Tag: M.W:100-200

Electric Literature 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-l,2,3-triazol-2-yl)benzoic acid (100 mg, 0.528 mmol) in SOCl2 (251.5 mg, 2.11 mmol) was stirred at RT for 0.5 h, then concentrated in vacuo. To a solution of the product from Step 3 (110 mg, 0.48 mmol) and Et3N (145.7 mg, 1.44 mmol) in DCM (1 mL) at 0 C was added a solution of the above residue in DCM (1 mL) dropwise. The resulting mixture was stirred at 0 C for 2 h, then quenched with water (1 mL) and extracted with DCM (2 mL x 3). The combined organic layers were washed with brine (2 mL), dried over Na2SC>4, filtered, and concentrated in vacuo. The residue was purified by prep-TLC (50% EtOAc in petroleum ether) to give the title compound as a oil. LRMS m/z (Mu+Eta) 400.0, 402.0 found, 400.1, 402.1 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.; KUDUK, Scott, D.; LIVERTON, Nigel; LUO, Yunfu; (85 pag.)WO2016/100156; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 6523-49-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 6523-49-5 name is 4-(1,2,4-Triazol-1-yl)aniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

N’ – [5 -(3 -Chloro-propoxy)-2-cyano-4-methyoxy-phenyl] -N,N-dimethyl- formamidine (WO03055491, 580 mgs)5 4-(l,2,4-triazolyl)aniline (314 mgs) and AcOH(4 mL) were heated to 90 for 1 hr before cooling. The oil was concentrated and the resultant slurry dissolved in MeOH, sonicated and the resultant white powder filtered and dried to produce the title compound (765 mg). 1H NMR delta 9.65 (s, IH), 9.25 (s, IH), 8.5 (s, IH), 8.23 (s, IH), 8.02 (d, 2H, J9Hz ), 7.89 (s, IH), 7.87 (d, 2H, J=9), 7.24 (s, IH), 4.28 (t, 2H, J=6), 3.95 (s, 3H), 3.83(t, 2H, J6Hz), 2.27 (q, 2H, J6Hz); LC-MS rt 2.13 m/z 411 ES+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(1,2,4-Triazol-1-yl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 3179-31-5, 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. 3179-31-5, name is 1H-1,2,4-Triazole-3-thiol belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

Step C Preparation of 3-(2-(4-(2,6-Difluorobenzyloxy)phenyl)-2-oxoethyl)thio-(1H-1,2,4)-triazole: To a solution of 1H-1,2,4-Triazole-3-thiol (0.250 g, 2.4 mmol) and triethylamine (2.50 g, 2.4 mmol) in dry dichloromethane (20 ml) was added 2-Bromo-1-(4-(2,6-difluorobenzyloxy)phenyl)-1-Ethanone (Step B,0.851 g, 2.4 mmol) in dry dichloromethane (5 ml) at room temperature. The reaction mixture was stirred for 50 minutes and then concentrated in vacuo. The crude residue was taken in EtOAc and washed with. 1M HCl, and brine. The organic layer was dried over Na2SO4, filtered, concentrated and purified by flash chromatography on silica gel column (chloroform: methanol, 9:1) to provide the title compound. 1H NMR (270 MHz, CDCl3): 4.5 (s, 2H); 5.1 (s, 2H); 6.8-7.0 (m, 4H), 7.2 (m, 1H); 7.9 (d, 2H); 8.0 (s, 1H).

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, 1H-1,2,4-Triazole-3-thiol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sharma, Shalini; von Borstel, Reid W.; US2003/149107; (2003); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 626248-56-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 626248-56-4 name is 3-(2H-1,2,3-Triazol-2-yl)aniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

The 4,6-dichloro-2 – (methyl mercapto) pyrimidine-5-a nitrile (4.0g, 18mmol), 3 – (2H-1, 2, 3-triazol-2-yl) aniline (2.9g, 18mmol) and sodium acetate (3.0g, 36mmol) dissolved in 100 ml ethanol, stirring at room temperature the reaction solution 5h, filtering, the filter cake washing with ethanol 5.0g yellow solid, yield 80%.

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

Reference:
Patent; KBP Biosciences Co., Ltd.; Wang, Aichen; Qian, Linyi; (29 pag.)CN104640863; (2016); B;,
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., category: Triazoles

Step 2. (S)-cyclopropyl(5-(2-fluorophenoxy)-2-methyl-6-(l-methyl-lH-l,2,3-triazol-4-yl)-3,4- dihydroquinolin-l(2H)-yl)methanone [0670] A mixture of (S)-cyclopropyl(5-(2-fluorophenoxy)-2-methyl-6-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)-3,4-dihydroquinolin-l(2H)-yl)methanone (0.140 g, 0.31 mmol), 4-bromo-l- methyl-lH- 1,2, 3-triazole (0.050 g, 0.31 mmol), sodium carbonate (0.090 g, 0.85 mmol), and [1,1 ‘- bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane adduct (0.010 g, 0.01 mmol) in 1,4-dioxane (10 mL) and water (3 mL) was stirred overnight at 80 C. The reaction mixture was cooled to room temperature, filtered through a short pad of Celite, and concentrated under vacuum. The residue was purified via preparative thin layer chromatography (eluting with 2: 1, petroleum ether-ethyl acetate). The product was further purified by preparative-HPLC with the following conditions (Waters I) : Column, XBridge CI 8, 19×150 mm, 5um; Mobile Phase water (0.05% ammonium bicarbonate) and acetonitrile (35% to 65% acetonitrile in 10 min, flow rate: 20 mL/min); Detector: UV254&220 nm. This afforded (S)-cyclopropyl(5-(2-fluorophenoxy)-2-methyl- 6-(l -methyl- lH-l,2,3-triazol-4-yl)-3,4-dihydroquinolin-l(2H)-yl)methanone (0.033 g, 26%) as a white solid. 1H NMR (400 MHz, CD3OD) delta ppm 0.74-0.81 (m, 1 H), 0.89-1.03 (m, 2 H), 1.1 1-1.21 (m, 4 H), 1.35-1.47 (m, 1 H), 1.95-2.05 (m, 1 H), 2.17-2.40 (m, 2 H), 2.65-2.78 (m, 1 H), 4.07 (s, 3 H), 4.75-4.81 (m, 1 H),6.40-6.49 (m, 1 H), 6.89-6.97 (m, 2 H), 7.21-7.27 (m, 1 H), 7.51 (d, J=8.40Hz, 1 H), 8.03 (s, 1 H), 8.08 (d, J=8.40 Hz, 1 H). MS (ESI, pos. ion) m/z 407[M+H]+.

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; 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

Application of 4928-88-5,Some common heterocyclic compound, 4928-88-5, name is Methyl 1H-1,2,4-triazole-3-carboxylate, molecular formula is C4H5N3O2, 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.

In a 6000 ml 4-necked anhydrous reactor equipped with a thermometer, a condenser and a mechanical stirrer, 1680 ml of dichloromethane, 400.05 g of tetraacetyl ribose and 185.11 g of 3-carbomethoxytriazole were added while stirring and introducing nitrogen. The mixture was cooled to about 5 ¡ã C and 360.03 g of tin tetrachloride was added to the suspension as a trickle while stirring, and the reaction was allowed to exotherm by cooling with an ice bath so that the temperature did not exceed 15-20 ¡ãC, and when fully added, the reaction mixture was heated to reflux for 2 h, cooled to 20 ¡ã C with water and ice bath over 15 min.Then 30percent hydrochloric acid (176.7 ml) and water (1503.3 ml) were added at a temperature below +20 ¡ã C and stirred for 45 min; the mixture was allowed to stand for 15 min to separate, and then the aqueous phase of the upper layer was separated from the enriched organic phase, followed by The organic phase was treated with 30percent hydrochloric acid (176.7 ml) and water (1503.3 ml).After stirring for 45 min, the mixture was allowed to stand for 15 min to separate the phases, the upper aqueous phase was separated from the enriched organic phase, and then the organic phase was treated with 30percent hydrochloric acid (176.7 ml) and water (1503.3 ml). After 45 minutes,The mixture was allowed to stand for 15 min to separate the phases by phase separation: the organic phase was distilled at atmospheric pressure (internal temperature 45 ¡ã C) and 3000 ml of toluene was added to the oil residue, and the mixture was distilled under vacuum at a residual pressure of about 200 mbar. Stirred moist paste.It was allowed to cool to 5-10 ¡ã C for 2 h and was filtered on a Buchner funnel while washing with toluene. 521.36 g of a moist product were obtained.

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

Reference:
Patent; Li Shuangxi; (12 pag.)CN109134565; (2019); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 162848-16-0,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.

Example 5: Synthesis of 4-[l,2,4]triazol-l-yl-benzoic acid 3-(2-methyl-l,2,3,4- tetrahydro-isoquinolin-7-ylcarbamoyl)-benzylamide (Cpd 178, Table 1); Dissolve 4-[l,2,4]triazol-l-yl-benzoic acid (29 mg, 0.15 mmol) and CDI (Nu,Nu’- carbonyldiimidazole) (25 mg, 0.15 mmol) in DMF (2 mL) and stir the mixture for 1 h. To this add 3-aminomethyl-N-(2-methyl-l,2,3,4-tetrahydro-isoquinolin-7-yl)-benzamide dihydrochloride (50 mg, 0.14 mmol) and triethylamine (0.095 mL, 0.68 mmol) and stir the mixture overnight. Dilute the mixture with water (1 mL) and trifluoroacetic acid (0.2 mL) and purify by prep-HPLC (5 -70 , CH3CN/H20) to give the desired product 4- [l,2,4]triazol-l-yl-benzoic acid 3-(2-methyl-l,2,3,4-tetrahydro-isoquinolin-7- ylcarbamoyl)-benzylamide (51 mg, 0.086 mmol). MS, electrospray 467.4 (M+H), rt 1.05 min.

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-benzoic acid, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; COOK, Brian Nicholas; KOWALSKI, Jennifer A.; LI, Xiang; MARSHALL, Daniel Richard; SCHLYER, Sabine; SIBLEY, Robert; SMITH-KEENAN, Lana Louise; SOLEYMANZADEH, Fariba; SORCEK, Ronald John; YOUNG, Erick Richard Roush; ZHANG, Yunlong; WO2012/6203; (2012); 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. 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

General procedure: Et3N (0.45 mL, 3.3 mmol) was added to a solution of 2-(1H-pyrazol-4-yl)ethanamine dihydrochloride (0.30 g, 1.6 mmol) in DMF (5 mL) at room temperature, followed by stirring. 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid (0.36 g, 1.8 mmol), HOBt.H2O (0.37 g, 2.4 mmol), and EDC.HCl (0.47 g, 2.4 mmol) were added to the reaction solution, followed by stirring at room temperature for 3 hours. An aqueous NaHCO3 solution was added to the reaction mixture, followed by extraction with EtOAc. The organic layer was washed with water and brine and was dried with Na2SO4. The desiccant was then removed by filtration, and the solvent was distilled off under reduced pressure. The resulting residue was purified by column chromatography (KP-NH: 28 g, CHCl3/MeOH=100/0 to 97/3) to give the titled compound (0.43 g, colorless and amorphous). MS (ESI pos.) m/z: 297 [M+H]+

The synthetic route of 1001401-62-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; Suzuki, Ryo; Futamura, Aya; Abe, Masahito; Kashiwa, Shuhei; Hattori, Nobutaka; Nozawa, Dai; Ohta, Hiroshi; Araki, Yuko; US2014/81025; (2014); 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. 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. category: Triazoles

[0856] 3H-1,2,3-triazole-4-carboxylic acid (3.4 mg, 30f.tmol) was combined with HATU (11 mg, 30 f.tmol) in DMF(0.3 mL) and stirred at room temperature for 10 minutes;DIPEA (1 eq.) was added and the mixture was stirred for 1minute. Compound2 (lOmg, 30 f.tmol) inDMF (0.5 mL)wascombined with DIPEA (5.2 f.LL, 30 f.tmol), then added to theactivated acid solution. The resulting solution was stirred atroom temperature for 30 minutes; LC/MS showed the mass ofthe desired product. The solvent was removed in vacuo andthe crude residue was purified by reverse phase chromatographyto yield Compound a (8.5 mg) as a TFA salt. MS rn/z[M+Ht calc’d for C27H31ClFN50 4 , 544.21; found 545.2.

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

Application of 4928-88-5, 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 4928-88-5 as follows.

EXAMPLE 5 Preparation of Methyl 1-(2,3,5-tri-O-Acetyl-beta-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate From Alpha-1,2,3,5-tetra-O-acetyl-L-ribofuranose [0047] A 250 mL flask was charged with [0048] 1.92 g of triazolemethylester and a solution of [0049] 4.8 g of the pure alpha-1,2,3,5-tetra-O-acetyl-L-ribofuranose, prepared in Example 4 in [0050] 50 mL of methyl acetate. The mixture was concentrated at atmospheric pressure to almost dryness (bath temperature: 90¡ã C.). To this mixture was added a solution of [0051] 22.7 mg of triflic acid in 1 mL of methyl acetate. The mixture was stirred at 115+/-5¡ã C. (pot temperature) under vacuum (30 mbar) for 4 h. Upon the completion of the reaction the mixture was cooled to 70¡ã C. and to it was added [0052] 23 mL of 2B alcohol (ethyl alcohol). When a homogeneous solution was formed the mixture was cooled to 50¡ã C. and held until heavy precipitation formed. The mixture was then slowly cooled to -5¡ã C. (bath temperature) in 2 h and held for 13 h. The solid was filtered, washed with [0053] 20 mL of cold 2B Alcohol (ethyl alcohol), and dried under vacuum at 50¡ã C. for 17 h to give 4.1 g (70percent yield) of methyl 1-(2,3,5-tri-O-acetyl-beta-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate as an off-white solid.

According to the analysis of related databases, 4928-88-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dong, Zhiming; Zhang, Pingsheng; US2004/34213; (2004); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics