Tag: M.W:100-200

Reference of 4928-87-4,Some common heterocyclic compound, 4928-87-4, name is 1,2,4-Triazole-3-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 reaction of 1/7-1, 2, 4-triazole-3 -carboxylic acid (226 mg, 2.0 mmol) and 4- (trifluoromethyl)aniline (0.28 mL, 2.2 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, concentrated under reduced pressure and chromatographed on silica gel using EtOAc and Hexanes (80:20) as eluents to get the desired amide 11 (44.4 mg, 9 % yield) as a white solid compound. -NMR (400 MHz, DMSO-de): <514.86 (br s, 1H), 10.90 (br s, 1H), 8.70 (br s, 1H), 8.12 (d, J= 8 Hz, 2H), 7.75 (d, J= 8 Hz, 2H); 19F - NMR (376 MHz, DMSO-de): <5 -60.46 ppm. MH+ = 257.0 m/z. The synthetic route of 4928-87-4 has been constantly updated, and we look forward to future research findings. 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. 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C9H7N3O

To a solution of 1-3,5-dichlorophenyl)ethanone (0.5 g, 2.6 mmol) in ethanol (20 mL) was added 4-(lH-l,2,4-triazol-1-yl)benzaldehyde (0.46 g, 2.65 mmol) and the reaction was cooled to 0 C. Sodium hydroxide (0.22 g, 5.29 mmol) in water (10 mL) was then added and the reaction was allowed to stir for 2 h at 0 C. The reaction was extracted with EtOAc and the combined organic layers were dried over Na2S04 and concentrated under reduced pressure to afford the title compound (0.149 g, 17%): ); ESIMS m/z 430.05 ([M+H]+) 344.08

The synthetic route of 27996-86-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW AGROSCIENCES LLC; LO, William, C.; HUNTER, James, E.; WATSON, Gerald, B.; PATNY, Akshay; IYER, Pravin, S.; BORUWA, Joshodeep; WO2014/100206; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 4922-98-9, 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. 4922-98-9, name is 5-Phenyl-1H-1,2,4-triazol-3-amine belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Initially, amidoguanidines (7) were prepared via the reaction of substituted benzoyl chloride (5) (10 mmol) and aminoguanidine hydrochloride (6) (20 mmol). The obtained intermediates (7) were then treated with microwave irradiation power (100 W) for 8-15 min in water to generate 5-amino-1,2,4-triazoles (8) [18] . Subsequently, 5-amino-1,2,4-triazoles (8) (3 mmol) were reacted with ethoxycarbonyl isothiocyanate (3.3 mmol) in anhydrous DMF (4 ml) at room temperature, leading to formation of thiourea derivatives (9).

The synthetic route of 5-Phenyl-1H-1,2,4-triazol-3-amine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bera, Hriday; Lee, Min Huey; Sun, Lingyi; Dolzhenko, Anton V.; Chui, Wai Keung; Bioorganic Chemistry; vol. 50; (2013); p. 34 – 40;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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 1001401-62-2 as follows. name: 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

A solution of 2-(2H-l,2,3-triazol-2-yl)benzoic acid (P. Coleman, J. Schreier,WO2007/126934) (500 mg, 2.64 mmol) in SOCl2(5 mL) was heated to refluxed for 1 hour, cooled and concentrated in vacuo. The oil was dissolved in toluene (5 mL) and added to a solution of ((3i?,6i?)-6-methylpiperidin-3-yl)methanol hydrochloride (M. Giradin et al, Org. Proc. Res. Dev. 2013, 17, 61-68) (437 mg, 2.65 mmol) in toluene (5 mL), then aq. sodium hydroxide (5.3 mL, 1 mol/L) was added. The mixture was stirred at 10C for 12 h, poured into water (5 mL) and extracted with EtOAc (5 mL x 3). The combined organic layers were dried over Na2S04, filtered and concentrated in vacuo and the residue purified by chromatography on silica (petroleum ether: EtOAc =5: 1 to petroleum ether: EtOAc =1 :1) to afford the title compound. LRMS m/z (Mu+Eta) 301.2 found, 301.2 required.

According to the analysis of related databases, 1001401-62-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; BESHORE, Douglas C.; KUDUK, Scott D.; LUO, Yunfu; MENG, Na; YU, Tingting; WO2015/20933; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, belongs to triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: Triazoles

A mixture of 50 mg (0.045 mmol) of compound 136 hydrochloride, 18.8 mg (0.166 mmol) of 1 H-1,2,4-triazol-22.4 mg (0.166 mmol)H0Bt and 31.8 mg EDCISuspended in 4mlTwo gas a burning,Add 58.8 mg(0.581 mmol) of triethylamine,Stirred at room temperature overnight,TLC (DCM: Me0H = 10: l)Showing that most of the raw materials did not react,Additional10 mg of 1H-1,2,4-triazole-3-carboxylic acid,47 mg of HATU and 30 mg of triethylamine,Stirred at room temperature overnight,TLC (DCM: Mu0Eta =10: 1) shows most of the raw material reaction finished,Add 15ml saturated sodium bicarbonate solution for 0.5 hours, the organic phase, the water phase(5: 10) dichloromethane methanol mixture (about 10: 1) extraction, and then 2 1 10 ml of dichloromethane extraction, combined organic phase, dryDry, filtered, evaporated to dryness, preparative TLC purification (dichloromethane: methanol = 10: 1)To give the title compound of Example 51,11mg light yellowThe yield was 21.2%.

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

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. 64922-04-9, name is Ethyl 1H-1,2,4-triazole-5-carboxylate, A new synthetic method of this compound is introduced below., Safety of Ethyl 1H-1,2,4-triazole-5-carboxylate

EXAMPLE 11 A mixture of ethyl 1,2,4-triazole-3-carboxylate (1.41 g, 0.01 mole) and beta-D-ribofuranosyl-1,2,3,5-tetraacetate (3.18 g, 0.01 mole) was melted and then 0.095 g of p-toluenesulfonic acid was added thereto. The reaction mixture was reacted for 3 hours, while maintaining the temperature of the reaction mixture at 95+-5 C. And then, the reaction mixture was crystallized with 20 ml of methanol to give 3.27 g of 1-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-1,2,4-triazole-3-carboxylic acid ethyl ester (yield: 82%). NMR (CDCl3) delta (ppm): 1.43(t, 3H), 2.12(t, 9H), 4.00(m, 2H), 4.26(m, 1H), 4.48(m, 2H), 5.57(t, 1H), 5.77(q, 1H), 6.10(d, 1H), 8.50(s, 1H)

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; 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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., name: 5-Bromo-1H-1,2,4-triazole

Diacetoxycopper (18.4 g, 101.4 mmol), bromo-triazole (lOg, 67.6 mmol), and 4A molecular sieves (250 mg, 0.33 mmol) were mixed in DCM, to which 4-difluorophenyl)boronic acid (14.9g, 94.6 mmol), pyridine (10.9 mL, 135.2 mmol) was added. The mixture was stined at RT under air for 3 days. LCMS showed that no starting material remaining and desired product was formed. The reaction was filtered and the solid was washed with additional DCM (200 ml). The combined organic layer was concentrated with silica gel and dry-loaded to purify on silica gel (240 grams column, 10-90percent ethyl acetate:hexanes) to afford 10.5 g (60percent) of desired product JW3-c. ?H NMR (400 MHz, DMSO-D6) oe 9.30 (s, 1H), 8.08 – 7.96 (m, 1H), 7.77 – 7.62 (m, 2H) ppm. ESI-MS m/z calc. 25 8.95566, found 260.32 (M+1)+; Retention time: 0.96 minutes.

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; VERTEX PHARMACEUTICALS INCORPORATED; DAVIES, Robert, J.; CAO, Jingrong; COCKERILL, Meghan, Elise; COLLIER, Philip, Noel; DENINNO, Michael, Paul; DOYLE, Elisabeth; FRANTZ, James, Daniel; GAO, Huai; GOLDMAN, Brian, Anthony; GREY, Ronald, Lee; GRILLOT, Anne-laure; GU, Wenxin; HENDERSON, James, A.; IRARRAZAVAL, Raul Eduardo, Krauss; KOLPAK, Adrianne, Lynn; LIAO, Yusheng; MAGAVI, Sanjay Shivayogi; MALTAIS, Francois; MESSERSMITH, David; PIERCE, Albert, Charles; PEROLA, Emanuele; RYU, Elizabeth Jin-Sun; SYKEN, Joshua; WANG, Jian; (706 pag.)WO2016/197009; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, 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 6523-49-5, Safety of 4-(1,2,4-Triazol-1-yl)aniline

To a solution of formamidine from Step 4 (257mg, 0.653mM) in acetic acid (3ml) was added the 4-triazolylaniline (115mg, 0.73mM). The reaction was heated to 125C for Ih. The mixture was cool down basified with 15ml of 2N NaOH and extracted with ethylacetate. After drying over magnesium sulphate these organics phases were concentrated to a yellow solid. The solid was triturated with DCM / Et2O / petrol and isolated as a yellow solid (163mg, 44%). 1H NMR (D6-DMSO) delta 10.07 (IH, broad s), 9.29 (IH, s), 8.83 (IH, s), 8.64 (IH, s)8.26 (2H, m), 8.07 (2H, m), 7.85 (5H5 m), 7.69 (IH, d, J 10Hz)5 7.35 (IH5 dd, J 10Hz55Hz), 4.22 (2H, t, J 7.5Hz)5 2.46 (6H, m, obscured by H2O), 2.08 (2H5 1, J 7.5Hz)5 1.70(4H , m).LC-MS rt 2.13 m/z 509 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

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. 202931-88-2, name is 1-Methyl-1H-1,2,3-triazole-5-carbaldehyde, A new synthetic method of this compound is introduced below., Quality Control of 1-Methyl-1H-1,2,3-triazole-5-carbaldehyde

To a 50 mL flask containing 6-bromo-4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinoline (1.45 g, 3.37 mmol, Intermediate 47: step d) was added THF (25 mL) at room temp which resulted in a colorless homogeneous mixture. The solution was cooled to -70 C. which remained homogeneous and then n-BuLi (2.5 M in hexanes, 1.3 mL, 3.25 mmol) was added dropwise. The color of the solution became a dark reddish-brown color. After 2 minutes, 1-methyl-1H-1,2,3-triazole-5-carbaldehyde (580 mg, 5.22 mmol, in 3 mL THF, Intermediate 50: step a) was introduced and the color of the mixture went from dark brown to greenish to a yellow color within about 2 minutes. The mixture was allowed to warm to -20 C. over 45 minutes at which time the contents were quenched with aqueous NH4Cl. The mixture was diluted further with water and extracted with EtOAc (5*40 mL). The combined organics were washed with brine, dried over MgSO4, filtered and concentrated to give a yellowish oil. The crude material was chromatographed on silica gel (5% CH3CN-DCM increasing to 30% CH3CN+2% MeOH) to give the title compound as an off white foam.

The synthetic route of 202931-88-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Pierce, Joan; Goldberg, Steven; Fourie, Anne; Xue, Xiaohua; US2014/107094; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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

[0734] A solution of Compound 1 (8.9 mg, 18 flillOI) in HCI(88 f.LL, 351 flillOI) was stirred at room temperature for 20minutes. After this time, LCMS indicated that the BOC grouphad been cleaved so the solution was concentrated in vacuo.In a separate flask, a solution of 3H-[1,2,3]triazole-4-carboxylicacid (2.4 mg, 21 f.tmol) and HATU (8.0 mg, 21 flillOI)in DMF (180 f.LL) was stirred at room temperature for 30minutes. After this time, a solution of the crude amine inDMF(180 f.LL) was added, followed by DIPEA (9.2 f.LL, 53 f.tmol).The resulting solution was stirred overnight at room temperature.LCMS indicated that the reaction was complete and thesolution was concentrated in vacuo to yield Compound 2 (8.9mg), which was used without further purification.

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; 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