Tag: M.W:100-200

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., name: 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

Step C: (¡À)-trans-(2-(2H-1,2,3-triazol-2-yl)phenyl)(3-((5-bromopyridin-2-yl)amino)-2-methylpiperidin-1-yl)methanone. The title compound from Step B (50 mg), DIPEA (1 mL), intermediate A-4 (100 mg) and HATU (200 mg) were stirred in THF at rt for 3 h. Upon completion of the reaction, purification was performed using preparative HPLC to give the title compound (20 mg, 55% yield). MS (ESI) mass calcd. for C20H21BrN6O, 440.2; m/z found 441.1 [M+H]+. 1H NMR (CDCl3): 8.11-7.26 (m, 8H), 7.11-5.91 (m, 1H), 5.19-4.55 (m, 1H), 4.26-2.68 (m, 3H), 2.11-0.71 (m, 7H).

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; JANSSEN PHARMACEUTICA NV; Dvorak, Curt A.; Shireman, Brock T.; US2014/275095; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 64922-04-9, 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. 64922-04-9 name is Ethyl 1H-1,2,4-triazole-5-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.

Preparation of Intermediate 1: 4-(3-Methanesulfonyloxymethyl-[l,2,4]triazol-l- yl)-piperidine-l-carboxylic acid tert-butyl esterStep 1: 4-(3-Methoxycarbonyl-[l,2,4]triazol-l-yl)-piperidine-l-carboxylic acid tert-butyl ester; To a solution of IH-[1, 2,4]triazole-3-carboxylic acid ethyl ester (1.05 g, 8.23 mmol) in dimethylformamide (50 rnL) was added sodium hydride (60%, 0.395 g, 9.88 mmol). The solution was stirred at room temperature for 20 minutes followed by 1 hour at 70 0C. 4-methanesulfonyloxy-piperidine-l-carboxylic acid tert-butyl ester (2.3 g, 8.23 mmol) was then added in a single portion and heated at 70 0C for 40 hours. The solution was cooled to 0 0C and the salt precipitate was removed by filtration. The filtrate was diluted with dichloromethane and washed with water, brine, dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by flash chromatograph on silica gel with Hexanes and EtOAc to afford the desired product. 1H NMR (CDCl3): 5 8.18 (IH, s), 4.40 (IH, m), 4.22 (2H, m), 3.96 (3H, s), 2.82 (2H, m), 2.12 (2H, m), 1.94 (2H, m), 1.41 (9H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 1H-1,2,4-triazole-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; METABOLEX, INC.; WO2009/14910; (2009); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 16681-70-2, 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.

[0819] lH-1,2,3-triazole-5-carboxylic acid (3.4 mg, 30f.tmol) was combined with HATU (11 mg, 30 f.tmol) in DMF(0.3 mL) stirred at room temperature for 10 minutes; DIPEA(1 eq.) was added and the mixture was stirred for 1 minute.Compound 2 (10 mg, 30 f.tmol) was dissolved in DMF (0.5mL) and DIPEA (5.2 f.LL, 30 f.tmol) was added, followed byaddition of the activated acid solution. The mixture wasstirred at room temperature for 30 minutes, after which timeLCMS indicated desired product formation. Half of the crudeproduct was purified using reverse phase chromatography toyield Compound a (5.2 mg) as a TFA salt. MS m/z [M+Htcalc’d for C27H31ClFN50 4 , 544.21. found 544. Half of thecrude product was used in the next step without purification.

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-4-carboxylic acid, other downstream synthetic routes, hurry up and to see.

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

Some common heterocyclic compound, 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, molecular formula is C2H2BrN3, 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: 5-Bromo-1H-1,2,4-triazole

An HMPA (45.01 mL) solution of 3-bromo-1H-1,2,4-triazole (4.439 g, 30 mmol) was treated with 1,3,5-trifluorobenzene (approximately 39.62 g, 300.0 mmol) and potassium carbonate (approximately 4.146 g, 30.00 mmol). The reaction mixture was stirred in a Q-tube at 112 ¡ãC overnight. To the reaction mixture was added ethyl acetate and brine. The organic phase was dried over magnesium sulfate, filtered, and concentrated to dryness under reduced pressure. The crude material was purified by silica gel chromatography (80 g column; 20percent ethyl acetate/heptane). The desired fractions were concentrated to dryness under reduced pressure to yield 3-bromo-1-(3,5-difluorophenyl)-1,2,4-triazole (5.7 g, 21.92 mmol, 73percent). 1H MR (400 MHz, OMSO-de) delta 9.39 (s, 1H), 7.77 – 7.57 (m, 2H), 7.39 (tt, J = 9.3, 2.3 Hz, 1H) ppm. ESI-MS m/z calc. 258.95566, found 260.05 (M+l)+; Retention time: 0.8 minutes

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7343-33-1, its application will become more common.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; BETHIEL, Randy Scott; CAO, Jingrong; COLLIER, Philip, N.; DAVIES, Robert J.; DOYLE, Elisabeth; FRANTZ, James Daniel; GOLDMAN, Brian Anthony; GREY, Ronald Lee; GRILLOT, Anne-laure; GU, Wenxin; KOLPAK, Adrianne Lynne; KRAUSS, Paul Eduardo; LIAO, Yusheng; MAGAVI, Sanjay Shivayogi; MESSERSMITH, David; PEROLA, Emanuele; RYU, Elizabeth, Jin-Sun; SYKEN, Joshua; WANG, Jian; (491 pag.)WO2018/106646; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 3641-08-5, 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. 3641-08-5, name is 2H-1,2,4-Triazole-3-carboxamide belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE I Preparation of 1(and 2 and 4)-Acetyl-s-triazole-3-carboxamide A mixture of 0.2 g. of 1,2,4-triazole-3-carboxamide and 0.5 ml. of acetic anhydride is heated on an oil bath at a temperature of 150 C. for 20 minutes. The wet solid mass is triturated with diethyl ether and collected and washed with diethyl ether yielding 0.2 g. of colorless solid. This solid is recrystallized from acetonitrile giving a colorless solid, m.p. 212-215 C. (dec).

The synthetic route of 2H-1,2,4-Triazole-3-carboxamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US4006159; (1977); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 7343-33-1, 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 7343-33-1 as follows.

A mixture of 3-brom-1, 2, 4-lH-triazole (prepared as described in Chemische Berichte 1967, 100, 2250) (1.0 g, 6.76 mmol), tri (4- fluorophenyl) bismuth acetate (prepared by the method described in Synthetic Communications 1996,4569) (4.53 g, 7.4 mmol), copper (II) acetate (0.25 g, 20molpercent) and N, N, N’, N’-tetramethylguanidine (1.7 mL, 13.5 mmol) in dry tetrahydrofuran (30 mL) was stirred at 50OC under a balloon of air for 16 hr. The suspension was poured into water (100 mL) and 1M citric acid (30 mL) to give a suspension of pH 3-4. Ethyl acetate (100 mL) was added and the mixture was filtered through Celite , washing the filter cake with ethyl acetate (100 mL). The two phases of the filtrate were separated and the organic layer was dried (Na2SO4) and concentrated. Flash column chromatography on silica gel, eluting with 25percent then 40percent ethyl acetate-isohexane, gave 1- (4-fluorophenyl)-3-bromo- 1,2, 4-lH-triazole as an off-white solid (0.74 g, 45percent). 8 (iH, 400MHz, CDCl3) 7.18-7. 24 (2H, m), 7.60-7. 65 (2H, m), 8.37 (1H, s). MS (ES+) 242,244 ([MH] +).

According to the analysis of related databases, 7343-33-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2003/93252; (2003); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 16681-70-2, 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.

[0850] 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 (6.1 mg) as a TFA salt. MS rn/z[M+Ht calc’d for C27H31CIFN50 4 , 544.21; found 545.2.

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.; US2015/210690; (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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, A new synthetic method of this compound is introduced below., Product Details of 16681-70-2

[0614] 1H-1,2,3-triazole-5-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. Compound 5 (9 mg, 30 fllllOI) was dissolved in DMF(0.5 mL) and DIPEA (5.2 f.LL, 30 fllllOI) was added, followedby addition of the activated acid solution. The mixture wasstirred at room temperature for 30 minutes, after which timeLCMS indicated desired product formation. Half of the crudeproduct was purified using reverse phase chromatography toyield the title compound c as a TFA salt (1 mg). MS m/z[M+Hr calc’d for C25H29CIFN50 4 , 518.19. found 518.

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

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. Safety of 1,2,4-Triazole-3-carboxylic acid

0.178 (0.33 mmol) of intermediate 34 was dissolved in 30 mmol of 2 (12, added to zone 0.1 (0.5 mmol EDCl (: 1,0.07 g(0.23 mmol) of 1,2,4-triazole-3-carboxylic acid was added and stirred at room temperature with stirring12h, TLC detection. The reaction was completed and the crude product was dried and purified by silica gel column chromatography (eluent: methanol / dichloromethane / aqueous ammonia = 50:500: 1, £¤ £¤: £¤) to give a white solid Example 26The target product was 0.12 g, yield 60%

The synthetic route of 4928-87-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing Foreland Pharma Co., Ltd; Zhang, Xingmin; Wang, Ensi; Niu, Shengxiu; Guo, Jing; Dai, Zhuolin; Zheng, Nan; Ji, Qi; Li, Qinyan; Liang, Tie; (109 pag.)CN104411706; (2016); B;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products 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 A–Cyclohexylmethyl 1,2,4-Triazol-3-yl Sulfide Cyclohexylmethyl bromide (42 ml; 0.30 mol) was added over 5 min to 1,2,4-triazole-3-thiol (30.3 g; 0.30 mol) and sodium methoxide (17.3 g; 0.32 mol) in dry methanol (250 ml) under dry nitrogen. The mixture was refluxed for 4 h, stirred at room temperature overnight and evaporated. The residue was dissolved in ethyl acetate (400 ml) and water (200 ml). The organic phase is separated, washed with water (100 ml), dried (Na2 SO4), filtered and its volume reduced by evaporation, causing a solid to precipitate. The solid was filtered off and dried, to afford cyclohexylmethyl 1,2,4-triazol-3-yl sulfide (48.0 g; 81%) as white plates, m.p. 74-78 C. (Found, C: 54.98; H: 7.85; N: 21.32; S: 16.13. C9 H15 N3 S requires C: 54.79; H: 7.66; N: 21.30; S: 16.25%). NMR – d(CDCl3; 90 MHz) 0.50-2.10 (11H, m), 3.1 (2H, d, J=6.4 Hz), 8.13 (1H, s) and 13.9 (1H, br s).

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; Rohm and Haas Company; US5308830; (1994); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics