min hold at 100% B; Flow: 0.5 mL/min; Detection: UV at 220 nm. RT = 2.50 min, LC/MS (M+H) = 534.5. NMR (500MHz, DMSO-c e) delta 8.82 (d, J=8.1 Hz, 1H), 8.67 (s, 1H), 8.58 (br. s., 1H), 7.74 (t, J=7.2 Hz, 3H), 7.36 – 7.28 (m, 2H), 7.28 – 7.20 (m, 1H), 6.07 (br. s., 1H), 4.39 (s, 3H), 4.03 (s, 3H), 3.89 (d, J=13.6 Hz, 1H), 3.75 (d, J=9.9 Hz, 1H), 3.61 (br. s., 1H), 3.43 (t, .7=11.2 Hz, 1H), 3.24 (t, .7=11.4 Hz, 1H), 2.55 (s, 3H), 2.31 (s, 3H), 1.62 (br. s., 1H), 1.51 – 1.39 (m, 1H), 1.29 (d, J=8.4 Hz, 1H), 1.15 (br. s., 1H); LC/MS (M+H) = 534.3 [Column: Waters Aquity BEH C18 2.1 X 50 mm 1.7u; Mobile Phase A: water with 0.05% TFA; Mobile Phase B: ACN with 0.05% TFA; Temperature: 40 C; Gradient: 2-98% B over 1.5 min; Flow: 0.8 rnL/min].

I am very proud of our efforts over the past few months and hope to 1,4-Dimethyl-1H-1,2,3-triazole help many people in the next few years.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; VACCARO, Wayne; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; DELUCCA, George V.; DESKUS, Jeffrey A.; HAN, Wen-Ching; KUMI, Godwin Kwame; SCHMITZ, William D.; STARRETT, John E., JR.; HILL, Matthew D.; HUANG, Hong; (563 pag.)WO2016/183118; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic. 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C3H5N3

A suspension of 6-bromo-7-(dimethoxymethyl)-I ,2,3,4-tetrahydro-I ,8-naphthyridine (intermediate12) (300 mg, 1.045 mmol), 3-methyl-I H-I ,2,4-triazole (104 mg, 1.254 mmol), Cs2CO3 (720 mg,2.210 mmol) and Cul (40 mg, 0.210 mmol) in DMF (2 ml) was heated to 120 C for approximately 6 h. The reaction mixture was diluted with ethyl acetate and water, layers were separated and the aqueous layer was extracted with ethyl acetate (3x). Organic layers were combined, washed with water and brine, dried using Na2SO4, filtered, evaporated. The crude product was purified by silica gel column chromatography eluting with a gradient of MeOH (1-10%) in DCM. Product fractionswere combined, evaporated and dried to yield the title compound as an orange resin. (UPLC-MS 3)tR 0.57 mm; ESI-MS 290.1 [M+H]+. 1H NMR (400 MHz, CDCI3) 5 8.21 (s, I H), 7.21 (s, I H), 5.35 (s, I H), 4.95 (s, I H), 3.51 – 3.41 (m, 2H), 3.36 (s, 6H), 2.75 (t, 2H), 2.47 (s, 3H), 1.97 – 1.86 (m, 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 7170-01-6.

Reference:
Patent; NOVARTIS AG; BUSCHMANN, Nicole; FAIRHURST, Robin Alec; FURET, Pascal; KNOePFEL, Thomas; LEBLANC, Catherine; MAH, Robert; NIMSGERN, Pierre; RIPOCHE, Sebastien; LIAO, Lv; XIONG, Jing; ZHAO, Xianglin; HAN, Bo; WANG, Can; WO2015/59668; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 23579-79-5, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-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) 1 -(5-Bromo-2-methyl-2H-[ 1 ,2,4]triazol-3-yl)-ethanol To a solution of 3,5-dibromo-l-methyl-lH-l,2,4-triazole (2.634 g, 10.9 mmol, Eq: 1.00) in tetrahydrofuran (184 ml) was added dropwise at -78 C under argon atmosphere n- butyllithium 1.6 M in hexanes (6.83 ml, 10.9 mmol, Eq: 1.00). The resulting mixture was stirred for 20 minutes at -75 C then a solution of acetaldehyde (1.2 g, 1.54 ml, 27.3 mmol, Eq: 2.5) in tetrahydrofuran (36.9 ml) was added slowly and stirring at -75 C was continued for further 1.5 hours. The mixture was quenched with sat. aq. NH4C1 solution and was warmed to 25 C. The mixture was diluted with ethyl acetate and washed 2 times with water. The organic layer was separated, dried over magnesium sulfate, filtrated and evaporated affording l-(5-bromo-2- methyl-2H-[l,2,4]triazol-3-yl)-ethanol (1.639 g, 72.7%) as a light yellow oil. MS: m/z= 206/209 (M+H+)

In the meantime we’ve collected together some recent articles in this area about 3,5-Dibromo-1-methyl-1H-1,2,4-triazole to whet your appetite. Happy reading!

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; KUHN, Bernd; LERNER, Christian; RUDOLPH, Markus; SCHAFFHAUSER, Herve; WO2013/178572; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 1001401-62-2, New Advances in Chemical Research in 2021. As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. 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, below Introduce a new synthetic route.

A solution of 2-(2H-l,2,3-triazol-2-yl)benzoic acid (4.24 g, 22.40 mmol), tert-butyl ((3i?,6i?)-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. NaHC03 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.

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 2-(2H-1,2,3-Triazol-2-yl)benzoic acid.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; SKUDLAREK, Jason, W.; WO2015/95441; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 4928-88-5, 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, 4928-88-5, name is Methyl 1H-1,2,4-triazole-3-carboxylate, molecular formula is C4H5N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

EXAMPLE 6 A mixture of methyl 1,2,4-triazole-3-carboxylate (26.4 g, 0.21 mole) and beta-D-ribofuranosyl-1,2,3,5-tetraacetate (60.2 g, 0.19 mole) was melted and then 0.36 g (0.01 eq.) of p-toluenesulfonic acid was added thereto. The reaction mixture was reacted for 5 hours, while maintaining the temperature of the reaction mixture at 95+-5° C. And then, the reaction mixture was crystallized with 300.8 me of methanol to give 58.9 g of 1-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-1,2,4-triazole-3-carboxylic acid methyl ester (yield: 81percent).

By the way, if you are interested in learning more fun chemistry with your kids, get your hands into one chemistry set now, and start enjoying the best part of chemistry: experiments about Methyl 1H-1,2,4-triazole-3-carboxylate.

Reference:
Patent; Lee, Tai-Au; Park, Nam-Jin; Khoo, Ja-Heouk; Lee, Byung-Cheol; US2003/120064; (2003); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development in 2021. As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world.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. Recommanded Product: 74733-90-7

Potassium acetate (391 mg, 3.98 mmol) was added to a solution of 2-(4- Bromophenyl)-2H-1 ,2,3-triazole (1.0 equivalent), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi- 1 ,3,2-dioxaborolane (1.20 equivalents), and [1 , 1 ‘-bis-(diphenylphosphino)ferrocene]- dichloropalladium (II) dcm complex (0.30 equivalents) in 1 ,4-dioxane in a vial. The vial was capped and heated to 80C and stirred at this temperature overnight. [1 ,T-bis- (diphenylphosphino)ferrocene]-dichloropalladium (II) dcm complex (0.30 equivalents) was added to the reaction and the mixture was reheated to 80C and stirring was continued at this temperature overnight. The reaction was cooled, diluted with ethyl acetate and water, filtered through celite and the filter pad was washed with ethyl acetate. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The combined organics were dried (MgSCb), filtered, and concentrated. The crude was purified via flash chromatography using an Analogix SF15-24g column and ethyl acetate in heptane (30-80%) as the eluant to afford the title compound was converted to the title product. The title compound was obtained as an orange solid (240.6 mg, 78%) LC-MS m/z 272.4 (M+1 ) 1 H NMR (CDCb, 400 MHz) d ppm 1 .37 (s, 12 H) 7.83 (s, 2 H) 7.94 (d, J=8.59 Hz, 2 H) 8.10 (d, J=8.59 Hz, 2 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 2-(4-Bromophenyl)-2H-1,2,3-triazole ,and how the biochemistry of the body works.

Reference:
Patent; PFIZER INC.; BROWN, Matthew, Frank; CHE, Ye; MARFAT, Anthony; MELNICK, Michael, Joseph; MONTGOMERY, Justin, Ian; JOHNSON, Timothy, Allan; EWIN, Richard, Andrew; UCCELLO, Daniel; REILLEY, USA; BRAISH, Tamim, Fehme; (77 pag.)WO2019/178305; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 16681-70-2, New Advances in Chemical Research in 2021. The appropriate choice of redox mediator can avoid electrode passivation and overpotential, which strongly inhibit the efficient activation of substrates in electrolysis. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, molecular formula is C3H3N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

lH-l,2,3-triazole-4-carboxylic acid (3.8 mg, 34 muiotaetaomicron) was combined with HATU (12.9 mg, 34 muiotaetaomicron) in DMF (2 mL) and stirred at room temperature for 15 minutes. (1386) Compound 3 (13 mg, 31 muiotaetaomicron) and DIPEA (16 mu^, 92 muiotaetaomicron) were then added. The solution was stirred at room temperature for 15 minutes, at which time LCMS showed reaction completion. The solvent was removed in vacuo and the crude residue was purified by reverse phase chromatography to yield Compound b (15 mg) as a TFA salt. MS m/z [M+H]+ calc’d for C25H29CIFN5O4, 518.19; found 518.

The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.I hope my blog about 1H-[1,2,3]Triazole-4-carboxylic acid is helpful to your research.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; FLEURY, Melissa; BEAUSOLIEL, Anne-Marie; HUGHES, Adam D.; LONG, Daniel D.; WILTON, Donna A.A.; WO2015/116786; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development in 2021. The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research. 1455-77-2, name is 3,5-Diamino-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Formula: C2H5N5

To a solution of 54.2 g (0.786 mol) of sodium nitrite in63.3 mL water at -10 to -5 °C, we added a solution of 8 g(0.081 mol) of DAT in 169.5 mL 1.2 mol/L sulfuric acid for1.5 h, the reaction mixture was heated up to 60 °C and stirredfor another 1 h, then cooled the reaction mixture to roomtemperature. 26.9 mL 6 mol/L sulfuric acid and 4.7 g (0.048mol) aminosulfuric acid were added to reaction system andstirred for another 0.5 h, extracted with 90 × 5 mL of ether,dried with magnesium sulfate and the solvent was removedunder reduced pressure and 7.89 g yellow oil 3,5-dinitro-1,2,4-triazole (DNT) was obtained with a yield of 61.4 percent. 1H NMR(DMSO-d6, 500 MHz), d: 6.424 (s, 1H, NH); 13C NMR(DMSO-d6, 125 MHz), d: 162.56; IR (KBr, nmax, cm-1), 3224(-NH-), 1659, 1382 (-NO2); Anal. calcd for C2H3N5O5: C 13.57,N 39.55, H 1.71; found C 13.73, N 38.91, H 2.13; MS (m/z):159 [M+].

If you are hungry for even more, make sure to check my other article about 1455-77-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Li, Ya-Nan; Liu, Ning; Su, Peng-Fei; Wang, Ying-Lei; Ge, Zhong-Xue; Li, Hui; Wang, Bo-Zhou; Asian Journal of Chemistry; vol. 26; 21; (2014); p. 7151 – 7156;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics