Category: Triazoles

Related Products of 16681-70-2, These common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic 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.

To a stirred solution of ( R,4R^-4-Amino-5-biphenyl-4-yl-2-hydroxypentanoic acid ethyl ester (200 mg, 638 muiotaetaomicron), HATU (291 mg, 766 muiotaetaomicron), 3H-[l,2,3]triazole-4- carboxylic acid (87 mg, 766 muiotaetaomicron), and DMF (3 mL), was added DIPEA (357 mu, 2.0 mmol), and the mixture was stirred at room temperature for 30 minutes. A saturated aqueous NH4C1 was added and the mixture was extracted with EtOAc. The organics were combined, dried over a2S04, and the solvent was evaporated. The crude residue was purified by normal phase chromatography (0-100% EtOAc/hexanes) to yield Compound 1 (76 mg).

Statistics shows that 1H-[1,2,3]Triazole-4-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 16681-70-2.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; FLEURY, Melissa; BEAUSOLIEL, Anne-Marie; HUGHES, Adam D.; LONG, Daniel D.; WILTON, Donna A.A.; WO2015/116786; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 1001401-62-2, 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. 1001401-62-2 name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, 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.

10818] To 2-(2H-1,2,3-triazol-2-yl)benzoic acid (125 g, 0.6 mmol) and DMF (4 mE) was added (i-Pr)2NEt (0.23 mE, 1.3 mmol) and HBTU (155 g, 0.6 mmol). Afier 10 mm, the title compound from step B (146 g, 0.4 mmol) was added. After stirring overnight at it, saturated NaHCO3 (aq.) was added and the mixture extracted with EtOAc (3x). The combined organics were dried (Mg504) and concentrated. Purification via preparative HPEC gave the title compound (89 mg, 47%) as a beige solid. MS (ESI) mass calcd. for C2QH18F3N70, 429.2; mlz found 430 [M+H]. 1H NMR (DMSO-D5): 8.47 (s, 0.3H), 8.24 (s, 0.7H), 8.14-8.05 (m, 2.2H), 8.02 (s, 0.7H), 7.85 (d, J=7.2 Hz, 1.3H), 7.72-7.55 (m, 1.7H), 7.49-7.34 (m, 1.4H), 7.13 (t, J=7.4 Hz, 0.7H), 4.58 (t, J4.3 Hz, 0.7H), 4.44 (d, J=4.7 Hz, 0.3H), 4.04-3.93 (m, 0.3H), 3.82 (t, J=4.1 Hz, 0.3H), 3.79-3.70 (m, 0.7H), 3.54 (d, J4.8 Hz, 0.7H), 2.07-1.90 (m, 1H), 1.85-1.07 (m, 5H).

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

Reference:
Patent; Janssen Pharmaceutica NV; COATE, Heather R.; DVORAK, Curt A.; FITZGERALD, Anne E.; LEBOLD, Terry P.; PREVILLE, Cathy; SHIREMAN, Brock T.; (473 pag.)US2016/46640; (2016); 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, HPLC of Formula: C2H3N3

To a mixture of the product from step 2 (7.9 g, 38 mmol), Cs2C03 (24.8 g,76 mmol) and Cul (2.88 g, 7.6 mmol) in DMF (200 mL) were added 2H-[l,2,3]triazole (5.24 g,76 mmol) and N,N’-dimethyl-cyclohexane- 1,2-diamine (0.9 g, 6.5 mmol) and the mixture was stirred at 110 C overnight. The cooled mixture was adjusted to pH ~12 with 1M sodium hydroxide and extracted withEtOAc (50 mL x 3). The aqueous layer was adjusted to pH ~4 with 1M HC1 and extracted with EtOAc (50 mLx4). The extracts were dried over Na2S04, 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; KUDUK, Scott D.; BESHORE, Douglas; LUO, Yunfu; MENG, Na; YU, Tingting; (114 pag.)WO2016/65585; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, 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. Product Details of 27996-86-7

A mixture of malonitrile (128 mg, 1.94 mmol) and 4-(1H-1,2,4-triazol-1- yl)benzaldehyde (336 mg, 1.94 mmol) in 8 mL of anhydrous ethanol was charged with N- methylmorpholine (0.21 mL, 1.94 mmol) for 10 min. To the mixture was added 1,3-dimethyl- 1H-pyrazol-5(4H)-one (214 mg, 1.94 mmol) in one portion at room temperature. The reaction mixture was stirred at room temperature for 48 hrs. The reaction mixture was concentrated on rotavapor to dryness and the resulting crude product was purified by Teledyne-Isco flash system by using CH2Cl2/MeOH, 5 to 10% of methanol in dichloromethane to provide compound 33 as a viscous solid (500 mg, 77%).1H NMR (400 MHz, DMSO-d6) delta (ppm): 8.68 (s, 1H), 7.63 (s, 1H), 7.22 (d, J = 8.0 Hz, 2H), 6.78 (d, J = 8.4 Hz, 2H), 6.54 (s, 1H), 4.10 (s, 1H), 3.02 (s, 3H), 2.74 (s, 2H), 1.11 (s, 3H). MS (ESI): Calcd for C17H15N7O: 333, found: 334 (M+H)+.

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

Reference:
Patent; NANTBIOSCIENCE, INC.; TAO, Chunlin; YU, Chengzhi; POLAT, Tulay; YAN, Chao; RABIZADEH, Shahrooz; THEODORESCU, Daniel; (108 pag.)WO2016/205460; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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

2-(5-Bromo-1-methyl-1H-imidazol-2-yl)-6-chloro-3-(ethylsulfonyl)pyridine (200 mg, 0.55 mmol, 1.0 eq) was dissolved in 42 dimethylformamide (5 ml), and 50% 41 sodium hydride (32 mg, 0.66 mmol, 1.1 eq) was added. Subsequently, the mixture was cooled to 0 C. 70 3-methyl-1H-1,2,4-triazole (50 mg, 0.61 mmol, 1.1 eq) was added thereto, and then stirred overnight at room temperature. The aforementioned reaction solution was added to a saturated aqueous solution of 48 sodium hydrogen carbonate, and extraction with ethyl acetate was carried out. The obtained organic layer was washed with water and a saturated aqueous solution of 24 sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under reduced pressure, and the obtained residue was purified by column chromatography with silica gel. Thereby, the objective 71 product was obtained in an amount of 91 mg (yield 40%).1H-NMR of the obtained objective product is shown below. 1H-NMR (400 MHz, CDCl3) delta: 9.04 (1H, s), 8.61 (1H, d), 8.07 (1H, d), 7.17 (1H, s), 3.84 (2H, q), 3.65 (3H, s), 2.53 (3H, s), 1.35 (3H, t).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Nippon Soda Co., Ltd.; SAKANISHI, Keita; IWASA, Takao; AOYAMA, Hikaru; SAKIYAMA, Norifumi; USHIJIMA, Daisuke; MATSUI, Maki; KOBAYASHI, Tomomi; US2019/185459; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7170-01-6, name is 3-Methyl-1H-1,2,4-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 7170-01-6, Computed Properties of C3H5N3

4-Fluoro-2-(3-methyl-1H-1,2,4-triazol-1-yl)benzonitrile and 4-fluoro-2-(5-methyl-1H-1,2,4-triazol-1-yl)benzonitrile. A solution of 2,4-difluorobenzonitrile (7.07 g, 50.8 mmol) and 3-methyl-1H-1,2,4-triazole (4.22 g, 50.8 mmol) in N,N-dimethylformamide (45 ml) was treated with powdered anhydrous potassium carbonate (10 g) and the resulting mixture was stirred at 22 C. for 18 h. The solid was then filtered and the filtrate was concentrated in vacuo. The residue was diluted with ethyl acetate, washed with water and brine, dried over anhydrous magnesium sulfate and concentrated. The mixture containing the 2 and 4-triazolyl-benzonitriles was purified by a combination of chromatography on silica gel (elution gradient of ethyl acetate in hexane) and on reversed phase silica gel to give 1.86 g (18% yield) of 4-Fluoro-2-(3-methyl-1H-1,2,4-triazol-1-yl)benzonitrile and 0.526 g (5% yield) of 4-fluoro-2-(5-methyl-1H-1,2,4-triazol-1-yl)benzonitrile. 4-Fluoro-2-(3-methyl-1H-1,2,4-triazol-1-yl)benzonitrile. White crystals (ethyl acetate/hexanes). mp 117-118 C. 1HNMR 400 MHz (CDCl3) delta (ppm): 2.54 (3H, s, CH3), 7.24 (1H, m, CH), 7.62 (1H, dd, J=2.5 Hz and J=9.1 Hz, CH), 7.84 (1H, dd, J=5.6 Hz and J=8.6 Hz, CH), 8.82 (1H, s, CH). Anal. Calcd for C10H7FN4: C, 59.40; H, 3.49; N, 27.71. Found: C, 59.25; H, 3.32; N, 27.81. 4-fluoro-2-(5-methyl-1H-1,2,4-triazol-1-yl)benzonitrile. White crystals (ethyl acetate-hexane). mp 120-121 C. 1HNMR 400 MHz (CDCl3) delta (ppm): 2.56 (3H, s, CH3), 7.30 (1H, dd, J=2.5 Hz and J=8.1 Hz, CH), 7.39 (1H, m, CH), 7.91 (1H, dd, J=5.5 Hz and J=8.6 Hz, CH), 8.06 (1H, s, CH). Anal. Calcd for C10H7FN4: C, 59.40; H, 3.49; N, 27.71. Found: C, 59.35; H, 3.70; N, 27.77.

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

Reference:
Patent; Bristol-Myers Squibb Company; US2007/129379; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 7343-34-2, 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. 7343-34-2, name is 3,5-Dimethyl-4H-1,2,4-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

(c) Preparation of 1-decyl-3,5-dimethyl-1,2,4-triazole A mixture of 3,5-dimethyl-1,2,4-triazole (6.0 parts; 0.062 mol ex (b) above) and 1-bromodecane (14.4 parts; 0.065 mol) in dimethylformamide (16 ml) was heated together at 120¡ã C. for 23 hours. The cooled reaction mixture was diluted with water (100 ml), a solution of sodium hydroxide (2.62 parts; 0.065 mol) in water (100 ml) added, and the product extracted into ether (3*50 ml). After drying over magnesium sulphate the solution was evaporated to yield a pale yellow oil (3.3 parts; 22percent theory). Infra red analysis: vmax (film): 2923, 2853, 1515, 1341, 701cm-1. Proton NMR: delta(CDCl3; 0.9(t,3H); 1.2-1.4(m,14H); 1.7-1.9(m,2H); 2.3(s,3H); 2.4(s,3H); 4.0(t,2H)ppm. Mass spec: m/z(Br): 238(M+H+, 100percent).

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

Reference:
Patent; Zeneca Limited; US5620595; (1997); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 16681-70-2, 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 16681-70-2 as follows.

3H-l,2,3-triazole-4-carboxylic acid (3.4 mg, 30 muiotaetaomicron) was combined with HATU (1 1 mg, 30 muiotaetaomicron) in DMF (0.3 mL) and stirred at room temperature for 10 minutes; (1407) DIPEA (1 eq.) was added and the mixture was stirred for 1 minute. Compound 2 (10 mg, 30 muiotaetaomicron) in DMF (0.5 mL) was combined with DIPEA (5.2 muEpsilon, 30 muiotaetaomicron), then added to the activated acid solution. The resulting solution was stirred at room temperature for 30 minutes; LC/MS showed the mass of the desired product. The solvent was removed in vacuo and the crude residue was purified by reverse phase chromatography to yield Compound a (6.1 mg) as a TFA salt. MS m/z [M+H]+ calc’d for C27H31CIFN5O4, 544.21 ; found 545.2.

According to the analysis of related databases, 16681-70-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; FLEURY, Melissa; BEAUSOLIEL, Anne-Marie; HUGHES, Adam D.; LONG, Daniel D.; WILTON, Donna A.A.; WO2015/116786; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 288-36-8, A common heterocyclic compound, 288-36-8, name is 1H-1,2,3-Triazole, molecular formula is C2H3N3, 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.

In the reactor,Add 90% acetone (volume fraction) 400mL,Stirring,26.2 g of compound (01)Then 34.5 g of potassium carbonate powder was added,0.38 g copper iodide (CuI),1,2,3-triazole.External temperature was raised to 70 ,During the heating process, a large amount of gas is generated,The reaction was stirred at reflux for 5 hours.The reaction mixture was then distilled under reduced pressure at 40 C,When the reaction system is more viscous, add 45mL of water and continue to reduce the steam to distillate without acetone (no acetone in the gas phase). Distilled residue was added 300mL of water, 25% sulfuric acid was added dropwise at room temperature to adjust the pH to 1-2, a yellow suspension.Stir for 30 minutes, filter, and the solids are washed three times with water, 60 mL each. The resulting solid was dried to dryness at 70 C in vacuo,Have pale green solid 19.48g,Compound (1), purity 95.06%.

The synthetic route of 288-36-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; He Bifei; Liu Guangyuan; Fan Yuping; (6 pag.)CN104557744; (2017); 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. 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, A new synthetic method of this compound is introduced below., Computed Properties of C9H9N3O

Step b: Preparation of l-phenyl-lH-l,2,3-triazole-4-carbaldehyde (9). To a solution of (1- phenyl-lH-l,2,3-triazol-4-yl)methanol, 7, (1.03 g, 5.87 mmol) in CH2Cl2 (50 mL) was added MnO2 (2.05g, 23.5 mmol). The reaction mixture was stirred for 3 days at room temperature. The reaction mixture was then filtered through Celite and the resulting filtrate was concentrated in vacuo. The crude material was purified by silica gel chromatography (0-5% methanol/dichloromethane) yielding 0.83g (82%) of 9: 1H NMR (400 MHz, CDCl3) delta 10.22 (s, IH), 8.51 (s, IH), 7.53, (d, J= 9.6 Hz, 2H), 7.58-7.49, (m, 3H).

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; ALTIRIS THERAPEUTICS; WO2009/121063; (2009); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics