Day: May 8, 2021

Related Products of 1001401-62-2, A common heterocyclic compound, 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, molecular formula is C9H7N3O2, 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.

Intermediate 24: N-[(1S,2R)-2-Aminocyclopentyl]-2-(2H-l,2,3-triazol-2-yl)benzamide hydrochloride To a solution of ieri-butyl N-[(i ?,2S)-2-aminocyclopentyl] carbamate (CAS number 721395-15-9; 250 mg, 1.248 mmol) in dry DCM (4 ml) was added 2-(2H- 1,2,3 -triazol-2- yl)benzoic acid (CAS number 1001401-62-2; 283 mg, 1.498 mmol), aza-HOBt (289 mg, 1.872 mmol), triethylamine (0.522 ml, 3.74 mmol) and EDC (359 mg, 1.872 mmol). The reaction was stirred at room temperature for 18 hours then diluted with DCM (20 ml) and washed with HCl (aq, 1M, 20 ml), water (10 ml), saturated sodium bicarbonate solution (20 ml) and brine (10 ml). The organic s were filtered through a hydrophobic frit and concentrated in vacuo to afford a residue which was purified by column chromatography (silica, 10-100% ethyl acetate / petrol) to afford a solid. This Boc-protected intermediate was dissolved in hydrogen chloride in 1,4-dioxane (4 M, 10 ml) and stirred at room temperature for 2 hours. The resulting mixture was concentrated in vacuo thenazeotropically distilled with toluene to afford the title compound.1H NMR (400 MHz, DMSO-d6): delta ppm 1.48 – 1.69 (m, 1 H), 1.61 – 1.84 (m, 3 H), 1.85 – 1.97 (m, 1 H), 1.96 – 2.13 (m, 1 H), 3.52 – 3.67 (m, 1 H), 4.19 – 4.37 (m, 1 H), 7.50 – 7.62 (m, 1 H), 7.61 – 7.71 (m, 1 H), 7.70 – 7.78 (m, 1 H), 7.81 – 7.85 (m, 1 H), 7.93 (br. s., 3 H), 8.08 (s, 2 H), 8.32 – 8.48 (m, 1 H)MS ES+: 272

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; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FIELDHOUSE, Charlotte; GLEN, Angela; ROBINSON, John Stephen; FUJIMOTO, Tatsuhiko; WO2015/55994; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 423165-07-5, name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, 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 423165-07-5, Safety of exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane

[Ill] Synthesis of tert-butyl 3-(3-(3-isopropyl-5-methyl-4H-l .2.4-triazol-4-ylV8- azabicvclor3.2.11octan-8-ylVl-phenyl-3-d9-propylcarbamate 107-dz (Yla = Ylb = D. Y2a = gamma2b = gamma2c = H). To a solution of amine 103 (0.20 g, 0.86 mmol), and 3-tert-butyl-3- phenylpropyl-1-di -aldehyde 111 (0.26 g, 1.03 mmol, 1.2 equiv) in CH2Cl2 (5 mL), at room temperature, was added Na2SO4. The mixture was stirred for 15 min followed by the addition OfNaCNBD3 (69 mg, 1.03 mmol, 1.2 equiv). The resultant mixture was stirred at room temperature for 15 h, diluted with 10 % K2CO3, and extracted with CH2Cl2 (3 x 20 mL). The combined organic extracts were washed with brine solution, dried over MgSO4, filtered and concentrated in vacuo to afford 107-d2, which was carried on to the next step without purification.; Amine 103 was combined with appropriately deuterated aldehyde 111 in CH2Cl2 (5 mL), Na2SO4 and NaCNBD3 to afford 107.

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; CONCERT PHARMACEUTICALS INC.; WO2008/63600; (2008); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 162848-16-0,Some common heterocyclic compound, 162848-16-0, name is 4-[1,2,4]Triazol-1-yl-benzoic acid, molecular formula is C9H7N3O2, 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.

Preparation T. 4-(lH-l,2,4-triazol-l-yl)benzoyl chloride4-(lH-l,2,4-triazol-l-yl)benzoic acid (lOOmg, 0.529 mmol) in sulfurous dichloride (2ml) was refluxed at 110C for 2h. After the excess SOCI2 was removed, the residue was dried in vacuo to give 4-(lH-l,2,4-triazol-l-yl)benzoyl chloride (110 mg, 0.529 mmol, 100 % yield) as a white solid which was used in subsequent reactions without further purification.

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CIANCI, Christopher, W.; GERRITZ, Samuel; LI, Guo; PEARCE, Bradley, C.; PENDRI, Annapurna; SHI, Shuhao; ZHAI, Weixu; ZHU, Shirong; WO2012/33736; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 423165-07-5, These common heterocyclic compound, 423165-07-5, name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, 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.

Step 14 (S)-d2-{3-[3-(3-Isopropyl-5-methyl-[1,2,4]triazol-4-yl)-8-aza-bicyclo[3.2.1]oct-8-yl]-1-phenyl-propyl}-carbamic acid tert-butyl ester: A suspension of d1-sodium triacetoxyborodeuteride in toluene (prepared according to step 13) was added to a solution of 3-(3-isopropyl-5-methyl-[1,2,4]triazol-4-yl)-8-aza-bicyclo[3.2.1]octane (330 mg, 1.41 mmol), (S)-d1-(3-oxo-1-phenyl-propyl)-carbamic acid tert-butyl ester (415 mg, 1.65 mmol), d1-acetic acid (0.28 mL, 3.61 mmol) and dichloromethane (10 mL), at 0 C. The reaction mixture was allowed to warm to ambient temperature and stirred for 2 hours. The pH was adjusted to 11-12 with 10% aqueous potassium carbonate (10 mL) and the mixture was extracted with dichloromethane. The combined organic extracts were dried and concentrated to give a crude residue which was purified by flash chromatography to give the title compound. Yield 310 mg (47%). 1H-NMR (CDCl3.) delta: 1.37 (s, 9H), 1.39 (d, J=6.9 Hz, 6H), 1.62-2.20 (m, 8H), 2.28 (m, 2H), 2.57 (s, 3H), 2.99 (m, 1H), 3.39 (m, 2H), 4.29 (m, 1H), 4.81 (m, 1H), 6.30 (d, J=6.6 Hz, 1H), 7.20-7.40 (m, 5H). MS: m/z 470.3 (M++1).

Statistics shows that exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane is playing an increasingly important role. we look forward to future research findings about 423165-07-5.

Reference:
Patent; Auspex Pharmaceuticals, Inc.; US2008/146605; (2008); 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., COA of Formula: C3H3N3O2

F. (2S,4S)-5-Biphenyl-4-yl-2-hydroxymethyl-4-[(3H-[1,2,3]triazole-4-carbonyl)-amino]-pentanoic acid 1-cyclohexyloxycarbonyloxy-ethyl ester (R7=-CH(CH3)OCOO-cyclohexyl) (2S,4S)-5-Biphenyl-4-yl-4-t-butoxycarbonylamino-2-hydroxymethyl-pentanoic acid (50 mg, 120 mumol, 1.0 eq.), DMA (1 mL), DIPEA (0.13 mL, 0.75 mmol) and 1-chloroethyl cyclohexyl carbonate (52 mg, 250 mumol, 2.0 eq.) were combined. The reaction vessel was capped and microwaved at 80 C. for 2 hours. The mixture was dried under vacuum, dissolved in MeCN (2 mL), and combined with 4 M of HCl in dioxane (500 muL). The resulting mixture was stirred at room temperature for 30 minutes. The precipitate was filtered and discarded, and the filtrate containing the intermediate was concentrated down and submitted to next step. 1,2,3-triazole-4-carboxylic acid (14 mg, 120 mumol, 0.5 eq.) and HATU (48 mg, 120 mumol, 1.0 eq) were dissolved in DMF (1 mL) and the resulting solution was stirred for 5 minutes, followed by the addition of DIPEA (44 muL) and the intermediate from last step. The mixture was stirred for 5 minutes. The reaction was quenched with water and the product dried under vacuum. The product was then purified by preparative HPLC to yield the title compound (4.8 mg, 95% purity. MS m/z [M+H]+ calc’d for C30H36N4O7, 565.26. found 565.4.

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:
Patent; THERAVANCE, INC.; US2012/213806; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 584-13-4, 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. 584-13-4, name is 4H-1,2,4-Triazol-4-amine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: In a typical procedure, 3-arylimino-1,2,4-triazoles and 4-arylimino-1,2,4-triazoles 1-25 were synthesized by mixing 3-amino-1,2,4-triazole or 4-amino-1,2,4-triazole (2 mmol), substituted benzaldehydes (2 mmol) and H2SO4 (2 mL) in ethanol (15 mL). The mixtures were refluxed for 4-10 h, while progress of the reaction was monitored through thin layer chromatography. When reaction was completed, solvent was evaporated on a rotary evaporator under reduced pressure and residue was washed with hot hexane. Resulting compounds were crystallized by ethanol to give title compounds in moderate to good yields.

The chemical industry reduces the impact on the environment during synthesis 4H-1,2,4-Triazol-4-amine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Khan, Khalid Mohammed; Siddiqui, Salman; Saleem, Muhammad; Taha, Muhammad; Saad, Syed Muhammad; Perveen, Shahnaz; Choudhary, M. Iqbal; Bioorganic and Medicinal Chemistry; vol. 22; 22; (2014); p. 6509 – 6514;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, molecular formula is C9H9N3O, 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: (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol

General procedure: The 1-substituted-1,2,3-triazol-4-yl-methanol 1 (4mmol) was taken in dry acetone (10mL), cooled to 0C and the Jones reagent (CrO3+H2SO4+Acetone) (4mmol) was added slowly over a period of 15min. The reaction mixture was stirred for 20min at 0C. After completion of reaction, filtered through the short pad of celite and the filtrate was collected and concentrated under vacuum. The residue was purified by passing through a column packed with silica gel using petroleum ether/EtOAc (8:2) as eluents.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 103755-58-4, its application will become more common.

Reference:
Article; Sambasiva Rao; Kurumurthy; Veeraswamy; Santhosh Kumar; Poornachandra; Ganesh Kumar; Vasamsetti, Sathish Babu; Kotamraju, Srigiridhar; Narsaiah; European Journal of Medicinal Chemistry; vol. 80; (2014); p. 184 – 191;,
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. 288-88-0, name is 1H-1,2,4-Triazole, This compound has unique chemical properties. The synthetic route is as follows., Formula: C2H3N3

Catalyst 1: sodium 1,2,4-triazolate 200 ml of dry methanol and 48 ml of a 30% solution of sodium methanolate in methanol, corresponding to 0.25 mol sodium methanolate, were put first into a three-necked flask agitator with a mechanical stirrer, internal thermometer and reflux cooler, with dry nitrogen. 17.4 g (0.25 mol) of 1,2,4-triazole was added in portions at room temperature. When the addition of the 1,2,4-triazole had been completed the reaction mixture was agitated for 4 hours at reflux temperature. The solvent was then distilled off at reduced pressure and the oily residue left was mixed with 200 ml of methylene chloride at room temperature. The mixture was agitated for 15 minutes at room temperature and the product precipitated as a solid was filtered off. 22.5 g sodium-1,2,4-triazolate (yield 98%) was obtained in the form of a colorless powder.

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 288-88-0.

Reference:
Patent; Laas, Hans-Josef; Halpaap, Reinhard; Richter, Frank; Kocher, Jurgen; US2003/13872; (2003); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 423165-07-5, 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. 423165-07-5, name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To an aqueous solution of active hydrogen containing amide, few drops of aqueous ammonia solution (1 eq.) and secondary amine (1 eq.) were added in drops in an ice-cold solution under constant stirring for dissolution. Aromatic aldehydes dissolved in methanol, added dropwise to the above mixture and stirring was continued for 2 h. The formation of compounds were observed within 30 min. Reaction was monitored by TLC, after completion of reaction, the product was filtered and washed with distilled water and dried at 45-50 C.

The chemical industry reduces the impact on the environment during synthesis exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane. I believe this compound will play a more active role in future production and life.

Reference:
Article; Viveka, T. Lakshmi; Sharada, L. Nalanda; Asian Journal of Chemistry; vol. 30; 9; (2018); p. 2029 – 2034;,
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. 288-36-8, name is 1H-1,2,3-Triazole, A new synthetic method of this compound is introduced below., Safety of 1H-1,2,3-Triazole

The iodide 19 (6.04 kg, 23.0 mol), THF (45 L) and DMF (9.0 L) were charged to a vessel. Copper iodide (218 g, 1.15 mol) and potassium carbonate (7.94 kg, 57.4 mol) were added and the mixture heated to an internal temperature of 40 C. 1 ,2,3-Triazole (3.16 kg, 46., 0 mol) was added as a solution in THF (6.0 L) over half an hour (no exotherm) and heating continued to 65 C (again no exotherm observed) and the reaction monitored by HPLC. Once complete Nu,Nu-dimethylethylenedi amine (244 mL, 2.30 mol) was added and mixture cooled to RT. Aqueous 3.6 M HC1 (36 L) was added (exotherm) and the mixture extracted twice with ethyl acetate (2 x 30 L). The combined organics were washed with LiCl solution (2 x 20 L). The acid solution assayed for 3.79 kg of 5 (81%) and 4.64 kg of 5 and 20 combined (99%). A solution of acids 5 and 20 (approx. 4.64 kg, 22.9 mol) in THF and EtOAc (approx. 1 10 L) was concentrated to low volume. THF (90 L) was added and the solvent composition checked by 1H NMR to ensure most ethyl acetate had been removed. Sodium tert-butoxide (2.42 kg, 25.2 mol) was added slowly as a solid over 1-2 h (slight exotherm), allowing the sodium salt to form and stirred overnight at RT. The liquors showed a 45:55 ratio of product 5: starting material 19 and the solid was collected by filtration, washed with THF (2 x 20 L) and dried in a vacuum oven (T = 40 C) for 15 h to afford 4.22 kg of crude sodium salt. The crude sodium salt (4,22 kg, 14.9 mol) was charged to a 50 L vessel and 3.6 M HC1 (21.2 L) was added with cooling. The slurry was then stirred at room temperature for 16 h and the off-white solid isolated by filtration. The cake was washed with water (11 L) and iP Ac/Heptane (2 chi 5L), then dried in a vacuum oven (T = 35 C) for 15 h to give 3.10 kg of crude acid 5 (97.9 LCAP, 92 wt%, corrected weight 2.85 kg, 61% yield from 19). The acid 5 (2.85 kg corrected, 14.0 mol) was charged to a 50 L vessel and EtOAc (28 L) and dilute 0.22 M HC1 (14 L) were added and the mixture stirred until two clear phases resulted. The aqueous layer was removed and the organic layer filtered to remove any particulate matter. The ethyl acetate was reduced to about 8 L and then heptane (15.6 L) was added over 1 h and the liquors sampled to check for appropriate losses. The solid was isolated by filtration, washed with heptane :ethyl acetate (3: 1, 4 L) and dried on the filter under nitrogen to give 2.81 kg of acid 5. m.p. 167.5 C. NMR (400 MHz, d6-DMSO): delta 12.09 (br s, 1H)S 8.04 (s, 1H), 7.62 (d, 1H, J = 8.4 Hz), 7.58 (d, 1H, J – 1.2 Hz), 7.49 (dd, 1H, J = 8.4, 1.2 Hz), 2.41 (s, 3H). 13C NMR (100.6 MHz, d6-DMSO): delta 168.0, 139.2, 136.4, 135.8, 132.5, 130.3, 128.7, 124.8, 20.9. HRMS (ESI): m/z [M+ + H] calcd for C]0H9N3O2: 204.0773; found: 204.0781

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; MERCK SHARP & DOHME CORP.; MERCK SHARP & DOHME LIMITED; BAXTER, Carl, A.; CLEATOR, Edward; KRSKA, Shane, W.; SHEEN, Faye; STEWART, Gavin; STROTMAN, Neil; WALLACE, Debra, J.; WRIGHT, Timothy; WO2012/148553; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics