Tag: M.W=0-100

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. 4923-01-7, name is 5-Methyl-4H-1,2,4-triazol-3-amine belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Product Details of 4923-01-7

Example 20A (rac)-Ethyl 7-(4-cyanophenyl)-2,5-dimethyl-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate Under an atmosphere of argon, ethyl 2-(4-cyanobenzylidene)-3-oxobutanoate (381 mg, 1.6 mmol) and 5-methyl-4H-1,2,4-triazole-3-amine (200 mg, 2.0 mmol, 1.3 eq.) were dissolved in DMF (4 ml), and solid sodium bicarbonate (659 mg, 7.8 mmol, 5 eq.) was added. The mixture was stirred at 65 C. for 12 h. The mixture was then filtered, and the DMF from the filtrate was distilled off under reduced pressure. The residue was purified by preparative HPLC (Gromsil C18 column, 30*250 mm; mobile phase: acetonitrile-water-0.1% TFA). After lyophilization, the product was obtained as a solid (300 mg, 46% of theory). LC-MS (Method 2): Rt=1.92 min; MS (ESIpos): m/z (%)=324.1 (100) [M+H]+; MS (ESIneg): m/z (%)=322.1 (100) [M-H]-. 1H-NMR (400 MHz, DMSO-d6): delta=1.0 (t, 3H), 2.1 (t, 3H), 2.4 (s, 3H), 3.4 (m, 2H), 6.25 (s, 1H), 7.4 (m, 2H), 7.8 (m, 2H), 10.75 (s, 1H).

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 5-Methyl-4H-1,2,4-triazol-3-amine, in my other articles.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2012/4203; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 7170-01-6, 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. 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, molecular formula is C3H5N3, 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 mixture of compound 10 (500 mg, 1.03 mmol), 4-methylpyridin-2-ol (168 mg, 1.54 mmol) and K2CO3(283 mg, 2.05 mmol) in DMF (5 mL) was stirred at 80 oC for 10 hoursand then concentrated in vacuo to remove DMF. The residue was diluted withwater and extracted with EtOAc. The organic layer was washed with brine, driedover Na2SO4, filtered and concentrated in vacuo. Theresidue was purified by column chromatography (PE : EtOAc = 1 : 1) to give theproduct of 1r (400 mg, yield: 83%).

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-Methyl-1H-1,2,4-triazole.

Reference:
Article; He, Shuwen; Li, Peng; Dai, Xing; McComas, Casey C.; Du, Chunyan; Wang, Ping; Lai, Zhong; Liu, Hong; Yin, Jingjun; Bulger, Paul G.; Dang, Qun; Xiao, Dong; Zorn, Nicolas; Peng, Xuanjia; Nargund, Ravi P.; Palani, Anandan; Tetrahedron Letters; vol. 55; 14; (2014); p. 2212 – 2216;,
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. 288-36-8, name is 1H-1,2,3-Triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Formula: C2H3N3

Bromine (2.2 mL, 43.4 mmol) was added cautiously to a solution of 1H-1,2,3- triazole (2 g, 29.0 mmol) in water (10 mL) at 40°C. The resulting mixture was stirred for 2 hrs at 40°C, then allowed to cool and stood overnight at room temperature. The precipitate was isolated by filtration, washed with water (2×10 mL), and dried in the vacuum oven to give 4,5- dibromo-lH-l,2,3-triazole as a light brown solid. (M+H 225.6; LCMS method 2).

If you are hungry for even more, make sure to check my other article about 288-36-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IRM LLC; NOVARTIS AG; TELLEW, John Edward; WANG, Xia; WAN, Yongqin; XIE, Yun Feng; PAN, Shifeng; JIANG, Jiqing; XIE, Yongping; HUNT, Thomas Anthony; EDWARDS, Lee; BEATTIE, David; HEALY, Mark Patrick; WEST, Ryan; LISTER, Andrew Stuart; WO2012/138648; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development 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 belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 3,5-Diamino-1,2,4-triazole

A mixture of Hdatrz (19.8mg, 0.2mmol), CH3-H2ip (18.0mg, 0.1mmol) and Co(NO3)2·6H2O (23.2mg, 0.08mmol) was dissolved in mixed H2O?C2H5OH (v:v=3:7, 10.0mL) solution, and the initial pH of the reactant mixture was adjusted to ca. 7 by slow addition of triethylamine with constant stirring. The resulting mixture was then transferred into a Teflon-lined stainless steel vessel (23.0mL) and heated at 150°C for 72h under autogenous pressure. After the mixture was cooled to room temperature at a rate of 5.2°Ch?1, blue block-shaped crystals suitable for X-ray analysis were obtained directly, washed with water and dried in air (Yield: 40percent, based on CoII salt). Anal. Calc. for C13H19Co2N10O6.5: C, 29.06; H, 3.56; N, 26.07. Found: C, 29.04; H, 3.53; N, 26.10percent. IR (KBr pellet, cm?1): 3446 (br), 3349 (w), 3244 (w), 1622 (s), 1582 (s), 1517 (s), 1380 (s), 1144 (w), 1107 (w), 1044 (w), 803 (w), 776 (m), 735 (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; Zhao, Hong; Li, Hong-Xue; Liu, Zhong-Yi; Yang, En-Cui; Zhao, Xiao-Jun; Polyhedron; vol. 101; (2015); p. 29 – 36;,
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. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 16681-65-5

A 2.5 M solution of n-butyllithium in hexanes (9.60 mL, 24.0 mmol) was added dropwise to a stirring solution of 1-methyl-1H-1,2,3-triazole (2.00 g, 24.0 mmol, prepared according to PCT Int. Appl., 2008098104) in dry THF (100 mL) at -50 C. The reaction became heterogeneous and yellow during addition. After 15 minutes, a solution of tert-butyl 3-formylazetidine-1-carboxylate (4.45 g, 24.0 mmol) in dry THF (10 mL) was added dropwise by syringe. The reaction mixture became homogeneous and was allowed to slowly warm to 0 C. Water (10 mL) and ethyl acetate (100) mL were added. The biphasic mixture was warmed to 23 C. The mixture was partitioned between half-saturated aqueous sodium chloride solution (100 mL) and ethyl acetate (300 mL). The layers were separated. The organic layer was dried with sodium sulfate and the dried solution was filtered. Celite (14 g) was added to the filtrate and the solvents were removed by rotary evaporation to provide a free-flowing powder. The powder was loaded onto a silica gel column. Elution with ethyl acetate initially, grading to 5% methanol-ethyl acetate provided the title compound as a white foam.

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 1-Methyl-1H-1,2,3-triazole help many people in the next few years.

Reference:
Patent; JOHNSON & JOHNSON; 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.; MCCLURE, KELLY; TANIS, VIRGINIA; US2015/111870; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 16681-65-5, New Advances in Chemical Research in 2021.In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, molecular formula is C3H5N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Example 57 Cis-(1S)-N-methyl-7-(5-(N(1)methyl-1,2,3-triazolyl)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine To a solution of N(1)-methyl-1,2,3-triazole (Prepared by the general method described in J. Chem. Soc., Perkin Trans. I, 1973, 2506) (0.115g, 0.00139mol) in tetrahydrofuran (2ml) at -78C under nitrogen was added n-butyllithium (2.5M solution in hexane) (0.00139mol) and after 15 minutes, zinc chloride (0.00139mol) (0.5M solution in tetrahydrofuran). The reaction was warmed to 0C and tetrakis(triphenylphosphine)palladium (0.053g) and a solution of the iodide product of Example 1(a) (0.2g, 0.00046mol) in tetrahydrofuran (5ml) added and the reaction heated at reflux for 16 hours. The reaction was cooled to room temperature, saturated aqueous ethyldiamine tetra-acetic acid di-sodium salt solution was added, the mixture stirred for 30 minutes, water was added and the mixture extracted with ethyl acetate. The organic phase was washed with saturated aqueous sodium bicarbonate, brine and dried (MgSO4). The solution was filtered and the solvent removed under reduced pressure. The crude product was purified on silica gel eluding with 100: 2.5: 1 dichloromethane: methanol: 0.88 ammonia to give the title compound as a pale yellow foam (0.148g, 83%). MS m/z 387 (MH)+ 1H-NMR (CDCl3): delta = 1.90 (1H, m), 2.05 (3H, m), 2.55 (3H, s), 3.77 (1H, t), 4.04 (1H, t), 4.10 (3H, s), 6.93 (1H, dd), 7.00 (1H, dd), 7.16 (1H, dd), 7.26 (1H, s), 7.38 (1H, dd), 7.46 (1H, s), 7.70 (1H, s).

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 1-Methyl-1H-1,2,3-triazole.

Reference:
Patent; Pfizer Limited; PFIZER INC.; EP1157002; (2005); B1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 60166-43-0, 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. 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.

In a pressure vessel equipped with a magnetic stirring bar was added 3-bromo-7- chloro-5-((4,4-difluorocyclohexyl)(phenyl)methyl)-5H-pyrrolo[2,3-b:4,5-b’]dipyridine (240 mg, 0.489 mmol), l ,4-dimethyl-lH-l ,2,3-triazole (52.2 mg, 0.538 mmol) and DMF (5 mL). Tetramethylammonium acetate (98 mg, 0.734 mmol) and PdCl2(dppf)-CH2Cl2 adduct (28.0 mg, 0.034 mmol) was added. Argon was bubbled into the mixture with sonication for 5 min, then the vessel was capped, placed into a preheated aluminum block set at 100C and was stirred for 16 h. Solids were filtered, and the filtrate was purified by preparative HPLC (20-100% B; B solvent 90% MeCN/0.1% TFA water, Phenomenex LUNA C18 30xl00mm, 10 micron, 30 mL/min flow rate, 254nm UV; Rt = 1 1.6 min.). Like fractions were concentrated and re-purified by preparative HPLC: Column: Waters XBridge C 18, 19 x 200 mm, 5-mupiiota particles; Mobile Phase A: 5 :95 methanol: water with lOmM NH40Ac; Mobile Phase B: 95:5 methanol: water with lOmM NFLtOAc; Gradient: 40-80% 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 to give 18 mg of a mixture of enantiomers. This material was subject to a chiral purification: Chiral SFC conditions: Chiralcel OJ-H preparative column, 30 x 250mm, 5muiotaeta; Mobile Phase: 15% methanol in CO2, 150 bar; Temp: 35C; Flow rate: 70.0 mL/min. for 25 min. ; UV monitored at 254nm; Injection: 0.25ml of ~9 mg/mL solution in MeOH (18 mg purified by stacked injection); Rt = isomer A: 13.8 min. ; isomer B: 18.3 min. Fractions containing the desired products were combined and dried via evaporation to give 6.9 mg (2%) of the isomer A with an average purity by LC/MS analysis was >99%. Fractions containing the desired products were combined and dried via evaporation to give 7.5 mg (3%) of the isomer B with an average purity by LC/MS analysis was >99%. Isomer A: Two analytical LC/MS injections were used to determine the final purity. Injection 1 conditions: Column: Waters BEH C18, 2.0 x 50 mm, 1.7muetaiota particles; Mobile Phase A: 5:95 ACN:water with 10 mM NlrUOAc; Mobile Phase B: 95:5 ACN:water with 10 mM NH4OAc; Temperature: 50C; 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 = 1.76 min.; LC/MS (M+H) = 568.7. Injection 2 conditions: Column: Waters BEH C18, 2.0 x 50 mm, 1.7-muetaiota particles; Mobile Phase A: 5:95 methanol: water with 10 mM NFL Ac; Mobile Phase B: 95:5 methanol: water with 10 mM NFL Ac; Temperature: 50C; 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= 2.77 min.; LC/MS (M+H) = 568.7. Isomer B: Two analytical LC/MS injections were used to determine the final purity. Injection 1 conditions: Column: Waters BEH C18, 2.0 x 50 mm, 1.7mupiiota particles; Mobile Phase A: 5:95 ACN:water with 10 mM NH4OAc; Mobile Phase B: 95:5 ACN:water with 10 mM MLtOAc; Temperature: 50C; 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= 1.86 min.; LC/MS (M+H) = 568.7. Injection 2 conditions: Column: Waters BEH C18, 2.0 x 50 mm, 1.7-mupiiota particles; Mobile Phase A: 5:95 methanol: water with 10 mM MLtOAc; Mobile Phase B: 95:5 methanol: water with 10 mM MLtOAc; Temperature: 50C; 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= 2.73 min.; LC/MS (M+H) = 568.7. NMR (500MHz, DMSO-c e) delta 8.82 (d, J=8.1 Hz, 1H), 8.67 (s, 1H), 8.54 (br. s., 1H), 7.73 (d, J=8.1 Hz, 3H), 7.32 (t, J=7.5 Hz, 2H), 7.25 (t, J=7.3 Hz, 1H), 6.09 (br. s., 1H), 4.36 (s, 3H), 4.02 (s, 3H), 3.52 (br. s., 1H), 2.30 (s, 3H), 2.07 (br. s., 1H), 1.92 (d, J=7.3 Hz, 1H), 1.82 (br. s., 1H), 1.73 (br. s., 1H), 1.66 (br. s., 1H), 1.45 (d, J=12.1 Hz, 1H), 1.37 (br. s., 1H), 1.30 (d, J=11.7 Hz, 1H). LC/MS (M+H) = 568.2; HPLC conditions: Rt= 0.93 min. (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: 40C; Gradient: 2-98% B over 1.5 min; Flow: 0.8 mL/min).

In the meantime we’ve collected together some recent articles in this area about 60166-43-0 to whet your appetite. Happy reading!

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. COA of Formula: C3H5N3

A solution of compound 1 (30 g, 0.13 mol) in THF (1.5 L) was cooled to 78 C. Vinylmagnesium in THF (508 mL, 1N, 0.51 mol) was added dropwise to the above solution and the temperature was maintained below 40 C. The mixture was stirred for 3 h at 78 C before being quenched with saturated aqueous NH4Cl solution. The layers were separated, the aqueous layer was extracted with EtOAc (3 500 mL), and the combined organic layer was washed with brine and concentrated.The crude product was purified by silica gel column chromatography to obtain compound 2 (5 g,17%). Compound 2 (4.0 g, 17.2 mmol) was dissolved in freshly prepared NaOMe (20 mL). CuI(3.2 g, 17.2 mmol) was added and the mixture was microwave-irradiated at 110 C and stirred for3 h. After reaction completion, EtOAc and H2O were added, then the suspension was filtered andthe filtrate was separated. The organic layer was concentrated to give crude product, which waspurified by column chromatography to give compound 3 (1.8 g, 45%). A mixture of compound 3(0.7 g, 3.8 mmol), 3-methyl-1,2,4-triazole (6.4 g, 76.8 mmol), copper powder (0.49 g, 7.68 mmol), and KOH (0.43 g, 7.68 mmol) was heated to melt at 170-175 C while being protected by N2 atmosphere. After consumption of the starting material, EtOAc and H2O were added to the mixture, and the suspension was filtered and the filtrate was collected. The organic layer was concentrated to give the crude product, which was purified by column chromatography to give compound 4 (0.23 g, 26%).A solution of compound 4 (0.23 g, 1 mmol) in THF (12 mL) was cooled to 10 C, and EtMgBr (0.47 g,3.5 mmol) was added dropwise at 10 C, followed by the addition of pyridine (0.3 mL). The slurrywas cooled to 45 C, and the ethyl 2-chloro-2-oxoacetate (0.55 g, 4 mmol) was added dropwise at 45 C. The temperature was allowed to rise to 10 C and the mixture was stirred for 1h. Afterreaction completion, the mixture was quenched with IPA (2 mL) and H2O (20 mL). The mixture wasextracted with EtOAc, and the organic layer was washed with brine and concentrated to the givecrude product which was purified by column chromatography to give compound 5 (0.17 g, 52%).Compound 5 (0.17 g, 0.52 mmol) was dissolved in MeOH (5 mL). NaOH (0.041 g, 1.03 mmol) and H2O(2 mL) were added and the mixture was stirred at 25 C for 6 h. HCl (1N) was added to adjust the pH to 6, and the mixture was concentrated to give compound 6 (0.29 g) as crude product.

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:
Article; Meuser, Megan E.; Murphy, Michael B.; Rashad, Adel A.; Cocklin, Simon; Molecules; vol. 23; 8; (2018);,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 288-36-8, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 288-36-8, name is 1H-1,2,3-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.

To a solution of 1H-1, 2, 3-triazole (10 g, 145 mmol) in anhydrous THF (150 mL) was added powder K2CO3(40.0g, 290 mmol) , then iodomethane (32.29 g, 227 mmol) was added dropwise at 30 . After the addition was complete, the mixture was stirred at 30 for 16 h. The reaction mixture was filtered and the filtrate was concentrated to afford the product as an oil.1H-NMR: (DMSO-d6400MHz) delta 8.06 (s, 1H) , 7.71 (s, 1H) , 4.05 (s, 3H)

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.; ARASAPPAN, Ashok; BUNGARD, Christopher James; FRIE, Jessica L.; HAN, Yongxin; HOYT, Scott B.; MANLEY, Peter J.; MEISSNER, Robert S.; PERKINS, James; SEBHAT, Iyassu K.; WILKENING, Robert R.; (140 pag.)WO2016/29454; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development 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 belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 288-36-8

To a mixture ofthe product from step 2 (7.9 g, 38 mmol), cesium carbonate(24.830 g,76 mmol) and Cui (2.88 g, 7.6 mmol) in DMF (200 mL) were added 2H-[1,2,3]triazole (5.24g,76 mmol) and N,N’-dimethyl-cyclohexane-1,2-diamine (0.9 g, 6.5 mmol) and the mixture washeated to 110 C overnight. The cooled reaction mixture was adjusted to ~pH 12 with 1Msodium hydroxide and extracted with EtOAc (50 mL x 3). The aqueous layer was adjusted to~pH 4 with 1M HCl and extracted with EtOAc (50 mLx4). The extracts was dried over Na2S04,35 filtered, the filtrate concentrated in vacuo and the residue purified by chromatography on silica (Petroleum ether: EtOAc =10:1) to provide the title compound (4.1 g). LRMS m/z (M+H)196.0 found, 196.0 required.

If you are hungry for even more, make sure to check my other article about 288-36-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BESHORE, Douglas C.; KUDUK, Scott D.; LIVERTON, Nigel; LUO, Yunfu; MENG, Na; YU, Tingting; WO2015/18029; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics