Day: October 16, 2020

252742-72-6, Adding some certain compound to certain chemical reactions, such as: 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, 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 252742-72-6.

To a mixed solution of the compound (0.15 g) obtained in Example 1 and potassium carbonate (0.047 g) in DMF (2 ml) and water (0.02 ml), 5-(chloromethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (0.046 g) synthesized by the method described in the document (e.g., Tetrahedron Letters, Vol. 41, pages 8661-8664) was added at 0¡ãC, and the reaction mixture was stirred at 0¡ãC for 3 hours. The reaction mixture was poured into water, and then the product was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried, and then the solvent was evaporated under reduced pressure. The obtained residue was isolated and purified by silica gel column chromatography (ethyl acetate : methanol = 20 : 1) to obtain the title compound as colorless crystals (0.050 g, 29percent). Melting point: 89 – 91¡ãC (recrystallized from ethyl acetate – IPE).

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 252742-72-6.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1553084; (2005); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

4928-87-4, The chemical industry reduces the impact on the environment during synthesis 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, I believe this compound will play a more active role in future production and life.

To a reaction of 1/7-1, 2, 4-triazole-3 -carboxylic acid (226 mg, 2.0 mmol) and (S)- a-methyl benzyl amine (0.27 mL, 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 iced water and extracted with DCM (2 x 50 mL). The DCM phase was washed with ice cold water (2 x 100 mL). The DCM phase was dried over anhydrous Na2S04, filtered and concentrated under reduced pressure and chromatographed on silica gel using EtOAc and Hexanes (75:25) as eluents to get the desired amide 18 (211 mg, 49 % yield) as a white solid compound. -NMR (400 MHz, DMSO-de): <514.67 (br s, 1H), 8.97 (br s, 1H), 8.47 (br s, 1H), 7.42-7.40 (m, 2H), 7.32 (t, J= 7.4 Hz, 2H), 7.25-7.21 (m, 1H), 5.20-5.12 (m, 1H), 1.50 (d, 7= 6.8 Hz, 3H,) ppm. MH+ = 217.1 m/z. The chemical industry reduces the impact on the environment during synthesis 1,2,4-Triazole-3-carboxylic acid. I believe this compound will play a more active role in future production and life. 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

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. 288-88-0, name is 1H-1,2,4-Triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. 288-88-0

Example 9; The same procedure and work-up treatment as Example 9 were performed, except that 20% aqueous potassium hydroxide solution (8.4g, 0.03 mol) was used in place of 20% aqueous sodium hydroxide solution (6.0g, 0.03 mol), to give (2R, 3S)-2-(2,4-difluorophenyl)-3-methyl-2-[(1H-1,2,4-triazol-1-yl)methyl]oxirane (11.0g, yield 43.8%, optical purity (HPLC condition-1) 100% e.e., mp 89C).

The synthetic route of 288-88-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Chemical Company, Limited; EP1818332; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

7170-01-6, 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. 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below.

To a stirred solution of 1-fluoro-2-methoxy-4-nitrobenzene (2.5 g, 14.60 mmol) in DMF (25 mL) under an argon atmosphere were added potassium carbonate (4 g, 29.20 mmol) and 3-methyl-1H-1, 2, 4-triazole (1.2 g, 14.60 mmol) at room temperature. The reaction mixture was stirred at 85 oC for 16 h in a sealed tube. After consumption of the starting material (monitored by TLC), the reaction mixture was diluted with water (100 mL) and extracted with EtOAc (2 x 50 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by column chromatography using 15-25% EtOAc:hexane to afford 1-fluoro-2-methoxy-4-nitrobenzene (1.2 g, 35%) as an off-white solid. 1H-NMR (CDCl3, 400 MHz): delta 8.87 (s, 1H), 8.10 (d, 1H), 8.00-7.97 (m, 2H), 4.10 (s, 3H), 2.50 (s, 3H); LCMS: 234.9 (M+1); (column; Ascentis Express C-18 (50 ¡Á 3.0 mm, 2.7 mum); RT 2.02 min. 0.025% Aq TFA+5% ACN: ACN+5% 0.025% Aq TFA; 1.2 mL/min); TLC: 30% EtOAc:hexane (Rf: 0.2).

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; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/109109; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 288-36-8, name is 1H-1,2,3-Triazole, 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 288-36-8, 288-36-8

To a mixture of the product from step 2 (7.9 g, 38 mmol), cesium carbonate (24.8 g,76 mmol) and Cul (2.88 g, 7.6 mmol) in DMF (200 mL) were added 2H-[1,2,3]triazole (5.24 g,76 mmol) and N,N’-dimethyl-cyclohexane-l12-diamine (0.9 g, 6.5 mmol) and the mixture was heated to 110C overnight. The cooled reaction mixture was adjusted to ~pH 12 with 1M sodium hydroxide and extracted with EtOAc (50 mL x 3). The aqueous layer was adjusted to ~pH 4 with 1M HCl and extracted with EtOAc (50 mLx4). The extracts was dried over Na2SO4, filtered, the filtrate concentrated in vacuo and the residue purified by chromatography on silica (petroleum ether : EtOAc =10:1) to provide the title compound. LRMS m/z (M+H) 196.0 found, 196.0 required.

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; BESHORE, Douglas C.; KUDUK, Scott D.; LUO, Yunfu; MENG, Na; YU, Tingting; WO2015/18027; (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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., 7411-23-6

A solution of 1.4 g (36 mmol) of sodium hydroxide in13 mL of water was added to a solution of 8.0 g (36 mmol) of 3,5-dibromo-1H-1,2,4-triazole (1) in100 mL of acetone. The two-phase system thus formed was stirred at 20 C until it became homogeneous, and 4.6 g (36 mmol) of dimethyl sulfate was added dropwise at such a rate that the temperature of the mixture did not exceed 40 C. The mixture was then refluxed for 2 h. The reaction was assumed to be complete when the mixture became weakly acidic and sodium methyl sulfate precipitated. The mixture was filtered,and the solvent was distilled off from the filtrate under reduced pressure. The residue was washed with water, and the precipitate was filtered off and recrystallized from hexane. Yield 7.8 g (88 %), mp 64-65 C [22]. IR spectrum, nu, cm-1: 2951, 1717, 1699, 1464, 1418,1391, 1354, 1275, 1250, 1115, 1016, 989, 712, 700. 1H NMR spectrum, delta, ppm: 3.87 s (3H, CH3). 13C NMR spectrum, deltaC, ppm: 37.4 (CH3), 131.3 (C3),139.1 (C5). Mass spectrum, m/z (Irel, %): 243 (51.1) [M]+, 241 (100) [M]+, 239 (48.9) [M]+, 229 (21.3), 227 (48.3), 225 (24.2), 218 (1.2), 200 (6.1), 198 (12.3), 196 (5.1), 162 (14.5), 160 (13.1), 136 (33.4), 134 (34.9), 122 (30.6), 120 (31.3), 119 (6.3), 117 (7.4), 108 (14.6), 107 (7.7), 106 (16.2), 105 (8.9), 93 (15.9), 91 (18.9), 81 (40.9), 79 (32.5), 52 (12.7), 43 (33.8), 41 (12.2), 40 (13.3), 39 (9.1), 38 (18.5), 29 (53.2), 28 (10.7), 27(16.3), 26 (8.2), 15 (60.3), 12 (7.4).

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:
Article; Tolstyakov; Russian Journal of Organic Chemistry; vol. 54; 10; (2018); p. 1537 – 1547; Zh. Org. Khim.; vol. 54; 10; (2018); p. 1525 – 1534,10;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

7170-01-6, Adding some certain compound to certain chemical reactions, such as: 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, 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 7170-01-6.

Intermediate 1075-(3-Methyl-[i ,2,4ltriazol-i -yl)-ryrazine-2-carboxylic acid: A mixture of methyl 5-chloropyrazine-2-carboxylate (0.75 g), K2003 (1 .8 g) and 3- methyl-i H-i ,2,4-triazole(i .2 g) in N,N-dimethylformamide (6 mL) is heated to 100C overnight. Analysis of the crude mixture by LCMS shows saponified product. The product is acidified with 1 N hydrochloric acid and the precipitate is filtered andwashed with water and diethyl ether to afford the title compound. LC (method 20): tR = 1 .21 mm; Mass spectrum (APCI): m/z = 206 [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 7170-01-6.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; NEUROCRINE BIOSCIENCES, INC.; NOSSE, Bernd; ECKHARDT, Matthias; HIMMELSBACH, Frank; LANGKOPF, Elke; ASHWEEK, Neil J.; HARRIOTT, Nicole; WO2014/19967; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

3641-08-5, 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. 3641-08-5 name is 2H-1,2,4-Triazole-3-carboxamide, 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.

PREPARATION 20 o CF3SO3Si(CH2CH3)3 0^Nv Jl 2,6-lutdine ^Nv Jl f /T NH2 *- f /r VSi(CH2CH3)3HN-N HN-N H1 ,2-dichloroethane500C N-(triethylsilyl)-7H-l,2,4-triazole-3-carboxamideA stirred mixture of l//-l,2,4-triazole-3-carboxamide (500 mg, 4.46 mmol) in 1,2-dichloroethane (4.46 mL) treated at room temperature with 2,6-lutidine (2.08 mL, 17.84 mmol) and triethylsilyl trifluoromethanesulfonate (3.03 mL, 13.38 mmol) and heated under a nitrogen atmosphere at 5O0C. After 4 hours of heating the reaction solution allowed to cool to room temperature and diluted with dichloromethane (25 mL), washed with water (25 mL), 0.5M hydrochloric acid (25 mL), water (25 mL), dried over MgSO4, filtered, and evaporated to solid. The solid was flash chromatographed (silica gel, 10-65% ethyl acetate:hexane) to give the product as a white solid (683 mg).1H NMR (CDCl3, 500MHz, ppm) 0.89 (q, J=8Hz, 6H, CH2), 1.03 (t, j=8 Hz, 9H, CH3), 6.77 (s, IH, NH), 8.63 (s, IH, triazole H-5).LC/MS m/z (positive ion scan) M+l= 227.20

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2H-1,2,4-Triazole-3-carboxamide, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP &amp; DOHME CORP.; GREENLEE, Mark, L.; WILKENING, Robert; APGAR, James; WILDONGER, Kenneth, James; MENG, Dongfang; PARKER, Dann, L.; WO2010/19203; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

1533519-85-5, A common compound: 1533519-85-5, name is Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, belongs to Triazoles compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

32 g of methyl 2-(4-(4-cyclopropyl-1-naphthyl)-4hydro-1,2,4-triazol-3-ylsulfanyl)acetate are placedIn a 10L flask, 600 mL of acetonitrile and 20 mL of pyridine were added, and the mixture was stirred and dissolved. After the solution was completely dissolved, the mixture was dropped at a rate of 10 mL/min.90mL of a 1mol/L Bromine Br2-acetonitrile solution was added dropwise at room temperature for 2 hours. After the reaction was complete, 2L of B was added to the reaction.Ethyl acetate was dissolved, washed twice with saturated brine, and washed with 1 L each time. The organic phase was collected and dried over saturated sodium sulfate.Concentrate and filter to obtain methyl 2-(5-bromo-4-(4-cyclopropyl-1-naphthyl)-4hydro-1,2,4triazol-3-ylsulfanyl)acetate.34.5 g, yield 87.3%; purity 98.2%.

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, Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chengdu Meiyugao Pharmaceutical Co., Ltd.; Wang Chunyan; Chen Zhiyong; Sui Yumin; (17 pag.)CN107955029; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

4928-88-5, 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. 4928-88-5 name is Methyl 1H-1,2,4-triazole-3-carboxylate, 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.

EXAMPLE 12 A mixture of methyl 1,2,4-triazole-3-carboxylate (1.27 g, 0.01 mole) and beta-D-ribofuranosyl-1,2,3,5-tetraacetate (3.18 g, 0.01 mole) was melted and then 0.048 g of methanesulfonic acid was added thereto. The reaction mixture was reacted for hours, while maintaining the temperature of the reaction mixture at 95+-5¡ã C. And then, the reaction mixture was crystallized with 300.8 nit of methanol to give 3.0 g of 1-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-1,2,4-triazole-3-carboxylic acid methyl ester (yield: 79percent).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 1H-1,2,4-triazole-3-carboxylate, and friends who are interested can also refer to it.

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