Tag: M.W=200-300

Application of 641571-11-1, These common heterocyclic compound, 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, 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 solutionof amine 3-(4-methyl-1H-imidazol-1-yl)-5-(triuoromethyl)aniline (a) (one equivalent) and Et3N(1.5 equivalents) in dry CHCl3 cooled to 0 C was added dropwise to a solution of4-(chloromethyl)benzoyl chloride (4) (one equivalent) in dry CHCl3. The reaction mixture wasstirred at room temperature. The progress was monitored by TLC. Cold water was added to thereaction mixture. The organic layer was separated, and the water layer was extracted by CHCl3 threetimes. The combined organic layers were dried over Na2SO4, filtered, and concentrated under vacuum.The product was purified by column chromatography on silica gel. The white solid 5 was given with 60% yield; m.p. 80-82 C; 1H-NMR (DMSO-d6, 500 MHz) : 10.74 (s, 1H), 8.32 (s, 1H), 8.26 (d,J = 1.0 Hz, 1H), 8.17 (s, 1H), 8.03 (d, J = 8.3 Hz, 2H), 7.77 (s, 1H), 7.66 (d, J = 8.0 Hz, 2H), 7.52 (s, 1H),4.89 (s, 2H), 2.21 (s, 3H); 13C-NMR (DMSO-d6, 125 MHz) : 166.1, 142.2, 141.7, 139.4, 138.4, 135.5, 134.4,129.4, 128.6, 115.4, 114.7, 112.2, 45.8, 14.0; HRMS (ESI+) m/z calculated for C19H16ClF3N3O [M + H]+394.0929, found 394.0927; purity: 97.93% (by HPLC).

Statistics shows that 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline is playing an increasingly important role. we look forward to future research findings about 641571-11-1.

Reference:
Article; Kalinichenko, Elena; Faryna, Aliaksandr; Kondrateva, Viktoria; Vlasova, Alena; Shevchenko, Valentina; Melnik, Alla; Avdoshko, Olga; Belko, Alla; Molecules; vol. 24; 19; (2019);,
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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. 14741-71-0, name is Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate

Ethyl 2-BENZIMIDAZOL-2-YLACETATE (1.1 equivalents) and 2-amino- 5-(4-METHYLPIPERAZINYL) BENZENECARBONITRILE (1.0 equivalent) were dissolved in 1, 2-dichloroethane, and then SNCL4 (11 equivalents) was added. The mixture was heated at reflux overnight. Upon cooling, the mixture was concentrated in vacuo. NAOH (3 M) was added to the solid, and the mixture heated at 80 C for 0.5 hours. The solid was filtered and washed sequentially with H2O, CH2CI2, and acetone. LC/MS indicated that the product was present in the acetone layer and the solid. These fractions were combined and purified by silica gel chromatography (5-10% MeOH in CH2CI2 with 1 % ET) to give the desired product. LC/MS M/Z 375.4 (MH+), Rt 1.65 minutes.

The synthetic route of 14741-71-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHIRON CORPORATION; WO2004/18419; (2004); A2;,
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Adding a certain compound to certain chemical reactions, such as: 144689-93-0, name is Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate, belongs to imidazoles-derivatives 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 144689-93-0, Quality Control of Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate

Example 1 :Preparation of trityl olmesartan medoxomilEthyl-4-( 1 -hydroxy- 1 -methylethyl)-2-propyl-imidazole-5-carboxylate ( 100 gm) was dissolved in acetone (2500 ml) and then added potassium carbonate (100 gm), 5-[4′- (bromomethyl)[ 1,1 ‘-biphenyl] -2-yl]-2-(triphenylmethyl)-lH-tetrazole (250 gm) and tert- butyl ammonium bromide (15 gm) under stirring at room temperature. The temperature of the reaction mass was raised to 50 to 55C and maintained for 15 hours at 50 to 55C. The reaction mass was cooled to 45C and passed over celite bed. The collected filtrate was cooled to 0 to 5C and then added a solution of potassium carbonate (36 gm) in water (36 ml) for 1 hour. The temperature of the reaction mass was raised to room temperature and maintained for 16 hours at room temperature. The acetone was distilled off completely under vacuum at below 40C to obtain residue. To the residue was added sodium chloride solution (10%, 900 ml) and then added ethyl acetate (1500 ml). The layers were separated and the aqueous layer was extracted. Combined the both organic layers and dried over sodium sulfate. The solvent was distilled off completely to obtain a residual mass. A mixture of acetone (1200 ml), potassium carbonate (100 gm), (4- bromoethyl)-5-methyl-oxo-l,3-dioxane (105 gm) and potassium iodide (17 gm) were added under stirring at room temperature and then the contents were heated to 50 to 55C. The solution was added to the above residual mass for 1 hour 30 minutes and maintained for 1 hour 30 minutes at 50 to 55C. The reaction mass was cooled to 45C and filtered. The solvent was distilled off completely to obtain residue. Toluene (1500 ml) was added to the residue and the layers were separated. The toluene layer was dried over sodium sulfate and distilled off the layer under vacuum up to obtain clear residual mass. To the residual mass was added methanol (1500 ml) and stirred for 30 minutes at room temperature. The reaction mass was cooled to 10 to 15C and maintained for 1 hour 30 minutes. The separated solid was filtered and dried at 40 to 45C for 7 hours to obtain 270 gm of trityl olmesartan medoxomil.Trityl olmesartan medoxomil: 98.5%;Trityl olmesartan ethyl ester impurity: 0.35%;Bromo trityl olmesartan medoxomil impurity: 0.35%;Methyl trityl olmesartan medoxomil impurity: 0.34%.

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Reference:
Patent; HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; RATHNAKAR REDDY, Kura; MURALIDHARA REDDY, Dasari; RAJI REDDY, Rapolu; RAMAKRISHNA REDDY, Matta; VAMSI KRISHNA, Bandi; WO2012/1694; (2012); A1;,
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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. 2963-77-1, name is 4-(1H-Benzo[d]imidazol-2-yl)aniline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C13H11N3

General procedure: Using a typical scale of 1.0 mmol, 1 (1.0 mmol) was dissolved inanhydrous pyridine (2 mL) in a small round-bottomed flask and themixture was cooled to 40 C after which the acid chloride(2.0 mmol; purchased or prepared as above) in dry THF or DMF(2 mL) was added dropwise over 20 min with vigorous stirring.After 2-6 h the reaction mixturewaswarmed to room temperatureand the solvent reduced under pressure. Without using a work-upthe crude product was purified by column chromatography directlyusing MeOH/DCM mixtures (1:99 to 2:8).

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 2963-77-1.

Reference:
Article; L’abbate, Fabrizio P.; Mueller, Ronel; Openshaw, Roxanne; Combrinck, Jill M.; de Villiers, Katherine A.; Hunter, Roger; Egan, Timothy J.; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 243 – 254;,
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Related Products of 641571-13-3, These common heterocyclic compound, 641571-13-3, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)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.

General procedure: A solution of 5 compound (10 mg, 0.028 mmol), substituted benzoic acid (0.028 mmol), HOBt (6.8 mg, 0.05 mmol), EDCI (8.05 mg, 0.04 mmol) and TEA (10 muL, 0.07 mmol) in DMF (0.5 mL) was stirred at room temperature for overnight. The reaction mixture was dilluted with ethyl acetate and washed with saturated aqueous sodium bicarbonate. The organic layer dried over Na2SO4. Purification of column chromatography with Hexane/ethyl acetate = 1:1 to afford compound 6 as a white solid.

Statistics shows that 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid is playing an increasingly important role. we look forward to future research findings about 641571-13-3.

Reference:
Article; Kim, Mi-Hyun; Kim, Minjung; Yu, Hana; Kim, Hwan; Yoo, Kyung Ho; Sim, Taebo; Hah, Jung-Mi; Bioorganic and Medicinal Chemistry; vol. 19; 6; (2011); p. 1915 – 1923;,
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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. 39513-26-3, name is 5-Bromo-1,3-dihydrobenzoimidazol-2-one, This compound has unique chemical properties. The synthetic route is as follows., Safety of 5-Bromo-1,3-dihydrobenzoimidazol-2-one

To a round-bottomed flask containing DMF (35 mL) was added 5-bromo-1 ,3-dihydro- benzimidazo-2one (5.Og, 23 mmo), and the resu[ting soution was purged with nitrogen for 15 minutes. To this soution were added successivey bis(pinacoato)diboron (7.2g, 28mmo), potassium acetate (6.9g, 70 mmo), and PdC2(dppf)0H2C2 (1 .7g, 2.4 mmd). After heating at 95 C for 16 h, the back mixture was coded to rt and di?uted with brine (50 mL) and EtOAc (75 mL). The resu[ting precipitate was removed by fiftration and washed with EtOAc. The fiftrate was transferred to a separatory funnd and the ayers separated. The organic ayer was washed with water (3 x 50 mL), dried (Na2SO4), fiftered andconcentrated in vacuo. Trituration of the crude residue with DOM provided the desired product as a white soid (2.5g, 41 % yied). MS (ES): masss cacd. for 013H17BN203, 260.1; m/zfound, 261.2 [M+H1. 1H NMR (400 MHz, DMSO.-d6) 310.76 (s, IH), 10.65 (s, IH), 7.29 (dd, J= 7,7, 1.0 Hz, IH), 7.18 (s, IH), 6.92 (d, J= 7.5 Hz, IH), 127 (5, 12H).

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 39513-26-3.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; RAVULA, Suchitra; SWANSON, Devin M.; SAVALL, Bradley M.; AMERIKS, Michael K.; (250 pag.)WO2016/176449; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 113775-47-6, name is Dexmedetomidine, belongs to imidazoles-derivatives 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 113775-47-6, Safety of Dexmedetomidine

20 g (100 mmol) of 4- [1- (2,3-dimethylphenyl) ethyl] -1H-imidazole and 9 g (70 mmol) of L – (+) – tartaric acid were added to 80 ml of absolute ethanol,Heated to 65 stirring,After the reaction was dissolved to continue stirring for two hours,Then cooled to 10 C,Stir overnightAt this time a large number of white solid,Suction filtration,The filter cake was washed with absolute ethanol,Get dexmedetomidine tartrate 16.6g,Yield 47.3%The ee value is 99.24%.

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Reference:
Patent; Tsingtao Chenda Biological Technology Co., Ltd.; Lv Yanhua; (8 pag.)CN106588778; (2017); A;,
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Application of 95470-42-1, 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 95470-42-1 as follows.

After the addition of K2CO3(1.05 g, 7.63 mmol) thereto, a solution of 2-bromo-4-methyl-lH-imidazole-5-carboxylic acid ethyl ester (1.2 g, 5.08 mmol) in DMF (45 ml) was stirred at room temperature for 30 min and mixed with benzyl chloride (0.7 ml, 6.10 mmol). The reactants were induced to react therewith by elevating the temperature to 120¡ãC with stirring for 8 hrs. After the completion of reaction, the reaction mixture was cooled and added with water. Then, extraction with ethyl acetate was precedent to drying over MgSO4, followed by filtration and vacuum concentration. Through silica gel column chromatography (hexane : ethyl acetate = 8:1), the concentrate thus obtained was purified to the object compound as a white solid (1.06 g, 3.28 mmol, 65percent) . 1H-NMROOO MHz, CDCl3) sigma 1.40 (t, 3H, J = 7.1 Hz) , 2.48(s, 3H) , 4.37(q, 2H, J = 7.1 Hz) , 5.17(s, 2H) , 7.03 (m, 2H) , 7.32 (m, 3H) ;MS 323 (M+) .

According to the analysis of related databases, 95470-42-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KOREA RESERACH INSTITUTE OF CHEMICAL TECHNOLOGY; WO2008/111794; (2008); A1;,
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Electric Literature of 14741-71-0, A common heterocyclic compound, 14741-71-0, name is Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate, molecular formula is C11H12N2O2, 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.

General procedure: LHMDS (1.65 mL, 1 M in THF, 1.65 mmol, 5.0 equiv) was added dropwise to a solution of ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate (67.6 mg, 0.33 mmol, 1.0 equiv) and 1-(4-methoxybenzy-l)-1H-thieno[2,3-d][1,3]oxazine-2,4-dione (0.33 mmol, 1.0 equiv) in anhydrous THF (15 mL) at -78 C. The resulting solution was slowly warmed to room temperature and then stirred overnight at 80 C. After the reaction completed, quenched with a small amount of NH4Cl (aq, satd). And then concentrated in vacuo, the resulting crude material was purified by column chromatography (petroleum ether/ethyl acetate/acetic acid = 500:100:20, v/v/v) on silica gel to afford the product as a white solid.

The synthetic route of 14741-71-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Song, Pinrao; Peng, Peng; Han, Mengmeng; Cao, Xianchao; Ma, Xiaodong; Liu, Tao; Zhou, Yubo; Hu, Yongzhou; Bioorganic and Medicinal Chemistry; vol. 22; 17; (2014); p. 4882 – 4892;,
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Some common heterocyclic compound, 641571-13-3, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid, molecular formula is C12H9F3N2O2, 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. SDS of cas: 641571-13-3

PAL-resin 4-methyl-3-nitro-aniline (5g, 5mmol), bis (2-oxo-3-oxazolidinyl) phosphinic chloride (5.09g, 20mmol), DIEA (3. 5mL, 20mmol), and 3- (4-methyl-imidazol-1-yl)-5- trifluoromethyl-benzoic acid (2. 71g, 10.0mmol) are mixed in DMF (50mL) with shaking at room temperature for 18 hours. The resultant mixture is filtered and the resin is washed with DMF (3x50mL), CH2Cl2 (3x50mL), MeOH (3x50mL), and dried under vacuum. lOmgs of this resin is treated with TFA/CH2Cl2/H20 (45/50/5) (20011L) for 30 minutes. LC-MS shows only one peak: observed MS (M + H+) is 405.1 ; calculated MS (M + H+) is 405.11.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 641571-13-3, its application will become more common.

Reference:
Patent; IRM LLC; WO2005/39486; (2005); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem