Day: February 22, 2021

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

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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3,5-Dibromo-1H-1,2,4-triazole

To a solution of 3,5-dibromo-lH-l,2,4-triazole (5.00 g, 22.04 mmol) in CH3CN (50 ml) was added 2-(2-bromoethoxy)tetrahydro-2H-pyran (5.07 g, 24.24 mmol) and DIPEA (4.00 ml, 24.24 mmol). The resulting solution was heated at 90 C for 3 h.Subsequently, the mixture was cooled and diluted with EtOAc (100 ml). The resulting solution was then washed with a sat. aq. solution of NaHC03 and brine. The organic layer was dried (MgSC^) and concentrated under reduced pressure. The residue was purified by flash column chromatography over silica gel (eluent: DCM/MeOH(NH3) from 100/0 to 97/3). The product fractions were collected and concentrated in vacuo, yielding 6.00 g of intermediate 56 (77 %).

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; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; DE CLEYN, Michel, Anna, Jozef; VAN BRANDT, Sven, Franciscus, Anna; GIJSEN, Henricus, Jacobus, Maria; BERTHELOT, Didier, Jean-Claude; OEHLRICH, Daniel; WO2011/86098; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

423165-07-5, name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, 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. Computed Properties of C13H22N4

General procedure: To an aqueous solution of active hydrogen containing amide, few drops of aqueous ammonia solution (1 eq.) and secondary amine (1 eq.) were added in drops in an ice-cold solution under constant stirring for dissolution. Aromatic aldehydes dissolved in methanol, added dropwise to the above mixture and stirring was continued for 2 h. The formation of compounds were observed within 30 min. Reaction was monitored by TLC, after completion of reaction, the product was filtered and washed with distilled water and dried at 45-50 C.

The synthetic route of 423165-07-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Viveka, T. Lakshmi; Sharada, L. Nalanda; Asian Journal of Chemistry; vol. 30; 9; (2018); p. 2029 – 2034;,
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

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. 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

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., Safety of 1H-1,2,3-Triazole

Sodium methoxide, prepared from sodium (1.8 g, 79.8 mmol) and methanol (30 ml) was added to a cooled solution of 1 H-1 ,2,3-triazole (5 g, 72.5 mmol) and stirred at O0C for 30 minutes, lodomethane (5 ml, 79.8 mmol) was then added dropwise and the reaction warmed to room temperature and stirred for 24 hours. The reaction was concentrated in vacuo and the residue partitioned between dichloromethane and 1 M aqueous NaOH. The organic extract was dried over MgSO4 and concentrated in vacuo to afford the title compound as a yellow oil (2.5 g, 42% yield). 1HNMR (CDCI3): 4.11 (s, 3H), 7.53 (s, 1 H), 7.69 (s, 1 H)

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; PFIZER LIMITED; WO2008/135826; (2008); A2;,
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. 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

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. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, A new synthetic method of this compound is introduced below., Safety of 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

A solution of 2-(2H-1,2,3-triazol-2-yl)benzoic acid (227 mg, 1.2 mmol) in 2 mL ofSOC12 was heated at 50 C for 30 mins. After cooling to RT, the mixture was concentrated invacuo. A solution of the product from step 4 (80.0 mg, 0.41 mmol) and TEA (121 mg, 1.2 mmol) in DCM (3 mL) at 0 C was stirred for 10 mm and a solution of the above residue inDCM (1 mL) was added dropwise at 0 C. The mixture was stirred for 40 mins at 0 C. The mixture was concentrated in vacuo. The residue was purified by silica gel columnchromatography (20% EtOAc in petroleum ether) to give the title compound as a solid. LRMS m/z (M+H) 331.2 found, 331.2 required.

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; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; LIVERTON, Nigel; LUO, Yunfu; (58 pag.)WO2016/89722; (2016); 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. 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., name: 4-Phenyl-1,2,4-triazolidine-3,5-dione

General procedure: Dimedone (0.14 g, 1 mmol), benzaldehyde (0.1 g, 1 mmol), and 4-phenylurazole (0.177 g, 1 mmol) were mixed with PEG-SO3H (0.6 g, 0.1 mmol) and the obtained mixture was stirred magnetically at 80 C for 40 min. After the completion of the reaction warm water (20 mL) was added and the mixture stirred for about 5 min. The insoluble crude product was filtered and recrystallized from EtOH/H2O 4:1 and the pure product was obtained (0.352 g, 91%). In order to recover the catalyst, the filtrate was dried under reduced pressure and recovered catalyst was washed with diethyl ether and reused after drying under reduced pressure. The equivalent procedure was used for the synthesis of triazolo[1,2-a]indazole-tetraones.

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; Hasaninejad, Alireza; Zare, Abdolkarim; Shekouhy, Mohsen; Tetrahedron; vol. 67; 2; (2011); p. 390 – 400;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics