Tag: M.W:200-300

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

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

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

Synthetic Route of 217448-86-7,Some common heterocyclic compound, 217448-86-7, name is Methyl 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylate, molecular formula is C11H9F2N3O2, 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.

Example-4 Preparation of 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylic acid A mixture of Methyl 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylate. (50 gms) and a solution of sodium hydroxide (11.76 gms in 100 ml water) were stirred at room temperature contents till it becomes clear. Hydrochloric acid (30 ml ) in DM water (70 ml) was charged to above reaction mass. Adjusted the PH of the reaction till 2-3 by adding the hydrochloric acid solution at 25-30 C. After the completion, reaction mass was filtered and dried the material at 65 C.-70 C. for 15 hours. Yield: 40 gms

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylate, its application will become more common.

Reference:
Patent; Davuluri, Ramamohan Rao; Ponnaiah, Ravi; Dehury, Sanjay Kumar; K., Selvaraju; VPSS, Deepthi; Naidu, Dhanunjaya; US2013/184469; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 956317-36-5, These common heterocyclic compound, 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic 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.

A round-bottom flask equipped with a magnetic stirrer bar was charged with 5-methyl-2-(2H-1,2,3-triazole-2-yl)benzoic acid (5.0 g, 24.6 mmol, 1.0 equiv) and THF (250 mL). Theresulting solution was cooled to 0 C, followed by successive addition of triethyl amine (3.58 mL, 25.8 mmol, 1.05 equiv) and isobutyl chloroformate (3.35 mL, 25.8 mmol,1.05 equiv). The reaction mixture was stirred at ambient temperature for 1 h. Subsequently, the precipitate was filtered off and the filtrate was concentrated under reduced pressure.The residue was taken up in ethyl acetate and washed with saturated NaHCO3 solution. The organic layer was washed with H20, dried over anhydrous sodium sulfate and concentrated under reduced pressure, yielding (isobutyl carbonic) 5-methyl-2-(2H-1,2,3- triazole-2-yl)benzoic anhydride (6.6 g, 88%) as an orange-brown oil.?H NMR (500 MHz, CDC13) oe = 7.80 (s, 2H), 7.70 (d, J = 8.20 Hz, 1H), 7.64 (d, J = 1.45Hz, 1H), 7.45 (dd, J = 1.45, 8.20 Hz, 1H), 3.98 (d, J = 6.60 Hz, 2H), 2.42 (s, 3H), 1.96(sept, J = 6.71 Hz, 1H), 0.91 (d, J = 6.75 Hz, 6H)?3C NMR (125 MHz, CDC13) oe = 161.0, 148.6, 139.0, 136.4, 135.9, 133.8, 131.2, 124.3, 124.1, 75.4, 27.6, 20.9, 18.7

Statistics shows that 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid is playing an increasingly important role. we look forward to future research findings about 956317-36-5.

Reference:
Patent; SANDOZ AG; HOeFERL-PRANTZ, Kathrin; BARTH, Roland; RICHTER, Frank; ZUPANCIC, Borut; (126 pag.)WO2016/20403; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic 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. Safety of 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid

Diazepane intermediate I (75 mmol) was dissolved in N, N-dimethylformamide (75 ml) followed by reducing body Department of temperature to 0 ~ 5 , was added triazole intermediates II (79mmol),Hydroxybenzotriazole (82.8 mmol), EDCI (82.8 mmol) and triethylamine (188 mmol) were added and the mixture was warmed naturally and stirred at room temperature overnight. Adding 10% citric acid solution, extracting with ethyl acetate, washing the organic layer with 5% sodium carbonate solution, washing with saturated saline solution, drying with anhydrous sodium sulfate, filtering and concentrating to obtain 32.8g of suvresol, yield 97%, Purity: 98.1%; the resulting product was further treated with isopropyl acetate and n-propyl acetate Recrystallization from heptane gave 31.8 g of a white solid in 94% yield

The synthetic route of 956317-36-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Aobo Bio-pharmaceutical Co., Ltd.; Guo Xiaowen; Lin Jianping; Gao Xiaofei; Huang Chao; Guo Yuanbin; Huang Luning; Tao Anping; Gu Hong; (6 pag.)CN106916149; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 7411-23-6,Some common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, molecular formula is C2HBr2N3, 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 suspension of NaH (60% in mineral oil, 387.9 mg, 9.7 mmol) in THF (20 mL) at 0C is added a solution of A6a (2.0 g, 8.8 mmol, Matrix) in THF (20 mL). The reaction mixture is allowed to warm to RT and is stirred for 30 mm. It is then cooled again to 0C and A6b (1 .9 mL,10.6 mmol, Combi Blocks) is added. The reaction mixture is stirred overnight at RT and diluted with EtOAc (50 mL). The organic layer is washed with water (30 mL) and brine (30 mL), dried over MgSO4, and filtered. The filtrate is concentrated to give A6c which is used 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 3,5-Dibromo-1H-1,2,4-triazole, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FADER, Lee; BILODEAU, Francois; POIRIER, Maude; PARISIEN, Mathieu; KUHN, Cyrille; THIBEAULT, Carl; TRINH, Thao; WO2014/70978; (2014); A1;,
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 1157938-97-0 as follows. category: Triazoles

To a solution of diisoproplylamine (120 g) in dry THF (1500 ml) 1.6 M solution of butyllithium in hexane (730 ml) was slowly added at -40 C. under nitrogen atmosphere. The mixture was allowed to warm up to -20 C. for ca. 10 min, then re-cooled to -78 C. and to this LDA-solution N,N-bis(2,4-dimethoxybenzyl)thiopropionamide (390 g), dissolved in dry THF (500 ml) was slowly added that the reaction temperature did not exceed -40 C. (exothermic reaction, cooling). After addition the mixture was stirred at -40 C. for ca. 1 hr, then at this temperature 1-(2,5-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone (223 g), dissolve in dry THF (400 ml), was slowly added, the reaction mixture stirred for another 2 hrs, then within ca. 1 hr warmed up to -20 C. and finally poured on an aqueous phosphate buffer solution (pH 7). The aqueous phase was extracted 3 times with ethylacetate (500 ml) and the combined organic phases dried twice with sodium carbonate, filtered and evaporated under reduced pressure providing 3-(2,5-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)-N,N-bis(2,4-dimethoxybenzyl)thiobutyramide: 590 g (96% yield) as a single diastereomer. This crude material was dissolved at 0 C. under cooling in a mixture of methylenechloride (1000 ml) and triflic acid (150 g) and slowly triethylsilane (500 g) was added within ca. 3 hrs keeping the temperature under 10 C. After the reduction was finished the reaction mixture was poured very slowly on aqueous saturated sodium bicarbonate solution, extracted 3 times with ethylacetate (500 ml), dried with sodium sulphate, filtered and evaporated under reduced pressure providing the crude title compound: 250 g (80% yield). The analytical data were identical with published one for (2R,3R)-enantiomer in U.S. Pat. No. 6,300,353 and WO99/45008.

According to the analysis of related databases, 1157938-97-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Carbo-Design LLC; US2011/87030; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 956317-36-5, The chemical industry reduces the impact on the environment during synthesis 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, I believe this compound will play a more active role in future production and life.

EXAMPLE B5-Fluoro-2-{r(3R,6R)-l-(2-iodo-5-methylben2oyl)-6-methylpiperidin-3-yllmethoxy}pyridine (B- To a solution of A?7 (325 mg, 1.5 mmol) in CH2CI2 (50 ml) at 0C was added diisopropylethylamine (506 mL, 2.9 mmol) followed by C-I (447 mg, 1.6 mmol, generated from A-8 by treatment with SOCI2 and catalytic DMF in CH2CI2). After warming to room temperature and stirring for 2 h, the reaction was partitioned between CH2CI2 and saturated aqueous NaHC03. The layers were separated, the aqueous was extracted again with CH2CI2, the combined organics were washed with water, dried over Na2SO4, filtered and concentrated. The crude material was purified by gradient elution on silica gel (0 to 100% EtOAc in Hex) to yield 530 mg of B1^aS a white solid. Data for B1^: LRMS m/z (M+H): 469.1.

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, 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2008/147518; (2008); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 15294-81-2, 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. 15294-81-2 name is 4,5-Dibromo-1H-1,2,3-triazole, 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.

General procedure: The reaction was performed according to the preparation of compound 2 by using deuterium oxide instead of water to give the desired product as a white solid (95 mg, 64percent yield). FontWeight=”Bold” FontSize=”10″ 1H NMR (400 MHz, DMSO-d6) No notable peak was observed. 13C NMR (100 MHz, DMSO-d6) delta 130.5, 120.4 ppm. HRMS calculated for [C2HDBrN3+H]+ 148.9568, found: 148.9566.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4,5-Dibromo-1H-1,2,3-triazole, and friends who are interested can also refer to it.

Reference:
Article; Sakurada, Isao; Tetrahedron Letters; vol. 58; 32; (2017); p. 3188 – 3190;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics