Day: March 15, 2021

Reference of 16681-70-2, These common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic 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 35 3,5-Dichlorobenzyl 4-(2-(N-methyl-1H-1,2,3-triazole-4-carboxamido)ethyl)piperidine-1-carboxylate The title compound was prepared analogously to Example 34, step 3 from 1H-1,2,3-triazole-4-carboxylic acid and 3,5-dichlorobenzyl 4-(2-(methylamino)ethyl)piperidine-1-carboxylate (Example 1, step 3) (200 mg, 0.579 mmol); LCMS: Rt=1.23 mins; MS m/z 440.5 and 442.5 [M+H]+ for Cl isotopes; Method 2minLowpHv01

The synthetic route of 16681-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novartis AG; Legrand, Darren Mark; Furminger, Vikki; Thomson, Christopher; Hughes, Owen Rhys; Stanley, Emily; US2014/171403; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, A new synthetic method of this compound is introduced below., COA of Formula: C2H5N5

Included at room temperature3,5-diamino-1,2,4-triazole 15.6 g (0.157 mol)And dehydrated N,N-dimethylformamide 100mLAdd 53.5 g (0.157 mol) of 20percent sodium ethoxide ethanol solution to the suspension.After heating to 55~60 ¡ã C and stirring for 20 minutes,37.9 g (0.157 mol) of 3-chloropropyltriethoxydecane was added.Stir at 87~90 ¡ã C for 6 hours.After cooling the suspension reaction solution to 3 ¡ã C,Filter out insoluble matter,And the solvent of the filtrate is distilled off under reduced pressure,Obtained 42.3 g of brown viscous material (0.139 mol,Yield 88.8percent).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; SHIKOKU CHEMICALS CORPORATION; MURAI,, TAKAYUKI; TANIOKA, MIYA; IIDA, SHUSAKU; KATSUMURA, MASATO; YAMAJI, NORIAKI; IMAMINE, TAKAHITO; TSUJINO, MASAHIKO; HIRAO, HIROHIKO; (52 pag.)TW2018/41929; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 16681-70-2, 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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

HATU (79 mg, 207 .imol) was added to a stirred solution of 1H-1,2,3-triazole-4- carboxylic acid (23 mg, 207 .imol) in DMF (1.3 mL) and stirred for 10 minutes. DIPEA (49 mg, 376 .imol) was added and after 5 minutes, Compound 2 (66 mg, 188 .imol) pre5 dissolved in DMF and DIPEA (1.3 mL, 2 eq.) was added. After 90 minutes LCMSindicated the major product. The mixture was then concentrated in vacuo. The product was determined to be a mixture of the isomers with an additional impurity. The product was purified by preparative HPLC to yield the title isomer a (2.75 mm retention time; 1.1 mg) and b (2.68 mm retention time; 3.1 mg) as TFA salts.

The synthetic route of 1H-[1,2,3]Triazole-4-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; FLEURY, Melissa; BEAUSOLIEL, Anne-Marie; HUGHES, Adam D.; LONG, Daniel D.; WILTON, Donna A.A.; WO2015/116760; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, molecular formula is C3H3N3O2, 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. Quality Control of 1H-[1,2,3]Triazole-4-carboxylic acid

3-Bromo-1-propyne (1a, 23.8 g, 0.200mol) was dissolved in methanol (100 mL), charged with sodium azide (11.8 g, 0.1815 mol) inwater (50 mL), and stirred at room temperature for 14 h. The mixture was added to a solution of sodium hydroxide (36.3 g, 0.908 mol) in methanol (700 mL) and heated under reflux for 2 h. Themethanol was evaporated and the residue diluted with water (400 mL). Potassium hydroxide (17.7g, 0.315 mol) was added to the solution, which was charged in portions with potassium permanganate (41.1 g, 0.259 mol). The mixture was stirred for 12 h at room temperature and,thereafter, heated at 70 C for 3 h. The suspension was filtered and the clear filtrate dissolved in hydrochloric acid. During the evaporation of the volatiles, carboxylic acid 1269 crystallized in thecold solution. The solid was separated by filtration and heated at 300 C in an open apparatus of recondensation to remove carbon dioxide. The triazole 13 (4.18 g, 60.5 mmol, 33%, based onsodium azide) was isolated by recondensation (5¡¤10-3 mbar) at room temperature.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 16681-70-2, its application will become more common.

Reference:
Article; Banert, Klaus; Hagedorn, Manfred; Hemeltjen, Claudia; Ihle, Andreas; Weigand, Kevin; Priebe, Hanno; Arkivoc; vol. 2016; 5; (2016); p. 338 – 361;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

7343-34-2, name is 3,5-Dimethyl-4H-1,2,4-triazole, 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. HPLC of Formula: C4H7N3

General procedure: To a solution of 1-(3-chloropyridin-2-yl)piperidine-4-carboxylic acid (0.61 mmol) andamine/aniline (0.73 mmol, 1.2 eq.) in DMF (4 ml) was added TBTU, (alternatively HATU or EDCI)(0.92 mmol, 1.5 eq.) and diisopropyl ethylamine (1.8 mmol, 3.0 eq.). The reaction mixture wasstirred at room temperature until completion of the reaction. The reaction mixture was dilutedwith ethyl acetate and washed with 1N HCl, water and brine. The organic phase was dried oversodium sulfate, filtered and concentrated. The crude material was purified by columnchromatography or preparative HPLC (C18, acetonitrile/water gradient).

The synthetic route of 7343-34-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Schlapbach, Achim; Revesz, Laszlo; Pissot Soldermann, Carole; Zoller, Thomas; Regnier, Catherine H.; Bornancin, Frederic; Radimerski, Thomas; Blank, Jutta; Schuffenhauer, Ansgar; Renatus, Martin; Erbel, Paulus; Melkko, Samu; Heng, Richard; Simic, Oliver; Endres, Ralf; Wartmann, Markus; Quancard, Jean; Bioorganic and Medicinal Chemistry Letters; vol. 28; 12; (2018); p. 2153 – 2158;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, molecular formula is C2H5N5, 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. HPLC of Formula: C2H5N5

3-Amino-6-chloro-1,2,4,5-tetrazine (4) (1:00 g, 7.60mmol) was dissolved in a mixture of 16:0 mL acetonitrile and 2:0 mL water. To the stirred solution 3,5-diamino-1,2,4-triazole (1:51 g, 15:2 mmol) was added. The mixturewas heated to 90 ¡ãC and refluxed for 16 h. The precipitatewas filtered and washed with water and acetonitrile. Theproduct (9) was recrystallized from water. After standing overnight at ambient temperature, the crystals were filteredand dried. 1:33 g (5:78 mmol; 76percent) of red needles of 9 were yielded. ? Elemental analysis (C4H10N10O2, 230.19)exp. (calcd.) in percent: C 20.62 (20.87); H 4.18 (4.38); N 60.37(60.85). ? DSC (5 C min1, ¡ã C): Tdec:: c 314 ¡ãC. ? 1H NMR([D6]DMSO, 25 ¡ãC, ppm): d =5.38 (s, 2H, NH2 triazole),6.94 (s, 2H, NH2 triazole), 7.83 (s, 2H, NH2 tetrazine).? 13C NMR ([D6]DMSO, 25 ¡ãC, ppm): d =155.5 (1C,C-NH2 triazole), 156.3 (1C, C-NH2 triazole), 162.7 (1C,C-tetrazine), 162.9 (1C, C-tetrazine). ? MS ((+)-DEI): m=z = 194.1 (100) [C4H6N10]+, 124.1 (43) [C3H4N6]+,99.1 (5) [C2H5N2]+, 82.1 (19) [C2H2N5]+. ? Raman: n(cm-1)=3250 (2), 3184 (5), 1648 (7), 1570 (5), 1555 (12), 1526 (5), 1477 (90), 1399 (4), 1371 (8), 1335 (6), 1158 (10),1027 (18), 866 (100), 828 (4), 669 (7), 580 (9), 456 (5), 356(4), 345 (7), 321 (6). ? Sensitivity data: IS: > 40 J; FS: >360 N; ESD: > 1 J.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1455-77-2, its application will become more common.

Reference:
Article; Klapoetke, Thomas M.; Preimesser, Andreas; Stierstorfer, Joerg; Zeitschrift fur Naturforschung, B: Chemical Sciences; vol. 68; 12; (2013); p. 1310 – 1320;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1142927-05-6, name is 1-Methyl-1H-1,2,4-triazole-3-carbonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Methyl-1H-1,2,4-triazole-3-carbonitrile

1-methyl-3-cyano-1H-1,2,4-triazole (20 g, 185 mmol) and anhydrous methanol (500 mL) were added to 100 mL of dry three-Followed by the addition of sodium methoxide (14 g, 259 mmol) and amine chloride(14.8 g, 277.5 mmol),Stir at 5 C for 12 hThe filter,The filtrate was evaporated under reduced pressure,The residue was beaten with acetone,filter,A white solid (23.44 g, 78.8%) was obtained.

The synthetic route of 1142927-05-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Zhang Yingjun; Liu Xinchang; Ren Qingyun; Wang Chaolei; S ¡¤geerdeman; (50 pag.)CN103664899; (2017); B;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., COA of Formula: C3H5N3

General procedure: TBHP (3 eq.) was added to a solution of 3-phenyl-1,2,4-triazole (0.4 mmol) 1a, benzaldehyde 2a (0.6 mmol), followed by TBAI (20 mol%) in DCE(4 mL). The reaction mixture was stirred at 120 oC under nitrogen atmosphere for 5 h. After completion of the reaction confirmed by TLC, the reaction mixture was cooled to room temperature and partitioned between water and ethyl acetate. The organic and aqueous layers were then separated and aqueous layer was extracted with ethyl acetate twice. The combined organic extracts were dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford the crude. The crude was further purified by silica gel chromatography using EtOAc/hexane as eluents to furnish the desired product 3 or 5.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Agisho, Habtamu Abebe; Esatu, Habdolo; Hairat, Suboot; Zaki, Mehvash; Tetrahedron Letters; (2020);,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 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. category: Triazoles

To a flask containing 1-methyl-1H-1,2,3-triazole (430 mg, 0.8 mmol) was added THF (15 mL) and the solution was cooled to -43 C. using a CH3CN-CO2 bath. Then, n-BuLi, (2.5 M in hexanes, 0.7 mL, 1.75 mmol) was added dropwise. The reaction mixture was stirred at -40 C. for 30 minutes, then tert-butyl-3-(4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinoline-6-carbonyl)-azetidine-1-carboxylate (430 mg, 0.8 mmol, Intermediate 61: step b) in 2 mL THF was introduced. The reaction mixture was allowed to warm to room temperature over 30 minutes, and was quenched after 45 minutes with aqueous NH4Cl solution. The aqueous portion was extracted with EtOAc (3*30 mL). The combined organics were washed with brine, dried over MgSO4, filtered and concentrated. Chromatography on Silica gel (10% acetone-hexane increasing to 30% acetone) afforded the title compound as a white amorphous solid. 1H NMR (500 MHz, CDCl3) delta 8.24 (d, J=2.1 Hz, 1H), 7.78 (d, J=8.8 Hz, 1H), 7.56-7.47 (m, 3H), 7.40 (d, J=8.1 Hz, 2H), 7.35 (dd, J=8.7, 2.1 Hz, 1H), 4.35 (s, 2H), 4.20 (t, J=8.8 Hz, 1H), 4.07 (s, 3H), 4.00 (dd, J=9.3, 5.6 Hz, 1H), 3.92 (dd, J=8.9, 5.7 Hz, 1H), 3.67 (s, 3H), 3.62 (t, J=8.8 Hz, 1H), 3.52-3.38 (m, 1H), 1.38 (s, 9H); MS (ESI): mass calcd: Chemical Formula: C30H31ClF3N5O4; Exact Mass: 617.2. m/z found 617.8 [M+H]+.

The synthetic route of 1-Methyl-1H-1,2,3-triazole has been constantly updated, 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

Some common heterocyclic compound, 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, molecular formula is C3H3N3O2, 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. Recommanded Product: 1,2,4-Triazole-3-carboxylic acid

To a reaction of 1/7-1, 2, 4-triazole-3 -carboxylic acid (113 mg, 1.19 mmol) and 4- (trifluoromethoxy)benzylamine (0.20 mL, 1.31 mmol) in dry DMF (10 mL) was added 1- hydroxybenzotriazole monohydrate (200 mg, 1.31 mmol) and EDC (N-(3- Dimethylaminopropyl)-N’- ethylcarbodiimide) (251 mg, 1.31 mmol) followed by N- methylmorpholine (0.52 mL, 4.76 mmol via syringe). The mixture was stirred at room temperature under nitrogen and the solids were gradually dissolved. The contents were stirred at room temperature for 24 h, and then slowly diluted into iced water and extracted with DCM (2 x 50 mL). The DCM phase was washed with ice cold water (2 x 100 mL). The DCM phase was dried over anhydrous Na2S04, concentrated under reduced pressure and chromatographed on silica gel using MeOH and DCM (8:92) as eluents to get the desired amide 8 (305.3 mg, 90 % yield) as a white solid compound. -NMR (400 MHz, DMSO-de): <514.80-14.01 (br s, 1H), 9.25 (br s, 1H), 8.50 (br s, 1H), 7.44 (d, J= 8.4 Hz, 2H), 7.32 (d, J= 8 Hz, 2H), 4.47 (d, J= 6 Hz, 2H); 19F -NMR (376 MHz, DMSO-de): <5 - 56.89 ppm. MH+ = 287.2 m/z. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4928-87-4, its application will become more common. Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; NATIONAL JEWISH HEALTH; WEMPE, Michael Fitzpatrick; VAZQUEZ-TORRES, Andres; DAI, Shaodong; (72 pag.)WO2020/41556; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics