Day: May 11, 2021

Application of 81606-79-3, A common heterocyclic compound, 81606-79-3, name is 2-(1,2,4-Triazol-1-yl)acetonitrile, molecular formula is C4H4N4, 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 mixture of tert-butyl 3-formylphenethylcarbamate (1 g, 4 mmol), 2-(lH-l,2,4- triazol-l-yl)acetonitrile (434 mg, 4 mmol) and DBU (610 mg, 4 mmol) in anhydrous THF (10 mL) was stirred at rt for 4 h. The mixture was concentrated to dryness. The residue was purified via silica chromatography and a gradient of 10 %-60 % EtOAc in Hexanes to afford the title compound as yellow oil (500 mg, 36 %).

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; PRINCIPIA BIOPHARMA INC.; LOU, Yan; OWENS, Timothy Duncan; BRAMELD, Kenneth Albert; GOLDSTEIN, David Michael; (171 pag.)WO2019/99576; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 1001401-62-2, The chemical industry reduces the impact on the environment during synthesis 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, I believe this compound will play a more active role in future production and life.

Intermediate 25: N-[(1S,2S)-2-Aminocvclopentvl1-2-(2H-l<2<3-triazol-2-yl)benzamide hydrochloride To a solution of tert-butyl N-[(iS,2S)-2-aminocyclopentyl]carbamate (CAS number 586961-34-4; 5 g, 24.97 mmol) in dry DMF (83 ml) was added 2-(2H-l,2,3-triazol-2- yl)benzoic acid (CAS number 1001401-62-2; 4.72 g, 24.97 mmol), HATU (14.24 g, 37.4 mmol) and triethylamine (10.44 ml, 74.9 mmol). The reaction was stirred at room temperature for 17 hours then was diluted with ethyl acetate and washed with saturated sodium bicarbonate solution and brine. The organics were dried over magnesium sulfate, filtered and concentrated in vacuo to afford a residue which was purified by column chromatography (silica, 0-100% ethyl acetate / petrol) to afford a solid. This Boc-protected intermediate was dissolved in hydrogen chloride in 1,4-dioxane (4 M, 20 ml) and stirred at room temperature for 60 hours. The solid was collected by filtration to afford the title compound.1H NMR (400 MHz DMSO-6): delta rhorhoiotaeta 1.47 - 1.83 (m, 4 H), 1.92 - 2.14 (m, 2 H), 3.32 - 3.49 (m, 1 H), 4.04 - 4.17 (m, 1 H), 7.48 - 7.59 (m, 1 H), 7.60 - 7.70 (m, 2 H), 7.77 - 7.87 (m, 1 H), 8.08 (s, 2 H), 8.33 (br. s., 3 H), 8.59 - 8.69 (m, 1 H)MS ES+: 272 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, 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, other downstream synthetic routes, hurry up and to see. Reference:
Patent; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FIELDHOUSE, Charlotte; GLEN, Angela; ROBINSON, John Stephen; FUJIMOTO, Tatsuhiko; WO2015/55994; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 1001401-62-2,Some common heterocyclic compound, 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, molecular formula is C9H7N3O2, 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.

Step 6: (2-(2H-1.2.3-Triazol-2-yl)phenyl)((2R.5R)-5-hvdroxy-2-methylpiperidin-l- vDmethanone (6). A solution of (3R,6R)-6-methylpiperidin-3-ol (5.31 g, 46.1 mmol), 2-(2H-l,2,3- triazol-2-yl)benzoic acid (10.5 g, 55.3 mmol), EDC (17.7 g, 92.0 mmol), l-hydroxy-7- azabenzotriazole (12.6 g, 92.0 mmol), and triethylamine (19.3 mL, 138 mmol) in DMF (300 mL) was stirred at 50C overnight, then diluted with saturated aqueous sodium bicarbonate and extracted 3x with ethyl acetate. The organics were washed with brine, dried over magnesium sulfate, filtered, and concentrated. The crude material was purified by silica gel gradient chromatography (0-100% ethyl acetate in hexanes), providing the titled compound as a pale yellow solid. LRMS m/z (M+H) 287.3 found, 287.1 required.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; WO2014/176146; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, This compound has unique chemical properties. The synthetic route is as follows., Safety of (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol

A solution of 8.75 g (0.05 mol) of (1-phenyl-1H-1,2,3-triazol-4-yl)methanol (11) in 100 mL of methylene chloride was added in one portion with thorough stirring to a suspension of 16.15 g (0.075 mol) of freshly prepared pyridinium chlorochromate (PCC) in 200 mL of anhydrous methylene chloride. The mixture was stirred for 90 min at room temperature, 200 mL of anhydrous diethyl ether was added, the solution was separated from the black precipitate by decanting, and the precipitate was washed with diethyl ether (2 ¡Á 50 mL). The combined extracts were filtered through 20 g of silica gel, the solvent was distilled off under reduced pressure, and the residue was recrys-tallized from carbon tetrachloride. Yield 6.75 g (78%). mp 96-97C. 1 H NMR spectrum (500 MHz, DMSO-d 6 ), delta, ppm: 7.57 t (1H, p-H, J = 7.2 Hz), 7.65 t (2H, m-H, J = 7.2 Hz), 8.03 d (2H, o-H, J = 7.2 Hz), 9.59 s (1H, 5-H), 10.24 s (1H, CHO). Mass spectrum: m/z 174 [M + H] + . Found, %: C 62.45; H 4.14; N 24.21. C 9 H 7 N 3 O. Calculated, %: C 62.42; H 4.07; N 24.27.

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 103755-58-4.

Reference:
Article; Pokhodylo; Tupychak; Shyyka, O. Ya.; Obushak; Russian Journal of Organic Chemistry; vol. 55; 9; (2019); p. 1310 – 1321; Zh. Org. Khim.; vol. 55; 9; (2019); p. 1393 – 1405,13;,
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. 288-36-8, name is 1H-1,2,3-Triazole, A new synthetic method of this compound is introduced below., Quality Control of 1H-1,2,3-Triazole

To a stirred solution of 1,2, 3-triazole (2.0 g, 28.9 mmol) in THF (10 mL) was added NaH (l.065g, 43.1 mmol) portion wise at 0 C under inert atmosphere. After being stirred for 45 min at 0C, 2-(trimethylsilyl)ethoxymethyl-Cl (SEM-C1; 7.6 mL, 43.1 mmol) was added to the reaction mixture. After completion of addition the reaction mixture was allowed to warm to RT and stirred for 12 h. The reaction mixture was quenched with water and extracted with ethyl acetate (2 x 100 mL). The combined organic extracts were washed with brine, dried over anhydrous Na2S04 and concentrated under reduced pressure to give crude compound. The crude material was purified by column chromatography eluting with 10% EtO Ac/hexane to afford N-2-(trimethylsilyl)ethoxymethyl- 1,2, 3-triazole (3.5 g, 17.5 mmol, 61%) as a liquid. Mass: m/z 200 [M++l].

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; INNOCRIN PHARMACEUTICALS, INC.; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; EISNER, Joel; WAHL, Daniel; SPEERS, Corey; (111 pag.)WO2020/77197; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 342617-08-7, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 342617-08-7 as follows.

A slurry of 3-(3-bromophenyl)-1H-1,2,4-triazole (58.5 g; 261 mmol; Step 1 above), anhydrous K2CO3(43.2 g; 313 mmol), and chloromethylpivalate (45 mL; 313 mmol) in dry MeCN (250 mL) was heated to 80 C. (Note 1) for 1 hour. The mixture was cooled, solid was collected by filtration and the filtrate was concentrated in vacuo. Residue from the filtaret was combined with the filtered solid and the whole was stirred with water approximately 20 minutes. Solid was collected by filtration, washed with water (¡Á3) and recrystallized from MeOH/water, affording the title compound as a colorless solid.

According to the analysis of related databases, 342617-08-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORP; COWAN, D. J; LARKIN, A. L.; ZHANG, CUNYU; MUSSO, D. L.; GREEN, G. M.; CADILLA, R.; SPEARING, P.K.; BISHOP, M. J.; SPEAKE, J. D.; (219 pag.)CN102516115; (2016); B;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 162848-16-0, name is 4-[1,2,4]Triazol-1-yl-benzoic acid, molecular formula is C9H7N3O2, 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

General procedure: The ligand 4-Htba (0.1 mmol) was dissolved in DMF (5 mL), to which a DMF solution (5 mL) of Cd(NO3)2¡¤4H2O (0.1 mmol) was added with stirring for ca. 30 min. Then, the solution was sealed in a Teflon-linear autoclave and heated at 100 C for 3 days, after cooling to room temperature at a rate of 10 C/h, colorless blockc rystals of complex 1 were obtained in 58% yield (20.0 mg). Anal. Calcd for C10H7CdN3O4: C, 34.75; H, 2.04; N, 12.16%. Found: C, 34.71; H, 2.06; N, 12.14%. IR (KBr, cm-1): 1606vs, 1575vs, 1542vs, 1449m, 1410vs, 1368s, 1337s, 1303s, 1281s, 1229m, 1149m, 1051m, 994w, 975m, 873w, 854m, 812w, 781m, 724w, 698w, 669w, 646w, 541w. The same synthetic procedure as that for 1 was used except that Cd(NO3)2¡¤4H2O was replaced by Pb(NO3)2 (0.1 mmol), forming colorless block crystals of 2 in 54% yield (23.8 mg). Anal. Calcd for C10H7PbN3O4: C, 27.27; H, 1.60; N, 9.54%. Found: C, 27.22; H, 1.64; N, 9.49%. IR (KBr, cm-1): 1603s, 1557vs, 1383vs, 1340s, 1305m, 1277m, 1222m, 1143w, 1050w, 964w, 848w, 782m, 719w, 696w, 666w, 641w, 541w.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 162848-16-0, its application will become more common.

Reference:
Article; Mu, Yu-Hai; Ge, Zhi-Wei; Li, Cheng-Peng; Inorganic Chemistry Communications; vol. 48; (2014); p. 94 – 98;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 16778-70-4, name is 1-Ethyl-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. HPLC of Formula: C4H7N3

Intermediate 72; l-(2-Ethyl-2H-ri.2.41triazol-3-yl)-ethanone; n-Butyl lithium (424 ml, 1.6M solution in THF, 0.679 moles) was added dropwise to a solution of l-ethyl-lH-l,2,4-triazole (55 g, 0.566 moles) in THF (400 ml) at 0 C. After stirring for 1 hr at 0 C, N,N-dimethylacetamide (63 ml, 0.679 moles) was added to the reaction mixture and the stirring was continued for 1 hr. The progress of the reaction was monitored by TLC. The reaction mixture was quenched with sat. ammonium chloride solution and extracted with DCM. The combined organic layers were dried over sodium sulfate and concentrated. The crude material was purified by column chromatography (100% hexane followed by gradient elution to 10% ethyl acetate in hexane). Product (70 g) was obtained as light yellowish liquid. (Note : Since the product is volatile, it has to be distilled at less than 400 C) NMR (400 MHz, CDC13, delta): 1.42 (t, 3H), 2.69 (s, 3H), 4.58 (q, 4H), 7.90 (s, IH). MS (ES) (M+H)+: 140 for C6H9N3O.

The synthetic route of 1-Ethyl-1,2,4-triazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; PEER MOHAMED, Shahul, Hameed; WATERSON, David; WO2010/67125; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 76686-84-5, 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. 76686-84-5, name is 3-(1H-1,2,4-Triazol-1-yl)propanoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

Following the procedure of Example 3 using 2-aminodibenzthiophene (Bull. Soc. Chim. Fr. (1996), 133 (6), 597-610) and the appropriate acid the following compounds were prepared.

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, 3-(1H-1,2,4-Triazol-1-yl)propanoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Block, Michael Howard; Donald, Craig Samuel; Brittain, David Robert; Foote, Kevin Michael; US2003/225097; (2003); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 3641-14-3, These common heterocyclic compound, 3641-14-3, name is Methyl 5-Amino-1,2,4-triazole-3-carboxylate, 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.

Step 1 : Methyl 5-bromo-1 /–1.2.4-triazole-3-carboxylate (306a) Methyl 5-amino-1 H-1 ,2,4-triazole-3-carboxylate (6.5 g, 45 mmol) was suspended in a mixture of cone. H2S04 (6 ml_) and water (100 ml_). Then an aq. solution of NaN02 (6.4 g, 67 mmol) was added to the suspension at -3C. After 30 min at -3C a freshly prepared aq. solution of CuBr (4.2 g, 21 mmol) and KBr (13.0 g, 91 mmol) was added dropwise. After stirring for 3 h at 25C the mixture was extracted with EA. The crude product was purified by CC (DCM/CH3OH = 20/1) to give compound 306a (5.5 g, 58%) as a white solid.

The synthetic route of 3641-14-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; GEGE, Christian; KINZEL, Olaf; STEENECK, Christoph; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2014/23367; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics