New learning discoveries about 16681-65-5

Statistics shows that 1-Methyl-1H-1,2,3-triazole is playing an increasingly important role. we look forward to future research findings about 16681-65-5.

16681-65-5, Name is 1-Methyl-1H-1,2,3-triazole, 16681-65-5, belongs to Triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.

l-Methyl-5-tributylstannanyl-lH-[l,2,3]triazole; To a solution of 1 -methyl- lH-[l,2,3]triazole (1.33 g, 16 mmol) in THF (20 mL) at -78 0C, was added dropwise n-BuLi (11 mL,1.6M, 18 mmol). The mixture was stirred at -78 0C for 2 h before addition of Bu3SnCl (4.75 mL, 17.6 mmol). The mixture was stirred at this temperature for 1 h and at r.t. for 1 h. The mixture was concentrated in vacuo and hexanes was added. The insoluble material was removed by filtration and the filtrate was concentrated in vacuo to afford l-methyl-5-tributylstannanyl-lH- [l,2,33triazole (6.12 g, 82% yield) as a yellow syrup.

Statistics shows that 1-Methyl-1H-1,2,3-triazole is playing an increasingly important role. we look forward to future research findings about 16681-65-5.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/108591; (2006); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Brief introduction of 16681-65-5

The synthetic route of 16681-65-5 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 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

Step 3: (S)-Methyl 3-(1 -methyl- 1H- 1 ,2,3-triazol-5-yl)-5-(phenyl(tetrahydro- 2H-pyran-4-yl)methyl)-5H-pyrido [3,2-bjindole-7-carboxylateA 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. Tothis was added NMP (0.5 mL). The resulting mixture was stirred vigorously under a stream of nitrogen for 10 mm. 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 (2X), 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. ?H NMR (500MHz, CDC13)o 8.61 (d, J1.6 Hz, 1H), 8.50 (s, 1H), 8.47 (d, J8.2 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,J10.7 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,J13.1 Hz, 1H). LCMS (M+H) =482.3.

The synthetic route of 16681-65-5 has been constantly updated, and we look forward to future research findings.

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; WO2015/100282; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 7170-01-6

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

Adding some certain compound to certain chemical reactions, such as: 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, 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 7170-01-6. 7170-01-6

250A. 5-(3-Methyl-lH-l,2,4-triazol-l-yl)isoquinoline: A mixture of 5- bromoisoquinoline (0.500 g, 2.403 mmol), 3-methyl-lH-l,2,4-triazole (0.599 g, 7.21 mmol), K2C03 (0.996 g, 7.21 mmol), and Cul (0.458 g, 2.403 mmol) in MP (5.0 mL) was heated at 150 C overnight. The reaction mixture was cooled to room temperature, filtered through a plug of CELITE, filter cake washed with 10% MeOH/DCM, filtrate absorbed onto silica gel, purified by reverse phase prep. HPLC, and concentrated to give a white solid (80 mg, 16%). XH NMR (400MHz, methanol-d4) delta 9.43 (d, J = 0.7 Hz, 1H), 8.83 (s, 1H), 8.57 (d, J = 6.2 Hz, 1H), 8.35 (d, J = 8.4 Hz, 1H), 7.99 (dd, J = 7.3, 1.1 Hz, 1H), 7.90 – 7.81 (m, 2H), 2.55 (s, 3H) ppm. MS (ESI) m/z: 211 (M+H)+.

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; PINTO, Donald J.P.; CLARK, Charles G.; SMITH, II, Leon M.; ORWAT, Michael J.; JEON, Yoon; CORTE, James R.; WO2014/160668; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 288-36-8

The synthetic route of 288-36-8 has been constantly updated, and we look forward to future research findings.

288-36-8, A common heterocyclic compound, 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, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Method B: 2-Fluoro-6-[1 ,2,3]triazol-2-yl-benzoic acid. To a 2 L, 3- necked, round-bottomed flask equipped with an overhead mechanical stirrer, thermocouple probe, heating mantle, reflux condenser, and nitrogen inlet were added 2-fluoro-6-iodobenzoic acid (127.6 g, 480 mmol), copper iodide (4.57 g, 24 mmol), and Cs2C03 (312.6 g, 959 mmol). To these solids were added dioxane (640 mL), then water (2.6 mL, 144 mmol), then 1 H-1 ,2,3-triazole (55.6 mL, 959 mmol), and finally frans-1 ,2-dimethylcyclohexane-1 ,2-diamine (15.1 mL, 96 mmol). The mixture was then warmed to 60 C for 30 min, then to 83 C for 30 min, and then to 100 C for 3 h. After the 3 h at 100 C, the mixture was cooled and then 1 L of MTBE and 1 L of water were added. After vigorous mixing, the layers were separated and the bottom aqueous layer was acidified to pH 1 .72 with -148 mL of concentrated hydrochloric acid. The aqueous was then extracted twice with EtOAc. The combined organic layers were dried over Na2S04, filtered, and concentrated to provide a dark oil. The oil was stirred overnight in EtOAc (450 mL) and the resulting precipitate was removed by filtration. The mother-liquors were concentrated to a brown solid (106.21 g, 75 wt% by quantitative HPLC, 79.7 g, 80%). 1H NMR (400 MHz, DMSO-d6): 8.22 – 8.13 (bs, 2H), 7.84-7.80 (m, 1 H), 7.74 – 7.65 (m, 1 H), 7.50 – 7.41 (m, 1 H).

The synthetic route of 288-36-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LETAVIC, Michael; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHIREMAN, Brock, T.; SWANSON, Devin; WO2012/145581; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Share a compound : 1H-1,2,3-Triazole

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, other downstream synthetic routes, hurry up and to see.

288-36-8, A common compound: 288-36-8, name is 1H-1,2,3-Triazole, belongs to Triazoles compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

2H-1,2,3-Triazole (760 mg, 11 mmol) was added to a suspension of 2,3-dichloro-5-nitro-pyridine (965 mg, 5 mmol) and anhydrous potassium carbonate (1.03 g, 7.5 mmol) in THF (50 mL), and the mixture was stirred overnight at room temperature. The mixture was diluted with EtOAc (100 mL), washed with water and brine, and the organic phase was dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by silica chromatography (hexane: EtOAc = 5:1 to 1:1) to give the title compound (505 mg, 44%). ?H NMR (400 MHz, DMSO-d6): 9.39 (d, 1H), 9.15 (d, 1H), 8.34 (s, 2H).

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, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CORNELL UNIVERSITY; CHILDREN’S MEDICAL CENTER CORPORATION; DANA-FARBER CANCER INSTITUTE, INC; GRAY, Nathanael, S.; SCOTT, David, A.; HATCHER, John; DU, Guangyan; MELNICK, Ari, M.; GABAS, Lorena, Fontan; CASALENA, Gabriella; US, Ilkay; WU, Hao; QIAO, Qi; (178 pag.)WO2018/165385; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Sources of common compounds: 16681-65-5

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

16681-65-5, The chemical industry reduces the impact on the environment during synthesis 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, I believe this compound will play a more active role in future production and life.

Procedure A To a flask containing 1-methyl-1H-1,2,3-triazole (400 mg, 4.81 mmol, prepared according to PCT Int. Appl., 2008098104) was added THF (25 mL) and the colorless solution was cooled to -50 C. Then, n-BuLi (2.5 M in hexanes, 1.88 mL) was added drop wise which afforded a dark reddish-brown solution. The mixture was allowed to warm gradually to -10 C. over 30 minutes, then a solution of (4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)methanone (750 mg, 1.58 mmol, Intermediate 49: step b) in THF (5 mL) was introduced at -10 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-THF (?10:2, v/v) 5*50 mL. The combined organics were washed with brine, dried over MgSO4, filtered and concentrated to provide a brown foam. Chromatography on silica gel (5% MeOH-DCM increasing to 10% MeOH) provided the title compound as a yellow solid. MS m/e 557.2 [M+H]+. 1H NMR (500 MHz, CDCl3) delta 8.23 (d, J=1.8 Hz, 1H), 7.72 (d, J=8.7 Hz, 1H), 7.49 (d, J=11.5 Hz, 2H), 7.38 (d, J=8.0 Hz, 3H), 7.30 (s, 1H), 7.06 (d, J=5.9 Hz, 1H), 5.99 (s, 1H), 4.33-4.19 (m, 2H), 4.06 (s, 3H), 3.88 (s, 3H), 3.33 (s, 3H), 2.14 (s, 3H). The racemic material was separated into its individual enantiomers using the following conditions: Chiralpack OD column; 80% heptanes: 20% ethanol; wavelength=242 nM to provide the two enantiomers. The first eluting enantiomer was Example 80B and the second eluting enantiomer was Example 80C.

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

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.; Pierce, Joan; Goldberg, Steven; Fourie, Anne; Xue, Xiaohua; US2014/107094; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Extended knowledge of 7170-01-6

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 7170-01-6.

7170-01-6, These common heterocyclic compound, 7170-01-6, name is 3-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.

3-Methyl-iH-i,2,4-triazole (375 mg, 4.51 mmol) was placed in a flask with dry DMF (5 mL).Sodium hydride (195 mg, 4.89 mmol) was added and the RM was stirred at room temperature for 15 minutes. tert-Butyl 4-((methylsulfonyl)oxy) pi peridi ne-i -carboxylate (Intermediate C, step 1) (i.OOg, 3.S8mmol) was then added and the RM was stirred at 10000 for 4 hours. The resulting mixture was partitioned between EtOAc and water. The organic phase was washed with water and brine, dried over Mg504, filtered and the solvent wasremoved in vacuo. The product was purified by chromatography on silica eluting with isohexane/( EtOAc:MeOH – 10:1) to afford:Product Step 1 a: tert- Butyl 4-(3-methyl- 1 H- 1,2 ,4-triazol- 1 -yl)piperidine- 1 -carboxylate;1H NMR (400 MHz, DMSO-d6) O 8.40 (iH, 5), 4.48 (iH, m), 4.01 (2H, m), 2.90 (2H, m), 2.22(3H, 5), 1.99 (2H, m), 1.72 (2H, m), 1.40 (9H, 5).Product Step 1 b: tert- Butyl 4-(5-methyl- 1 H- 1,2 ,4-triazol- 1 -yl)piperidine- 1 -carboxylate;1H NMR (400 MHz, DMSO-d6) O 7.79 (iH, 5), 4.45 (iH, m), 4.02 (2H, m), 2.90 (2H, m), 2.41 (3H, 5), 1.82 (2H, m), 1.75 (2H, m), 1.41 (9H, 5).

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 7170-01-6.

Reference:
Patent; NOVARTIS AG; BEATTIE, David; BAETTIG, Urs; LEGRAND, Darren Mark; LISTER, Andrew Stuart; MCKENNA, Jeffrey; PEARCE, David William; SANDHAM, David Andrew; STEWARD, Oliver Ross; THOMSON, Christopher; WO2015/8230; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Analyzing the synthesis route of 7411-23-6

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 7411-23-6.

7411-23-6, Adding some certain compound to certain chemical reactions, such as: 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, 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 7411-23-6.

2,2′-Bipyridine (3.12, 20 mmol), copper acetate (3.63 g, 20 mmol) and sodium carbonate (4.24 g, 40 mmol) was added to a solution of 3,5-dibromo-1H-1,2,4-triazole (4.54 g, 20 mmol) and cyclopropyl boronic acid (3.44 g, 40 mol) in DCE (150 ml). The r.m. was heated at 70 C. for 16 h and was then cooled to r.t. and washed with a sat. aq. solution of ammonium chloride. The combined organic extracts were washed with brine and dried (MgSO4). Filtration and concentration under reduced pressure gave a residue which was purified by flash column chromatography over silica gel (eluent: Heptane/EtOAc from 100/0 to 50/50). The product fractions were collected and concentrated in vacuo, yielding 1 g of a 70/30 mixture of intermediate 69 and intermediate 70 (21%) which was used as such in the next reaction step.

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 7411-23-6.

Reference:
Patent; Van Brandt, Sven Franciscus Anna; De Cleyn, Michel Anna Jozef; Gijsen, Henricus Jacobus Maria; Berthelot, Didier Jean-Claude; Surkyn, Michel; US2012/295891; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Sources of common compounds: 7170-01-6

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 7170-01-6.

7170-01-6, These common heterocyclic compound, 7170-01-6, name is 3-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.

Compound 10 (62.0 g, 115 mmol), Pd2 (dba) 3 (21.0 g, 22.9 mmol), dppf (14.0 g,25.2mmol), Cs2CO3 (112g, 344mmol),3-Methyl-1H-1,2,4-triazole (21.0 g, 252 mmol) was mixed in toluene (600 mL), stirred and warmed to reflux for 4 hr.After cooling, tap water (600 mL) was added and liquid separation was carried out. The organic phase is dried,Crystallization from petroleum ether gave compound 11 (41.9 g, 77.5%).

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 7170-01-6.

Reference:
Patent; Liu Fengjuan; (8 pag.)CN108623631; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Share a compound : 16681-65-5

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, 16681-65-5, other downstream synthetic routes, hurry up and to see.

A common compound: 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, belongs to Triazoles compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 16681-65-5

a 3-Methyl-3 H-1,2,3-triazole-4-carboxaldehyde To a stirred solution of 1-methyl-1 H-1,2,3-triazole (0.500 g, 6.02 mmol) in anhydrous THF (20 ml), cooled to -70 C. under nitrogen, was added dropwise a 1.6 M solution of butyl lithium in hexanes (4.23 ml, 6.77 mmol). The mixture was stirred at this temperature for 1 h, then anhydrous DMF (0.465 ml, 6.02 mmol) was added, and the mixture was allowed to warm to 0 C. over 30 min. Saturated aqueous NH4Cl (25 ml) was then added and the mixture was extracted with ethyl acetate. The organic layer was dried (Na2SO4) and evaporated in vacuo. The residue was purified by flash chromatography (silica gel, 40% EtOAc/hexane) to give 0.128 g (19%) of the title compound as a yellow oil: 1H NMR (360 MHz, d6-DMSO) delta4.27 (3 H, s), 8.45 (1 H, s), 10.01 (1 H, s); MS (ES+) m/e 144[M+MeOH+H]+, 111[M]+.

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, 16681-65-5, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck Sharp & Dohme Limited; US6255305; (2001); B1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics