Tag: M.W:100-200

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. Recommanded Product: 162848-16-0

General procedure: To a solution of benzoic acid derivative (0.50 mmol, 1 equiv.) in CH2Cl2 (7.5 mL) cooled in an ice-bath, Et3N (1.50 mmol, 3 equiv.) and TBTU (0.65 mmol, 1.3 equiv.) were added. After 10 min, the corresponding amine (0.50 mmol, 1 equiv.) was added, and the reaction mixture was left to react for 1 h at room temperature. The reaction mixture was diluted with CH2Cl2 (30 mL) and the organic phase was washed with 1 M aqueous HCl (3 15 mL), saturated aqueous solution of NaHCO3 (3 15 mL), and brine (30 mL), and dried over Na2SO4. The solvent was evaporated under reduced pressure.

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; Pajk, Stane; ?ivec, Matej; ?ink, Roman; Sosi?, Izidor; Neu, Margarete; Chung, Chun-Wa; Martinez-Hoyos, Maria; Perez-Herran, Esther; Alvarez-Gomez, Daniel; Alvarez-Ruiz, Emilio; Mendoza-Losana, Alfonso; Castro-Pichel, Julia; Barros, David; Ballell-Pages, Lluis; Young, Robert J.; Convery, Maire A.; Encinas, Lourdes; Gobec, Stanislav; European Journal of Medicinal Chemistry; vol. 112; (2016); p. 252 – 257;,
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. 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C3H4BrN3

Compound 58-4 (50 mg, 0.13 mmol, 1.0 eq), compound 58-4A (21 mg, 0.13 mmol, 1.0 eq), Pd(dppf)Cl2 (4.6 mg, 6.3 umol, 0.05 eq) and Na2C03 (27 mg, 0.26 mmol, 2.0 eq) in Dioxane (2 mL) and H20 (0.2 mL) was de-gassed and then stirred at 100 C for 16 hours under N2. The mixture was diluted with water (10 mL) and the resultant mixture was extracted with EA (25 mL * 3). The combined organic layers were dried over Na2SC>4, filtered and concentrated to dryness under reduced pressure. The residue was purified by preparative high performance liquid chromatography. The pure fractions were collected and the volatiles were removed under vacuum. The residue was re-suspended in water (5 mL) and the resulting mixture was lyophilized to dryness to remove the solvent residue completely. (0896) Compound 58 (2.13 mg, 4.8% yield) was obtained. LCMS (ESI): RT = 0.740 min, mass calcd. for C16H23N5O2S 349.45, m/z found 350.0 [M+H]+, 1HNMR (400MHz, CDCl3-

According to the analysis of related databases, 13273-53-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (294 pag.)WO2019/40380; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 16681-67-7,Some common heterocyclic compound, 16681-67-7, name is 4-Bromo-2-methyl-2H-1,2,3-triazole, molecular formula is C3H4BrN3, 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.

4H-[ l,2,4]Triazolo[4,3-a ][ l,5]benzodiazepine, 5, 6-dihydro-l,4-dimethyl-8-( 2- methyl-2H-l,2,3- triazole-4-yl)-6-(4-methylsulfonyl-phenyl) (Compound 111). A solution of 4H-[l,2,4]Triazolo[4,3-a][l,5] benzodiazepine, 5,6-dihydro-l,4-dimethyl-8-(4,4,5,5-tetramethyl- l,3,2-dioxaborolan-2-yl)-6-(4-methylsulfonyl-phenyl) (197 mg, 0.4 mmol), 4-bromo-2- methyl- 2H-l,2,3-triazole (109 mg, 0.67 mmol), tetrakis(triphenylphosphine)palladium(0) (70 mg) and potassium carbonate anhydrous (337 mg, 2.44 mmol) in tetrahydrofuran (10 mL) and water (2 mL) was reacted at 100 C for 30 minutes with microwave (pressure: 17.2 bar, equipment power : 150W). The reaction mixture was diluted with ethyl acetate (50 mL), washed by brine (20 mLx3), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and the residue was purified by CombiFlash (silica gel, dichloromethane / methanol = 10:1) to afford 4H-[l,2,4]Triazolo[4,3-a][l,5]benzodiazepine, 5,6-dihydro-l,4-dimethyl-8-(2-methyl-2H-l,2,3- triazole-4-yl)-6-(4-methylsulfonyl-phenyl) as a white solid (40 mg, 23 %).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2-methyl-2H-1,2,3-triazole, its application will become more common.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; GEHLING, Victor, S.; HEWITT, Michael, C.; TAYLOR, Alexander, M.; HARMANGE, Jean-Christophe; WO2012/151512; (2012); A2;,
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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1H-[1,2,3]Triazole-4-carboxylic acid

1,2,3-Triazole-4-carboxylic acid (14 mg, 124 mumol), DIPEA (86.3 muL, 496 mumol) and HATU (47.1 mg, 124 mumol) were combined in DMF (0.2 mL) and stirred for 5 minutes at room temperature. This was then combined with (2S,4R)-4-amino-5-biphenyl-4-yl-2-hydroxymethyl-2-methyl-pentanoic acid ethoxycarbonyloxymethyl ester (51 mg, 120 mumol). The resulting mixture was stirred for 15 minutes and the reaction was quenched with AcOH. The product purified by preparative HPLC and lyophilized to yield the title compound (5 mg; purity 90%). MS m/z [M+H]+ calc’d for C26H30N4O2, 511.21. found 511.6.

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 16681-70-2.

Reference:
Patent; THERAVANCE, INC.; US2012/213806; (2012); 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. 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C3H4BrN3

Step 2. (S)-2-(l-(cyclopropanecarbonyl)-2-methyl-6-(l-methyl-lH-l,2,3-triazol-4-yl)-l,2,3,4- tetrahydroquinolin-5-yloxy)benzonitrile [0440] A mixture of (S)-2-(l-(cyclopropanecarbonyl)-2-methyl-6-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)-l,2,3,4-tetrahydroquinolin-5-yloxy)benzonitrile (0.050 g, 0.1 1 mmol), 4-bromo- 1 -methyl- lH-l ,2,3-triazole (0.025 g, 0.15 mmol), cesium carbonate (0.110 g, 0.34 mmol), [Iota, – bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane adduct (0.10 g, 0.01 mmol) in l ,4-dioxane(10 mL) and water (3 mL) was stirred overnight at 80 C. The reaction mixture was cooled to room temperature and filtered through a short pad of Celite. The filtrate was concentrated and purified via preparative thin layer chromatography (eluting with 25% ethyl acetate-petroleum ether) to afford (S)-2-(l-(cyclopropanecarbonyl)-2-methyl-6-(l-methyl-lH-l ,2,3-triazol-4-yl)- l,2,3,4-tetrahydroquinolin-5-yloxy)benzonitrile (0.006 g, 13%) as a white solid. MS (ESI, pos. ion) m/z 414[M+H]+. 1H NMR(400 MHz, CD3OD) delta ppm 0.75-0.82(m, 1H), 0.88-1.05(m, 2H), 1.15- 1.25(m, 3H), 1.28-1.35(m, 1H), 1.45-1.55(m, 1H), 1.97-2.05(m, 1H), 2.15-2.25(m, 1H), 2.27- 2.45(m, 1H), 2.60-2.75(m, 1H), 4.09(s, 3H), 4.75-4.85(m, 1H), 6.58(d, J=8.40 Hz, 1H), 7.17(t, J=8.00 Hz, 1H), 7.45-7.51(m, 1H), 7.57(d, J=8.40 Hz, 1H), 7.78(d, J=1.20 Hz, 1H), 8.03-8.07(m, 2H). MS (ESI, pos. ion) m/z 414[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 13273-53-5.

Reference:
Patent; BAIR, Kenneth W.; HERBERTZ, Torsten; KAUFFMAN, Goss Stryker; KAYSER-BRICKER, Katherine J.; LUKE, George P.; MARTIN, Matthew W.; MILLAN, David S.; SCHILLER, Shawn E. R.; TALBOT, Adam C.; WO2015/74064; (2015); A2;,
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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, A new synthetic method of this compound is introduced below., Quality Control of 1H-[1,2,3]Triazole-4-carboxylic acid

[0618] 3H-1,2,3-triazole-5-carboxylic acid (1.1 mg, 10.0f.tmol) was combined with HATU (3.0 mg, 7.8 flillOI) in DMF(0.5 mL) and stirred for 10 minutes; DIPEA (1.0 eq.) wasadded and the mixture was stirred for 1 minute. Compound 2(4.9 mg, 11 f.tmol) was dissolved in DMF (1 mL) and DIPEA(5.8 f.LL, 33 mmol) was added, followed by addition of theactivate acid solution. The mixture was stirred for 30 minutesto yield Compound 3.

The synthetic route of 16681-70-2 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.; US2015/210690; (2015); 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. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, A new synthetic method of this compound is introduced below., SDS of cas: 4928-87-4

General procedure: A mixture of amine I (1 equiv), desired carboxylic acid (1 equiv), triethylamine (Et3N) (3 equiv), and 2-(lH-benzotriazo1elyl),l,3,3tetranethyluronium hexafluoro-phosphate (HBTU) (1.5 equiv) in DMF (0.25 H) was stirred at room temperature until the reaction was complete by TLC or LCMS. The mixture was diluted with H,O andextracted with EtOAc. The combined organic extracts were washed with H,O, brine, dried over Ha,804, filtered, and concentrated under reduced pressure. The resulting residue was purified by either normal phase silica gel column chromatography (typical eluents included either a mixture of or hexanes and EtOAc or a mixture ofCH,Cl, and a 90:9:1 mixture of CH,Cl,/CH,OH/concentrated NH,OH) or C-18 reversed phase column chromatography (typical eluents included CH,CN and H,O( to afford the desired carboxamide It. The product structure was verified by ?H NMR and by mass analysis.

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; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; PETRUKHIN, Konstantin; CIOFFI, Christopher; JOHNSON, Graham; DOBRI, Nicoleta; FREEMAN, Emily; CHEN, Ping; CONLON, Michael; ZHU, Lei; WO2014/151936; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 13273-53-5, The chemical industry reduces the impact on the environment during synthesis 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, I believe this compound will play a more active role in future production and life.

To a mixture of 2-morpholino-N-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-3-yl)acetamide (LXV) (675.4 mg, 1.7 mmol), 4-bromo-1-methyl-1H-1,2,3-triazole (LXVI) (0.55 g, 3.4 mmol) and SPhos Pd G4 (135 mg, 0.17 mmol) in dioxane (10 mL) was added 2 N aqueous K3PO4 (1.7 mL, 3.4 mmol). N2 gas was bubbled into the mixture for 10 min and then heated to 90 C. for 24 h. The reaction mixture was partitioned between EtOAc and aqueous saturated NaHCO3. Insoluble solids were removed by filtration and the organic layer separated and washed with water and brine. The organic layer was separated, dried (MgSO4) and concentration to dryness under vacuum. The crude was then combined with the insoluble solid, dissolved in a mixture of chloroform/MeOH, absorbed on silica gel and was purified by column chromatography (0%?70% CHCl3/10% 7N NH3 MeOH in CHCl3) to give N-(6-(1-Methyl-1H-1,2,3-triazol-4-yl)isoquinolin-3-yl)-2-morpholinoacetamide 11 as a brown solid (170.0 mg, 0.482 mmol, 28.4% yield). 1H NMR (499 MHz, DMSO-d6) delta ppm 2.55-2.61 (4H, m), 3.25 (2H, s), 3.63-3.69 (4H, m), 4.14 (3H, s), 8.04 (1H, dd, J=8.51, 1.65 Hz), 8.13 (1H, d, J=8.78 Hz), 8.33 (1H, s), 8.50 (1H, s), 8.74 (1H, s), 9.13 (1H, s), 10.07 (1H, s); ESIMS found for C18H20N6O2 m/z 353.2 (M+1).

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, 4-Bromo-1-methyl-1H-1,2,3-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Mittapalli, Gopi Kumar; Chiruta, Chandramouli; Hofilena, Brian Joseph; Mak, Chi Ching; Eastman, Brian Walter; Bollu, Venkataiah; (158 pag.)US2019/119263; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 162848-16-0, name is 4-[1,2,4]Triazol-1-yl-benzoic acid belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C9H7N3O2

Synthesis of N-[2,6-dibromo-4-(l,l,l,2,3,3,3-heptafluoropropan-2-yl)phenyl]-4- (1H-1,2,4- triazol-l-yl)benzamide (Compound No. 1-78).[0147] Step 1 – 1 : Synthesis of 4-( 1 H- 1 ,2,4-triazol- 1 -yl)benzoyl chloride[0148] 4-(lH-l,2,4-triazol-l-yl)benzoic acid (0.90 g) was suspended in toluene. To the suspension, thionyl chloride (5.7 g) and an catalytic amount of N,N-dimethylformamide (2 to 3 drops) were added and the mixture was refluxed under heating for 4 hours. After adjusting the reaction solution to room temperature, the solvent was distilled off under reduced pressure to obtain4-(lH-l,2,4-triazol-l-yl)-benzoyl chloride as a crude product (0.95 g). Without further purification, the crude product was used for the next reaction.

The synthetic route of 162848-16-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER CROPSCIENCE AG; MIHARA, Jun; ARAKI , Koichi; MORI , Takuma; MURATA , Tetsuya; YONETA, Yasushi; WATANABE , Yukiyoshi; SHIMOJO , Eiichi; ICHIHARA , Teruyuki; ATAKA , Masashi; SHIBUYA , Katsuhiko; GOeRGENS, Ulrich; WO2011/18170; (2011); A2;,
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. 15988-11-1, name is 4-Phenyl-1,2,4-triazolidine-3,5-dione, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C8H7N3O2

General procedure: General procedure: A mixture of 4-phenylurazole (1, 1 mmol), aryl aldehyde (2, 1.1 mmol) or ketone (5, 1.1 mmol), 1,3-diketone (3, 1 mmol) and FeCl3 (16.2 mg, 10 mol%) in acetonitrile (2.5 mL) was stirred in preheated oil bath at reflux for a specified time as required to complete the reaction (see Table 2 and 3). After complete conversion, as indicated by TLC, the solvent was removed in vacuo and the residue was diluted with water and extracted with ethyl acetate (2¡Á10 mL). The combined organic layers were dried over anhydrous Na2SO4, concentrated in vacuo and purified by column chromatography on silica gel (Merck, 60-120 mesh, ethyl acetate:hexane, 4:6) to afford the pure triazolo[1,2-a]indazoletrione or spirotriazolo[1,2-a]indazoletetraonederivative.

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 15988-11-1.

Reference:
Article; Subba Reddy; Umadevi; Narasimhulu; Yadav; Chemistry Letters; vol. 42; 8; (2013); p. 927 – 929;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics