Category: 16681-65-5

Research speed reading 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. 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. SDS of cas: 16681-65-5

Intermediate 13: bis(1-methyl-1H-1,2,3-triazol-5-yl)methanoneA solution of 1 -methyl- lH-1, 2, 3-triazole (0.954 g, 11.4 mmol, prepared according to PCX Int. AppL, 2008098104) in THF (22 mL) was stirred at-70 C under argon while -BuLi (2.56 M in hexanes, 4.29 mL, 11.0 mmol) was added dropwise over 5 minutes. After stirring for another 5 minutes, a solution of ethyl mefhoxy(methyl)carbamate (0.665 g, 4.99 mmol) in THF (3 mL) wras added dropwise over 5 minutes. After stirring at ~-70 C for an additional 5 minutes, the cold bath was removed and the light slurry was allowed to warm to room temperature with stirring for 1 hour 20 minutes. The reaction was then quenched at room temperature with 5 M aqueous H4CI (3 mL) and the aqueous layer was extracted with THF (1 x 6 mL). The combined organic layers were dried (Na2S04), filtered, and concentrated. A portion of the residue was crystallized from -’30 mL toluene to provide, after washing the filter cake with ether (1 > 3 mL) and heptane (1 x 3 mL), to yield the title compound as blunt needles.

The catalyzed pathway has a lower Ea, but the net change in energy that results from the reaction is not affected by the presence of a catalyst. In my other articles, you can also check out more blogs about 16681-65-5

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.; JONES, William Moore; GOLDBERG, Steven; WO2015/57205; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 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. Quality Control of 1-Methyl-1H-1,2,3-triazole

General procedure: 1-Methylimidazole (0.49 g, 6.05 mmol) was added to a stirred solution of Key Intermediate-1 (2.3 g, 4.03 mmol) in acetonitrile (25 mL) at RT. The reaction mixture was heated to 90 C for 16 h and concentrated under reduced pressure. The crude material was triturated with diethyl ether (2 x 10 mL) to afford a brown solid (2.4g) which was used in the next steps without further purification. M/z 616.38 (M)+ TFA: H2O (9:1, 20 mL) was added to the brown solid (2.4 g) at RT. The reaction mixture was stirred for 3 h and concentrated under reduced pressure. The resulting crude product was triturated with diethyl ether (2 x 5 mL) and dried under high vacuum. The crude product was purified by preparative HPLC affording the title product as off-white solid (515 mg, 30% over 2 steps).

Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law. In my other articles, you can also check out more blogs about 16681-65-5, and we look forward to future research findings.

Reference:
Patent; Antabio SAS; DAVIES, David; LEIRIS, Simon; (56 pag.)EP3572411; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 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. SDS of cas: 16681-65-5

A solution of 1-methyl-1H-1, 2, 3-triazole (3.0 g, 36.1 mmol) in anhydrous THF (100 mL) was cooled to -78 , followed by the addition of butyllithium (15.89 mL, 39.7 mmol) dropwise to give a yellow suspension. The reaction mixture was stirred at -78 for 1 h before N-methoxy-N-methylacetamide (6.52 g, 63.2 mmol) was added. The white suspension was then allowed to warm to 10 and stirred for 16 h. The reaction was quenched with MeOH. This solution was purified by column chromatography on silica gel (petroleum ether /EtOAc 3: 1to 1: 1) to give the product as a solid.1H-NMR: (Chloroform-d400MHz) delta 8.16 (s, 1H) , 4.31 (s, 3H) , 2.58 (s, 3H)

Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law. In my other articles, you can also check out more blogs about 16681-65-5, and we look forward to future research findings.

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

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. 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. category: Triazoles

To a flask containing 1-methyl-1H-1,2,3-triazole (275 mg, 3.31 mmol, prepared according to PCT Int. Appl., 2008098104) was added THF (35 mL) and the colorless solution was cooled to -50 C. Then, n-butyllithium (2.5 M in hexanes, 1.2 mL, 3.0 mmol) was added dropwise which afforded a dark reddish-brown viscous solution. The mixture was stirred between -20 to -10 C. for 30 minutes, then a homogeneous THF solution of (4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(2,6-dimethylpyridin-3-yl)methanone (700 mg, 1.44 mmol in 4 mL THF, Intermediate 12: step f) was introduced at 0 C. The reaction mixture became a dark brown color and was allowed to warm gradually to room temperature. The mixture was stirred for 60 minutes at room temperature then quenched with aqueous NH4Cl solution. The aqueous portion was extracted with EtOAc, 3*50 mL. The combined organics were washed with brine, dried over MgSO4, filtered and concentrated to provide a brown oil. Chromatography on silica gel (1% MeOH-DCM increasing to 5% MeOH-DCM) provided the title compound as a light brown solid. Racemic (4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(2,6-dimethylpyridin-3-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol was separated into its individual enantiomers using the following conditions: Chiralcel OD, 20 uM (Diacel) using ethanol with 242 nM detection to give the first eluting enantiomer as Intermediate 84b and the second eluting enantiomer as Intermediate 84c.

Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law. In my other articles, you can also check out more blogs about 16681-65-5, and we look forward to future research findings.

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.; Jones, William Moore; Goldberg, Steven; US2015/105366; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 16681-65-5, 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. 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.

A dry, N2 (g) flushed, 1 dram vial was charged with tetramethylammonium acetate (33.3 mg, 0.250 mmol), bis(triphenylphosphine)palladium dichloride (8.79 mg, 0.0130 mmol) and (S)-methyl 3-bromo-5-(phenyl(tetrahydro-2H-pyran-4-yl)methyl)-5H-pyrido[3,2-b]indole-7-carboxylate (60.0 mg, 0.125 mmol). To this was added 1-methyl-1H-1,2,3-triazole (20.8 mg, 0.250 mmol). The vial was again flushed with nitrogen. To this was added NMP (0.5 mL). The resulting mixture was stirred vigorously under a stream of nitrogen for 10 min. The vial was placed in a pre-heated oil bath at 95 C. and heated at that temperature overnight. The reaction was cooled to room temperature, diluted with EtOAc, washed with water (2×), then brine, dried over MgSO4, filtered, and concentrated. The residue was purified by column chromatography (100% EtOAc?1% MeOH/EtOAc) to give 39.5 mg (66%) as an off-white solid. 1H NMR (500 MHz, CDCl3) delta 8.61 (d, J=1.6 Hz, 1H), 8.50 (s, 1H), 8.47 (d, J=8.2 Hz, 1H), 8.10 (d, J=8.2 Hz, 1H), 7.82 (s, 1H), 7.75 (s, 1H), 7.53-7.45 (m, 2H), 7.42-7.35 (m, 2H), 7.35-7.30 (m, 1H), 5.63 (d, J=10.7 Hz, 1H), 4.11-4.03 (m, 4H), 3.98 (s, 3H), 3.86 (dd, J=11.7, 3.0 Hz, 1H), 3.57 (td, J=11.9, 1.7 Hz, 1H), 3.37 (td, J=11.9, 1.9 Hz, 1H), 3.22-3.09 (m, 1H), 2.11-2.01 (m, 1H), 1.72-1.59 (m, 1H), 1.50-1.38 (m, 1H), 1.07 (d, J=13.1 Hz, 1H). LCMS (M+H)=482.3.

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Norris, Derek J.; Delucca, George V.; Gavai, Ashvinikumar V.; Quesnelle, Claude A.; Gill, Patrice; O’Malley, Daniel; Vaccaro, Wayne; Lee, Francis Y.; DeBenedetto, Mikkel V.; Degnan, Andrew P.; Fang, Haiquan; Hill, Matthew D.; Huang, Hong; Schmitz, William D.; Starrett, JR., John E.; Han, Wen-Ching; Tokarski, John S.; Mandal, Sunil Kumar; (220 pag.)US2016/176864; (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. 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. category: Triazoles

n-BuLi (1.23 M in hexanes, 1.1 mL, 1.35 mmol) was added dropwise to a stirred slurry of 1-methyl-1,2,3-triazole (112 mg, 1.35 mmol) in THF (1 mL) at -40 C. under nitrogen. After stirring for another 30 minutes, the mixture was treated dropwise with a solution of (4-chloro-3-isopropoxy-2-methoxyquinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)methanone (252 mg, 0.67 mmol, Intermediate 27) in THF (5 mL). The reaction was allowed to warm to room temperature over 1 hour. The reaction was then quenched with saturated aqueous NH4Cl. The mixture was poured into a separatory funnel and extracted with DCM (4*60 mL). The organics were combined, washed with brine, dried (Na2SO4), filtered and concentrated to dryness to afford a light yellow oil. The crude material was purified by FCC (1-7.5% MeOH/DCM) followed by reverse-phase HPLC (acetonitrile/water+NH4OH) to provide the title compound as a white solid. 1H NMR (400 MHz, CDCl3) delta ppm 8.08 (d, J=2.2 Hz, 1H), 7.78 (d, J=8.7 Hz, 1H), 7.33 (dd, J=8.6, 2.2 Hz, 1H), 7.18 (s, 1H), 6.18 (s, 1H), 4.74-4.67 (m, 1H), 4.32 (s, 1H), 4.13 (s, 3H), 3.94 (s, 3H), 3.39 (s, 3H), 2.32 (s, 3H), 1.39 (d, J=6.2 Hz, 6H). MS (ESI): mass calcd. for C22H25ClN6O3, 456.2. m/z found, 457.0 [M+H]+. [4-Chloro-2-methoxy-3-(1-methylethoxyl)quinolin-6-yl](1,2-dimethyl-1H-imidazol-5-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol was purified by chiral SFC (Stationary phase: CHIRALPAK AD-H 5 muM 250*20 mm, Mobile phase: 70% CO2, 30% MeOH/iPrOH 50/50 v/v+(0.3% iPrNH2)) to give 2 enantiomers. The first eluting enantiomer was Example 80b: 1H NMR (400 MHz, CDCl3) delta ppm 8.09 (d, J=2.2 Hz, 1H), 7.77 (d, J=8.7 Hz, 1H), 7.32 (dd, J=8.7, 2.2 Hz, 1H), 7.17 (s, 1H), 6.17 (s, 1H), 4.75-4.66 (m, 1H), 4.36 (s, 1H), 4.13 (s, 3H), 3.94 (s, 3H), 3.39 (s, 3H), 2.32 (s, 3H), 1.39 (d, J=6.2 Hz, 6H). MS (ESI): mass calcd. for C22H25ClN6O3, 456.2. m/z found, 457.2 [M+H]+ and the second eluting enantiomer was Example 80c: 1H NMR (400 MHz, CDCl3) delta ppm 8.06 (d, J=2.2 Hz, 1H), 7.80 (d, J=8.7 Hz, 1H), 7.35-7.32 (m, 1H), 7.21 (s, 1H), 6.24 (s, 1H), 4.74-4.67 (m, 1H), 4.13 (s, 3H), 3.95 (s, 3H), 3.52 (s, 1H), 3.42 (s, 3H), 2.37 (s, 3H), 1.39 (d, J=6.2 Hz, 6H). MS (ESI): mass calcd. for C22H25ClN6O3, 456.2. m/z found, 457.2 [M+H]+.

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 16681-65-5.

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

Reference of 16681-65-5, 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, 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.

Intermediate 84 (4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(2,6-dimethylpyridin-3-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol To a flask containing 1 -methyl- lH-l ,2,3-triazole (275 mg, 3.31 mmol, prepared according to PCX Int. Appl., 2008098104) was added THF (35 mL) and the colorless solution was cooled to – 50 C. Then, kappa-butyllithium (2.5 M in hexanes, 1 ,2 mL, 3.0 mmol) was added dropwise which afforded a dark reddish-brown viscous solution. The mixture was stirred between -20 to -10 C for 30 minutes, then a homogeneous THF solution of (4-chloro-2-methoxy-3-(4- (irifluQromethyl)benzy)quinoh (700 nig, 1.44 mmol in 4 mL THF, Intermediate 12: step f) was introduced at 0 C. The reaction mixture became a dark brown color and was allowed to warm gradually to room temperature. The mixture was stirred for 60 minutes at, room, temperature then quenched with aqueous NH4CI solution. The aqueous portion was extracted with EtOAc, 3 x 50 mL. The combined organics were washed with brine, dried over MgS04, filtered and concentrated to provide a brown oil. Chromatography on silica gel (1% MeOH-DCM increasing to 5% MeOH-DCM) provided the title compound as a light brown solid. Racemic (4~chloro-2-methoxy-3-(4~(trifluorometliyl)benzyl)quinohyl)rnethanol was separated into its individual enantiomers using the following conditions: Chiralcel OD, 20 uM (Diacel) using ethanol with 242 nM detection to give the first eluting enantiomer as Intermediate 84b and the second eluting enantiomer as Intermediate 84c.

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 1-Methyl-1H-1,2,3-triazole is helpful to your research.

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.; JONES, William Moore; GOLDBERG, Steven; WO2015/57205; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 16681-65-5, 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. 16681-65-5, 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 19a: (3-(4-(1H-pyrazol-1-yl)benzyl)-4-chloro-2-methoxyquinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol A solution of w-butyllithium in hexanes (2.5 M, 0.32 mL, 0.81 nimol) was added dropwise to a stirring solution of 1 -methyl- 1H- 1 ,2,3-triazole (70.4 mg, 0.848 nimol, prepared according to PCX Int. AppL, 2008098104) in tetrahydrofuran (1 mL) at -50 C. After 20 minutes, a solution (gently warmed with a heat, gun to dissolve the ketone starting material) of (3-(4-(lH-pyrazol-l – yl)benzyl)-4-chk>ro~2-methoxyquinolin-6-yl)(l,2-dimethyl-l H- (200 mg, 0.42 mmol, Intermediate 21 : step b) in tetrahydrofuran (1 mL) was added dropwise. After 5 minutes, the flask was allowed to warm to 23 C. After 20 minutes, water (1 mL) was added. The biphasic mixture was partitioned between saturated aqueous sodium chloride solution (25 mL) and ethyl acetate (50 mL). The layers were separated and the organic layer was dried with sodium sulfate. The dried solution was filtered. Silica gel (2 g) was added to the filtrate and the mixture was concentrated by rotary evaporation to afford a free-flowing powder. The powder was loaded onto a silica gel column for flash column chromatography purification. Elution with dichloro methane initially, grading to 10% methanol-dichloromethane provided the title compound which was further purified by RP-HPLC eluting initially with 5% acetonitrile-water (containing 0,05% trifluoroacetic acid), grading to 95% acetonitrile-water (containing 0.05% trifluoroacetic acid) to provide the title compound as a white solid after partitioning the purified material between dichioromethane-saturated aqueous sodium bicarbonate solution, separating the layers, drying the organic layer with sodium sulfate, filtering the dried solution, and concentrating the filtrate to dryness.lH NMR (400 MHz, CDC13) delta ppm 8.21 (s, IH), 7.85 (d, J = 2.4 Hz, I H), 7.74 (d, J = 8.8 Hz, 1H), 7.67 (d, J = 1.7 Hz, 1H), 7.60 – 7.53 (m, 2H), 7.41 – 7.33 (m, 3H), 7.11 (d, J = 1.4 Hz, IH), 6.46 – 6.39 (m, I H), 6.08 – 6.02 (m, IH), 4,27 (s, 2H), 4.08 (s, 3H), 3.89 (s, 3H), 3.35 (s, 3H), 2.20 (s, 3H); MS (ESI): mass calcd. for C29H27CIN8O2, 554.2; ni/z found, 555.2 j VI · Pi | .(3-(4-(]J/-P Tazol-l-yl)benzyl)-4-cMyl)(l-methyl-lH-l ,2,3-triazo3-5-yl)methanol was purified by chiral SFC (Chiralpak AD-H, 5 muetaiota, 250 x 20 mm, mobile phase: 55% CO2, 45% methanol containing 0.03% isopropylamine) to provide two enantiomers. The first eluting enantiomer was Example 19b: NMR (500 MHz, CDC3) delta ppm 8.17 (d, ./ 2.2 Hz, 1 H), 7.88 – 7.84 (m, 1H), 7.78 (d, ./ 8.7 Hz, 1 H), 7.70 – 7.66 (m, 1H), 7.61 – 7.55 (m, 2H), 7.41 – 7.34 (m, 3H), 7.18 (s, 1 H), 6.47 – 6.39 (m, 1H), 6.16 (s, 5 H), 4.32 (s, 2H), 4.10 (s, 31 1). 3.92 (s, 3H), 3.40 (s. 3H), 2.33 (s, 3H); MS { LSI}: mass calcd. for C29H27C3N8O2, 554.2; m/z found, 555.5 [M+H] and the second eluting enantiomer was Example 19c:JH NMR (500 MHz, CDCI3) delta ppm 8.18 (d, J 2.2 Hz, 1H), 7.85 (d, J = 2.5 Hz, I I I). 7.76 id. ./ = 8.8 Hz, 1 1 1). 7.68 (d, ./ = 1.7 Hz, I H), 7.61 – 7.55 (m, 2H), 7.42 – 7.34 (m, 31 1). 7.17 (s, IH), 6.43 (t, ./ 2.1 Hz, }. 6.13 (s, }. 4.31 (s. 2H), 4.10 (s. 3H), 3.91 (s, 3H), 3.39 (s, 3H), 2.31 (s, 3H); MS (ESI): mass calcd. for C29H27CIN8O2, 554.2; m/z found, 555.5 [M+H]+.

We very much hope you enjoy reading the articles and that you will join us to present your own research about 16681-65-5, Happy reading!

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.; JONES, William Moore; GOLDBERG, Steven; WO2015/57205; (2015); 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.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. COA of Formula: C3H5N3

To a flask containing 1-methyl-1H-1,2,3-triazole (111 mg, 1.34 mmol) was added THF (10 mL) and the solution was cooled to -45 C. using a CH3CN-CO2 bath. n-BuLi (2.5 M in hexanes, 0.5 mL, 1.25 mmol) was added dropwise to provide a white suspension. The suspension was stirred at -45 C. for 25 minutes. A pre-warmed THF solution of (2,4-dichloro-3-(2,2,2-trifluoroethyl)quinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)methanone (470 mg, 1.17 mmol in 7 mL THF, Intermediate 70) was introduced at -45 C. The reaction temperature was allowed to warm gradually to room temperature over 70 minutes then quenched with aqueous NH4Cl solution. The aqueous portion was extracted with EtOAc (3*40 mL), and the combined organics were washed with brine, dried over MgSO4, filtered and concentrated. Chromatography on silica gel (2% MeOH-DCM increasing to 8% MeOH) afforded the title compound as a tan amorphous solid. MS (ESI): mass calcd. for C20H17Cl2F3N6O, 484.1. found, 485.0 (M+H)+. 1H NMR (500 MHz, CDCl3) delta ppm 8.60 (s, 1H), 8.44-8.40 (m, 2H), 7.95 (d, J=8.8 Hz, 1H), 7.62 (dd, J=8.8, 1.8 Hz, 2H), 6.95 (s, 1H), 5.89 (s, 1H), 4.05 (q, J=9.6 Hz, 2H), 3.89 (s, 3H), 3.32 (s, 3H).

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-Methyl-1H-1,2,3-triazole ,and how the biochemistry of the body works.

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

Electric Literature of 16681-65-5, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 16681-65-5, name is 1-Methyl-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.

Example 39(2,4-dichloro-3-phenylquinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanolTo a flask containing 1 -methyl- lH-l ,2,3-triazole (125 mg, 1.5 mmol) was added THF (10 mL) and the colorless solution was cooled to -45 C. Then, -BuLi (2.5 M in hexaiies, 0,6 mL, 1.5 mmol) was added affordi g a suspension. The suspension was stirred between -40 C and -10 C for 30 minutes, then a THF solution of (2,4-dichloro-3-phenylquinolin-6-yl)(l,2-dimethyl-lH- imidazol-5-yl)niethanone (500 mg, 1.26 mmol, Intermediate 18: step b, in 5 mL THF) was introduced and the mixture was allowed to warm up to room temperature. After 1 hour, the reaction mixture was heated to 40 C for 3 hours and then quenched with aqueous NH4CI solution. The aqueous portion was extracted with EtOAc (3 x 50 mL) and then with DCM (3 x 50 mL). The individual organic portions were washed with brine, dried over MgS04, filtered, combined and concentrated to dryness. Chromatography on silica gel (5% MeOH-DCM increasing to 10% MeOH) provided material which was re -purified by preparative TLC (5% 2 M-NH3-MeOH-EtO Ac) to provide the title compound as light tan solid. H NMR (500 MHz,CDCI3) delta 8.45 – 8.36 (m, 1H), 7.94 (d, J= 8.8 Hz, IH), 7.66 – 7.46 (m, 4H), 7.46 – 7.30 (m, 2H), 7.01 (s, 1H), 5.94 (s, IH), 3.91 (s, 3H), 3.34 (s, 3H), 2.17 (s, 3H). MS (ESI): mass calcd. for C24H20CI2N6O, 478.1 , m/z found 479.1 [M+H]+.

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Reference:
Patent; JANSSEN PHARMACEUTICA NV; 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.; LEONARD, Kristi, A.; WO2015/57203; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics