Tag: M.W:100-200

Application of 40253-47-2, The chemical industry reduces the impact on the environment during synthesis 40253-47-2, name is Ethyl 5-methyl-1H-1,2,4-triazole-3-carboxylate, I believe this compound will play a more active role in future production and life.

Ethyl 5-methyl- 1H- 1,2,4- triazole-3-carboxylate (3.0 g, 19.3 mmol) is placed in a sealed tube that is then charged with a solution of 7N N in MeOH (40 mL). The reaction is stirred at 50¡ãC for 24 h. The solvent was then removed under reduced pressure and the crude material was used directly for the next step without further purification. MS(ES+) C4H6N40 requires: 126 found: 127 [M+H]+.

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, Ethyl 5-methyl-1H-1,2,4-triazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JONES, Philip; DIFRANCESCO, Maria, Emilia; PETROCCHI, Alessia; CARROLL, Christopher, L.; MARSZALEK, Joe; CZAKO, Barbara; JOHNSON, Ryan; THEROFF, Jay; WO2014/31936; (2014); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 6523-49-5, 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 6523-49-5 as follows.

Example 3; N*4*,N*4’*-Bis-(4-[l,2,4]triazol-l-yI-phenyl)-[6,6′]biquinazoIinyl-4,4′-diamine; N’-[3,3′-Dicyano-4′-(dimethylammo-methyleneamino)-biphenyl-4-yl]-N3N-dimethyl- formamidine (lOOmg, 0.29mmol) and 4-(lH-l,2,4-triazol-l-yl)aniline (93mg, 0.58mmol) were combined in acetic acid (50OuL) and heated to 125 for 90minutes. The solid was isolated by filtration and washed with water, then slurried with aqueous potassium carbonate. The solid was filtered and washed with water before drying in vacuo to give the title compound as a cream solid( 90mg, 54%)1H NMR (DMSO) delta 11.95 (IH, s), 10.2 (IH, s), 9.28 ( IH, s), 9.03 ( IH, s) 8.69 (IH, S), 8.47 (IH, d) 8.25 (IH, s), 7.9-8.1 ( 4H, m) LC-MS rt 2.43 m/z 573 ES- 575 ES+ EPO o

According to the analysis of related databases, 6523-49-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2006/79833; (2006); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 4928-87-4, 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. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

To a reaction of 1/7-1, 2, 4-triazole-3 -carboxylic acid (226 mg, 2.0 mmol) and 3,4- dimethoxyaniline (322 mg, 2.1 mmol) in dry DMF (10 mL) was added 1- hydroxybenzotriazole monohydrate (337 mg, 2.2 mmol) and EDC (N-(3- dimethylaminopropyl)-N’-ethylcarbodiimide) (422 mg, 2.2 mmol) followed by N- methylmorpholine (0.88 mL, 8.0 mmol via syringe). The mixture was stirred at room temperature under nitrogen and the solids were gradually dissolved. The contents were stirred at room temperature for 24.0 h, and then slowly diluted into ice cold water and extracted with DCM (50 mL x 2). The DCM phase was washed with cold water (100 mL x 2). The DCM phase was dried over anhydrous Na2S04, filtered and concentrated under reduced pressure and then chromatographed on silica gel using EtOAc as eluent to get the desired amide 1 (60 mg, 12% yield) as a light brown solid. -NMK (400 MHz, DMSO- de): <514.79 (br s, 1H), 10.34 (br s, 1H), 8.58 (br s, 1H), 7.55-7.44 (m, 2H), 6.94-6.93 (m, 1H), 3.76-3.74 (m, 6H) ppm. MH+ = 263.2 m/z. 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, 1,2,4-Triazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see. Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; NATIONAL JEWISH HEALTH; WEMPE, Michael Fitzpatrick; VAZQUEZ-TORRES, Andres; DAI, Shaodong; (72 pag.)WO2020/41556; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 4320-91-6, name is 2H-1,2,3-Triazole-2-acetic acid, 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. HPLC of Formula: C4H5N3O2

A round bottom flask was charged with (2S,4R)-4-(4-fluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide hydrochloride (150 mg, 0.37 mmole, 1 eq), prepared as in Reference 6, 2H-l,2,3-triazole-2-ylacetic acid (51 mg, 0.40 mmole, 1.1 eq), HATU (152 mg, 0.40 mmole, 1.1 eq) and DMF (1 mL). DIEA (195 muL, 1.11 mmole, 3 eq) was added and the mixture stirred at ambient temperature for 18 hours. The reaction mixture was partitioned between ethyl acetate and deionized water. The aqueous layer was separated and extracted twice with ethyl acetate. The combined organics were washed with 5% lithium chloride (3 x 5 mL), IN sodium bicarbonate (2 x 5 mL) and then deionized water (2 x 5 mL) and concentrated in vacuo. Product was purified from the residue via flash chromatography (silica, 5% MeOH, 95% EtOAc). Clean fractions were combined and concentrated in vacuo to afford Compound 50, (2S,4R)-l-(2-(2H-l,2,3-triazol-2- yl)acetyl)-4-(4-fluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2- carboxamide (171 mg, 89% yield), as a white solid. Major isomer: 1H-NMR (400MHz, DMSO-D6): ? 9.97 (s, IH), 7.80 (s, 2H), 7.58-7.51 (m, 2H), 7.34-7.07 (m, 6H), 7.04-6.90 (m, 4H), 5.48 (q, 2H), 4.53-4.46 (m, IH), 3.85-3.76 (m, IH), 2.77-2.61 (m, 3H), 2.03-1.86 (m, 2H). MS (EI) for C28H25F2N5O3, found 517.9 (MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4320-91-6, its application will become more common.

Reference:
Patent; EXELIXIS, INC.; IBRAHIM, Mohamed, Abdulkader; JEONG, Joon, Won; JOHNSON, Henry William, Beecroft; KEARNEY, Patrick; LEAHY, James, W.; LEWIS, Gary, L.; NOGUCHI, Robin, Tammie; NUSS, John, M.; WO2010/45580; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 63666-11-5, 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 63666-11-5 as follows.

A suspension of ethyl 5-amino-lH-l,2,4-triazole-3-carboxylate in acetic anhydride was refluxed for 30 min. Excess acetic anhydride was evaporated. Water was added to the residue and the mixture was stirred overnight. The colourless product was filtered off, washed with water and dried to obtain 0.134 g (53% yield) of the product. 1H-NMR (40 MHz, DMSO-d6): 1.35 (3H. t. OCH2CH3), 2.12 (3H, s, COC), 4.3 (2H, q, OCH2CH3), 11.71 (1H, s, NHCO), 13.74 (1H, s, NH-triazole)

According to the analysis of related databases, 63666-11-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; 4SC DISCOVERY GMBH; LEBAN, Johann; ZAJA, Mirko; WO2014/1464; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 1338226-21-3,Some common heterocyclic compound, 1338226-21-3, name is 3-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one, molecular formula is C4H6ClN3O, 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.

To a 75L flask was charged a 9.63wt% solution of 3-(chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one in NMP (11.6 kg,7.55 mol), 3 -chloro-5 -((2-oxo-4-(trifluoromethyl)- 1 ,2-dihydropyridin-3 -yl)oxy)benzonitrile (2.00 kg, 6.29 mol), NMP (3.8 L) and 2-methyl-2-butanol (6.0 L). To the resulting suspension was slowly added N,N-diisopropylethylamine (4.38 L, 25.2 mol) over 4h. The reaction was aged 18h at ambient temperature. The reaction is considered complete when HPLC indicated <1% 3 -chloro-5 -((2-oxo-4-(trifluoromethyl)- 1 ,2-dihydropyridin-3 -yl)oxy)benzonitrileremaining. The tan solution was quenched with acetic acid (1.26 L, 22.0 mol) and aged at ambient temperature overnight. The tan solution was warmed to 70 C. Water (2.52 L) was added and the batch was seeded with anhydrate Form 11(134 g)(procedures for making anhydrate Form II are described in W02014/052171). The thin suspension was aged lh at 70C. Additional water (14.3 L) was added evenly over 7 h. The slurry was aged 2h at 70 C andthen slowly cooled to 20 C over 5 h. The slurry was filtered and washed with 2 :1 NMP/water(6 L), followed by water washes (6 L x 2). The filter cake was dried under N2 to give 2.53 kg(85% yield) of a white solid that was confirmed to be crystalline Form II of the title compoundby X-ray powder defraction analysis. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one, its application will become more common. Reference:
Patent; MERCK SHARP & DOHME CORP.; CAO, Yang; GAUTHIER, Donald, R., Jr.; HUMPHREY, Guy, R.; ITOH, Tetsuji; JOURNET, Michel; QIAN, Gang; SHERRY, Benjamin, D.; TSCHAEN, David, M.; WO2015/84763; (2015); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 135242-93-2, 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 135242-93-2 as follows.

To a mixture of (l-methyl-l/-/-l,2,4-triazol-3-yl)methanol (400 mg, 3.54 mmol) and iodobenzene diacetate (1.25 g, 3.89 mmol) in dichloromethane (10 mL) was added TEMPO ((2, 2,6,6- tetramethylpiperidin-l-yl)oxyl) (56 mg, 354 pmol). The mixture was stirred at 15-20C for 2h. The mixture was concentrated in vacuo. The residue was purified by silica gel chromatography (petroleum ethenethyl acetate = 1:2) to give l-methyl-l/-/-l,2,4-triazole-3-carbaldehyde (300 mg, 2.70 mmol, 76% yield). XH NMR (chloroform-d 400 MHz) d 10.01 (s, 1H), 8.19 (s, 1H), 4.06 (s, 3H).

According to the analysis of related databases, 135242-93-2, the application of this compound in the production field has become more and more popular.

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; (275 pag.)WO2019/115566; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 16681-70-2,Some common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, molecular formula is C3H3N3O2, 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.

To a stirred solution of 21-3 (0.2g, 0.36mMol), HOBT (0.05g, 0.4mMol), and 1H-1,2,3- triazole-4-carboxylic acid (0.05g, 0.4mMol) in anhydrous DMF (2mL) was added DIEA (0.18mL,1. ImMoI) followed by EDC (0.08g, 0.4mMol). The solution was heated in the microwave reactor for 12 minutes at 800C. The solution was then treated with 0.5mL of acetic acid and was heated to 800C in the microwave reactor for and additional 10 minutes. Upon cooling to room temperature, the solution was passed through a syringe filter and purified on a Cl 8 reverse phase HPLC to yield 21-4 as the HCl salt. Mass (M+l) calculated: observed: LC/MS (M+l) calculated: 554.6; observed: 554.3.

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

Reference:
Patent; MERCK & CO., INC.; WO2006/135627; (2006); A2;,
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, Quality Control of 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

General procedure: A mixture of the primary amine, 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid 31 (0.33 g, 1.6 mmol), N,N-diisopropylethylamine(DIPEA, 2.5 mL, 14.7 mmol), and 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate(HATU, 0.91 g, 2.4 mmol) in DMF (3.2 mL) was stirredat room temperature for 17 h. The reaction was quenched by theaddition of water, and the mixture was extracted with EtOAc.The organic layer was washed with brine, dried over Na2SO4, filtered,and concentrated under reduced pressure. The resulting residuewas purified by preparative HPLC to obtain the title compound7a as a colorless solid (0.18 g, 28% over 2 steps).

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:
Article; Futamura, Aya; Nozawa, Dai; Araki, Yuko; Tamura, Yunoshin; Tokura, Seiken; Kawamoto, Hiroshi; Tokumaru, Yuichi; Kakihara, Sora; Aoki, Takeshi; Ohtake, Norikazu; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5203 – 5215;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 16681-70-2,Some common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, molecular formula is C3H3N3O2, 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.

3A: (2S,4R)-5-(3′-Fluorobiphenyl-4-O-2-hydroxymethyl-2-methyl-4-[(3H-[1,2,3]triazole-4-carbonyl)amino]pentanoic Acid 1,2,3-Triazole-4-carboxylic acid (27.3 mg, 241 mumol) was combined with EDC (42.7 muL, 241 mumol), 4-methylmorpholine (1 eq.) and HOBt (32.6 mg, 241 mumol) in DMF (0.2 mL). The resulting mixture was stirred for 5 minutes at room temperature. A solution (2S,4R)-4-amino-5-(3′-fluorobiphenyl-4-yl)-2-hydroxymethyl-2-methylpentanoic acid (80 mg, 240 mumol) and 4-methylmorpholine (53.1 muL, 483 mumol) in DMF (0.3 mL) was added, and the resulting mixture was stirred for 15 minutes. The reaction was quenched with ACOH and the product was purified by preparative HPLC and lyophilized to yield the title compound (30 mg). MS m/z [M+H]+ calc’d for C22H23FN4O4, 427.17. found 427.2.

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

Reference:
Patent; Fleury, Melissa; Hughes, Adam D.; US2014/45906; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics