Tag: M.W:100-200

Application of 6523-49-5,Some common heterocyclic compound, 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, molecular formula is C8H8N4, 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 2-[5-(1,2,4-Triazol-1-yl)-1H-indol-3-yl]ethyl alcohol Prepared from 4-(1,2,4-triazol-1-yl)aniline (EP497512) as described for Intermediate 3, delta (250 MHz, D6 -DMSO) 2.89 (2H, t, J=7.2 Hz, CH2), 3.64-3.74 (2H, m, CH2), 4.67 (1H, t, J=5.3 Hz, OH), 7.29 (1H, d, J=2.3 Hz, Ar–H), 7.47 (1H, dd, J=8.7 and 1.5 Hz, Ar–H), 7.53 (1H, dd, J=8.7 and 2.3 Hz, Ar–H), 7.95 (1H, d, J=1.9 Hz, Ar–H), 8.19 (1H, s, Ar–H), 9.19 (1H, s, Ar–H), 11.10 (1H, s, NH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(1,2,4-Triazol-1-yl)aniline, its application will become more common.

Reference:
Patent; Merck Sharp & Dohme, Ltd.; US5854268; (1998); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 3641-13-2, These common heterocyclic compound, 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-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.

General procedure: A mixture of benzil (0.01 mol), aldehydes (0.01 mol), 3-amino-1,2,4-triazole-5-carboxylic acid (0.01 mol), ammonium acetate (0.01 mol) and ceric ammonium nitrate (15 mol%) as a catalyst were refluxed in ethanol (15 mL) for about 3-4 h. The progress of the reaction was monitored by TLC. After completion of reaction, the mixture was cooled to room temperature. The solid formed was filtered and dried. The crude products were recrystallized by ethanol.

Statistics shows that 5-Amino-4H-1,2,4-triazole-3-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 3641-13-2.

Reference:
Article; Nikalje, Anna Pratima G.; Ghodke, Mangesh S.; Kalam Khan, Firoz A.; Sangshetti, Jaiprakash N.; Chinese Chemical Letters; vol. 26; 1; (2015); p. 108 – 112;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 1001401-62-2, These common heterocyclic compound, 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic 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.

A mixture of 2{2H-i,2,3?.triazol?.2?yl)benzoic acid (4.2 g, 22.2 mmol) and SOCI2 (10 mL) in toluene (50 mL) was refluxed for 3 hours. The mixture was concentrated in vacuo. The residue was dissolved in anhydrous DCM (30 mL). This solution was added to a solution of the product from step 1(2.2 g, 19,1 mmoi) and Et3N (3.9 g, 38.2 mmol) in DCM (10() mL) at 0Cunder N2. The mixture was stirred at 0C for 1 hour. The mixture was diluted with water (200 mL) and extracted with DCM (100 mL x3). The organic layer was combined, dried over Na2SO4, filtered, and concentrated in vaciw. The residue was purified by silica gel gradient chromatography (50% EtOAc in petroleum ether) to give the title compound (4.9 g) as white solid. LRMS m/z (M+H) 287.1 found, 287.1 required.

Statistics shows that 2-(2H-1,2,3-Triazol-2-yl)benzoic acid is playing an increasingly important role. we look forward to future research findings about 1001401-62-2.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; KUDUK, Scott D.; BESHORE, Doug C.; MENG, Na; LUO, Yunfu; (127 pag.)WO2016/101119; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 626248-56-4, name is 3-(2H-1,2,3-Triazol-2-yl)aniline, molecular formula is C8H8N4, 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. Formula: C8H8N4

The mixture of tert-butyl (1S,2S)-2-(4-chloro-5-cyanopyrimidin-2-ylamino)-3,3-difluorocyclohexylcarbamate (A17) (51 mg, 0.13 mmol), 3-(2H-1,2,3-triazol-2-yl)aniline (43 mg, 0.26 mmol), fine powder Cs2C03 (130 mg, 0.40 mmol), Q-Phos (21 mg, 0.03 mmol) and Pd(dba)2 (18 mg, 0.03 mmol) in 15 mL toluene was degassed using argon stream and stirred at 105C under argon atmosphere for overnight. It was diluted with 100 mL EtOAc, filtered through celite, concentrated in vacuo and subjected to flash column to isolate tert-butyl (1S,2S)- 2-(4-(3 -(2H-1,2,3 -triazol-2-yl)phenylamino)-5 -cyanopyrimidin-2-ylamino)-3,3 – difluorocyclohexylcarbamate.lt was treated with 5 mL TFA and 1 mL concentrate H2SO4 at 80C for 45 m. It was cooled to RT. To it was added 5 mL water. The mixture was stirred, cooled, filtered and subjected to reverse phase preparative HPLC to isolate the title compound. MS found for C19H21F2N90 as (M+H)+ 430.4. UV: lambda=249 nm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 626248-56-4, its application will become more common.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; JIA, Zhaozhong J.; KANE, Brian; XU, Qing; BAUER, Shawn M.; SONG, Yonghong; PANDEY, Anjali; DICK, Ryan; WO2013/78468; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 40253-47-2, name is Ethyl 5-methyl-1H-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. Safety of Ethyl 5-methyl-1H-1,2,4-triazole-3-carboxylate

To a mixture of ethyl 5-methyl-1H-1,2,4-triazole-3-carboxylate (200 mg, 1.29 mmol) in THE (5 mL) was added LiAIH4 (245 mg, 6.45 mmol) at 0C under N2. The mixture was stirred at 30C for 1 hour. The mixture was filtrated and washed with methanol, concentrated in vacuo to give(5-methyl-1H-1,2,4-triazol-3-yl)methanol (350 mg).

The synthetic route of Ethyl 5-methyl-1H-1,2,4-triazole-3-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (278 pag.)WO2019/115567; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, belongs to Triazoles compound, 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 1001401-62-2, Product Details of 1001401-62-2

N-(2-(( 4.6-dimethylpyrimidin-2-yl)( methyl)amino)ethyl)-N-ethyl-2-( 2H- 1.2.3 -triazol-2- vDbenzamide Step 1 : N-ethyl-N-(2-hvdroxyethyl)-2-(2H-1.2.3-triazol-2-yl)benzamide (A-2) A solution of 2-(2H- 1,2,3 -triazol-2-yl)benzoic acid (2.10 g, 11.2 mmol) in SOC12 (30 mL) was stirred at 80C for 2h. After cooled to RT, the mixture was concentrated in vacuo. To a solution of 2-(ethylamino)ethanol (997 mg, 11.2 mmol) and DIEA (4.30 g, 336. mmol) in DCM (15 mL) was added dropwise a solution of the above residue in DCM at OoC. The resulting mixture was stirred at RT for 3 h, then quenched with water (50 mL) and extracted with EtOAc (80 mL x 3). The organic layers were combined, dried over MgS04, filtered, and concentrated in vacuo. The residue was purified by silica chromatography (50% EtOAc in petroleum ether) to give the title compound. LRMS m/z (M+H) 261.3 found, 261.1 required.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KIM, Ronald; KUDUK, Scott, D.; LIVERTON, Nigel; ZHUO, Gang; (116 pag.)WO2016/100161; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. Recommanded Product: 16681-70-2

lH-l,2,3-triazole-4-carboxylic acid (9.8 mg, 87 muiotaetaomicron) and HATU (36.4 mg, 96 were combined in DMF (3.0 mL) and stirred at room temperature for 15 minutes. Compound 1 (40.3 mg, 87 muiotaetaomicron) and DIPEA (46 mu^, 261 muiotaetaomicron) were added and the resulting solution was stirred at room temperature for 15 minutes, after which time LCMS indicated desired product formation. The solvent was removed in vacuo and the crude residue was purified by reverse phase chromatography to yield Compound a (5.2 mg) as a TFA salt. MS m/z [M+H]+ calc’d for C28H3 found 558.

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.; WO2015/116786; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 7343-33-1, 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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

Example 5 Preparation of 3-bromo-1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazole A dry round bottom flask was charged with potassium phosphate (K3PO4, 7.74 g, 36.5 mmol), CuI (0.165 g, 0.868 mmol), and 3-bromo-1H-1,2,4-triazole (2.83 g, 19.10 mmol). The flask was evacuated/backfilled with N2 (3*). DMF (34.7 ml) was added, followed by trans-(1R,2R)-N,N’-bismethyl-1,2-cyclohexane diamine (0.274 ml, 1.736 mmol) and 1-iodo-4-(trifluoromethoxy)benzene (5 g, 17.36 mmol). The solution was heated to 110¡ã C. After 48 h, the reaction mixture was cooled to RT, diluted with EtOAc and filtered through Celite?. The filtrate was washed with water (100 mL) containing HCl (1 M, 10 mL). The organics were separated, and the aqueous phase was further extracted with EtOAc (3*). The organics were combined, dried, and concentrated in vacuo. Purification via flash column chromatography EtOAc/hexanes yielded the title compound as a tan solid (1.86 g, 34percent): 1H NMR (400 MHz, CDCl3) delta 8.44 (s, 1H), 7.70 (d, J=8.9 Hz, 2H), 7.38 (d, J=8.5 Hz, 2H); 19F NMR (376 MHz, CDCl3) delta-58.04; EIMS m/z 307 ([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, 5-Bromo-1H-1,2,4-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dow AgroSciences LLC; GIAMPIETRO, Natalie C.; CREEMER, Lawrence C.; US2014/275503; (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. 4928-88-5, name is Methyl 1H-1,2,4-triazole-3-carboxylate, A new synthetic method of this compound is introduced below., Application In Synthesis of Methyl 1H-1,2,4-triazole-3-carboxylate

EXAMPLE 2 A mixture of methyl 1,2,4-triazole-3-carboxylate (26.4 g, 0.21 mole) and beta-D-ribofuranosyl-1,2,3,5-tetraacetate (60.2 g, 0.19 mole) was melted and then 1.1 g of p-toluenesulfonic acid was added thereto. The reaction mixture was reacted for 5 hours, while maintaining the temperature of the reaction mixture at 95+-5¡ã C. And then, the reaction mixture was crystallized with 300.8 me of methanol to give 65.9 g of 1-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-1,2,4-triazole-3-carboxylic acid methyl ester (yield: 90percent).

The synthetic route of 4928-88-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lee, Tai-Au; Park, Nam-Jin; Khoo, Ja-Heouk; Lee, Byung-Cheol; US2003/120064; (2003); 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. 1338226-21-3, name is 3-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 3-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one

A 100 ml round bottom flask equipped with stir bar and a nitrogen inlet was charged with 1 (5 g, 33.9 mmol) and (lS)-(+)-10-camphorsulfonic acid (0.39 g, 1.694 mmol) at ambient temperature. After 2,2-dimethoxy propane (36.0 g, 339 mmol) was charged at ambient temperature, the resulting mixture was heated to 45C. The resulting mixture was stirred under nitrogen at 45C for 18 hours and monitored by HPLC for conversion of the starting material (< 5% by HPLC). After the reaction was completed, the batch was taken on to the next step without further workup or isolation. 'H NMR (CDCI3, 500 MHz): 4.45 (s, 2H), 3.35 (s, 3H), 3.21 (s, 3H), 1.83 (s, 6H). 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 1338226-21-3. Reference:
Patent; MERCK SHARP & DOHME CORP.; ITOH, Tetsuji; JEON, Ingyu; MANGION, Ian; QIAN, Gang; SHERRY, Benjamin, D.; GAUTHIER, Donald, R.; CAO, Yang; WO2014/89140; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics