Tag: M.W=200-300

Related Products of 120781-02-4, These common heterocyclic compound, 120781-02-4, name is Methyl 2-bromo-1-methyl-1H-imidazole-5-carboxylate, 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 solution of 1-[4-(4,4,5,5-tetramethyl)-[1,3,2]-dioxaborolan-2-yl]-benzyl-1H-benzoimidazole (0.527 g, 1.5 mmol) and 2-bromo-3-methyl-3H-imidazole-4-carboxylic acid methyl ester (Anichem LLC, 0.328 g, 1.5 mmol) in anhydrous DMF (5 mL) under nitrogen was added Pd(dppf)2Cl2 (53 mg, 0.065 mmol) and cesium carbonate (0.786 g, 2.4 mmol) and the reaction mixture was heated to 80 C. and allowed to stir for 7 h. The reaction mixture was cooled to room temperature, diluted with ethyl acetate, and the solids filtered off. The filtrate was washed with water, dried (Na2SO4) and the solvent removed under reduced pressure. Purification by flash chromatography (silica, dichloromethane/methanol 99: 1?97:3) provided the title compound (40%). LCMS (ESI+) 347.2 (MH+).

Statistics shows that Methyl 2-bromo-1-methyl-1H-imidazole-5-carboxylate is playing an increasingly important role. we look forward to future research findings about 120781-02-4.

Reference:
Patent; Wyeth; US2009/23707; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 28890-99-5, name is 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, A new synthetic method of this compound is introduced below., name: 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole

4.02 g (35.2 mol) trans-cyclohexane-1.2-diamine are added to 800 mg (1.96 mmol) 9-iodobenzimidazolo[2,1-b][1,3]benzothiazole 490 mg (2.35 mmol) 6H-benzimidazolo[1,2-a]benzimidazole, 1.37 g (6.45 mmol) potassium phosphate, 370 mg (0.20 mmol) copper iodide in 10 ml dioxane. The reaction mixture is stirred for 27 h at 100 C under nitrogen and cooled to 25 C. The product is filtered off and washed with water and methanol. 100 ml chloroform is added and the product is stirred for 30 minutes. The solid is filtered off and product precipitating from the chloroform phase is filtered off (yield: 1 10 mg (13 %)). 1 H NMR (400 MHz, CF3COOD): delta 9.24 (s, 1 H), 8.66-8.69 8 (m, 2H), 8.43-8.8.56 (m, 4H), 8.02-8.20 (m, 7H), 7.93-7.95 (m, 1 H). MS (APCI(pos), m/z): 430 (M+1).

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; BASF SE; IDEMITSU KOSAN CO., LTD.; SCHAeFER, Thomas; MURER, Peter; HEINEMEYER, Ute; KOHLSTEDT, Julia; WOLLEB, Heinz; WOLLEB, Annemarie; WATANABE, Soichi; NAGASHIMA, Hideaki; SAKAI, Toshio; LENNARTZ, Christian; WAGENBLAST, Gerhard; WO2015/14791; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 14741-71-0, name is Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate, molecular formula is C11H12N2O2, 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. Quality Control of Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate

Example 17: Synthesis of Compound 5A [0300] To a suspension of SMI (4.32 g, 25.0 mmol) and SM2 (5.0 g, 25.0 mmol) in ethanol (100 mL) was added SM3 (4.9 g, 50.0mmol) and the mixture was stirred at room temperature for 20 min. The reaction mixture was heated to reflux for 6 h. The mixture was then cooled to 20 C and the precipitate collected by filtration, washed with EtOH, Et20 and dried to give compound 5A (5.0 g, yield=50%, Lot: MC13021-014-03) as a pale yellow solid. LCMS: m/z 390 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 14741-71-0, its application will become more common.

Reference:
Patent; HADDACH, Mustapha; WO2015/172123; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 28890-99-5, name is 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, molecular formula is C13H9N3, 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. name: 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole

Example 16a) 7,00 g (24.7 mmol) 1-bromo-4-iodo-benzene, 10.5 g (32.2 mmol) caesium carbonate, 2.36 g (12.4 mmol) copper(l) iodide and 2.85 g (24.7 mmol) L-proline are added to 5.13 g (24.7 mmol) mmol) 5H-benzimidazo[1 ,2-a]benzimidazole in 80 ml DMSO under nitrogen. The reaction mixture is stirred for 15 h at 100 C and 4 h at 150 C, filtered on Hyflo with dichloromethane. The organic phase is washed with water. The organic phase is dried with magnesium sulfate. The product is decocted with diethylether and methyl ethyl ketone (MEK). Yield: 2.90 g (77 %).1H NMR (400 MHz, DMF-d7): delta 7.93-8.10 (m, 4H), 7.78-7.92 (m, 2H), 7.72-7.79 (m, 1 H),

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 28890-99-5, its application will become more common.

Reference:
Patent; BASF SE; SCHAeFER, Thomas; FIGUEIRA DUARTE, Teresa, Marina; SCHILDKNECHT, Christian; LANGER, Nicolle; HEINEMEYER, Ute; WOLLEB, Heinz; WATANABE, Soichi; LENNARTZ, Christian; WAGENBLAST, Gerhard; WOLLEB, Annemarie; BARDON, Kristina; BENEDITO, Flavio, Luiz; WO2012/130709; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 71759-88-1, name is 5-Iodo-1-methyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 71759-88-1

[2637] EtMgBr (3Molar in Et2O) solution (791 uL), was dripped into a solution of 914 (0.518 g, 3.15 mmol, 6 eq.) in ClCH2CH2Cl (6 ML), for 30 minutes. To the white suspended mixture, 913b (0.280 g, 0.525 mmol) was then added and stirred at 60 C. for 3 hours. Reaction was treated with saturated NH4Cl at 0 C. by pouring the reaction into the cold NH4Cl. Extracted with Ethyl Acetate, dried over MgSO4 and evaporated to dryness. Column Chromatography (SiO2), eluted with 1%, 2% & 3% MeOH/CH2Cl2 gave 0.054 g of compound 918.

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 71759-88-1.

Reference:
Patent; Schering Corporation; US2004/122018; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 40197-20-4, 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. 40197-20-4, name is 5-Bromo-1H-benzo[d]imidazole-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

5-bromo-1H-benzo[d]imidazole-2-carboxylic acid (1 eq) was dissolved in DMF, to which morpholine (1.01 eq),1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC, 1.1 eq), 1-hydroxybenzotriazole (HOBT, 1.1 eq), and TEA (3 eq)were added stepwise, followed by stirring at room temperature for overnight. The reaction was terminated with a smallamount of water, followed by extraction using water and EtOAc. The small amount of water remaining in the organiclayer was dried over anhydrous MgSO4. The solvent was eliminated by vacuum distillation, followed by vacuum drying.Then, a target compound was obtained by column separation with the yield of 29%. 1H NMR (300MHz, CDCl3) delta 7.77-7.65 (m. 1H), 7.43-7.41 (m, 2H), 3.85-3.82 (m, 8H).

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-1H-benzo[d]imidazole-2-carboxylic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; The Industry & Academic Cooperation in Chungnam National University (IAC); KIM, Eunhee; YOO, Sung-Eun; KANG, Nam Sook; KOO, Tae-Sung; PARK, Min-Young; KIM, Young-Hoon; BAE, Hyun-Ju; KIM, Jin-Woo; IN, Tae-Kyu; JOO, Choun-Ki; (101 pag.)EP3176163; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 53484-16-5, name is 6-Bromo-1-methyl-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H7BrN2

[0003901 To a stirred solution of compound 1 (0.2 g, 1 eq) in aq. ammonia solution (2 mL), copper chloride (catalytic amount) was added and heated at 100 °C for 5 h in a sealed tube. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was evaporated to dryness. The residue was stirred with 20percent methanol in dichloromethane and filtered. The filtrate was concentrated under reduced pressure to afford title compound 2. LCMS (mlz): 148.00 (M + 1).

The synthetic route of 53484-16-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; BHAGWAT, Shripad; WANG, Bing; LUEDTKE, Gregory R.; SPYVEE, Mark; (490 pag.)WO2016/57834; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 28890-99-5, These common heterocyclic compound, 28890-99-5, name is 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, 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.

[28890-99-5] (3.0 g, 14.4 mmol) is dissolved in THF (0204) (100 ml) and the suspension is cooled to 0 C. NaH as 60% suspension (691 mg, 17.3 mmol) is added in portions. [98-59-9] is dissolved in THF (50 ml) and the solution is dropped into the reaction mixture. It is stirred over night at room temperature. Saturated NH4CI solution (150 ml) is slowly added. It is extracted with ethyl acetate. The crude product is used without further purification.

The synthetic route of 28890-99-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GMBH; STENGEL, Ilona; MAIER-FLAIG, Florian; HARBACH, Philipp; MONTENEGRO, Elvira; LUDEMANN, Aurelie; (0 pag.)WO2019/170691; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 305790-48-1,Some common heterocyclic compound, 305790-48-1, name is 6-Bromo-1-methyl-1H-benzo[d]imidazol-2(3H)-one, molecular formula is C8H7BrN2O, 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 solution of 5-bromo-3-methyl-1H-benzimidazol-2-one (4.90 g, 21.6 mmol, Intermediate IP) in THF (300 mL) was added t-BuOK (3.63 g, 32.3 mmol) at 0 C. The mixture was stirred at 0-10 C. for 1 hour under N2. Then a solution of [1-[(4-methoxyphenyl) methyl]-2,6-dioxo-3-piperidyl] trifluoromethanesulfonate (9.87 g, 25.9 mmol) in THF (100 mL) was added to the reaction mixture at 0-10 C. during 30 minutes. The mixture was stirred at 0-10 C. for 30 minutes under N2. An additional solution of [1-[(4-methoxyphenyl) methyl]-2,6-dioxo-3-piperidyl]trifluoromethanesulfonate (2.47 g, 6.47 mmol) in THF (20 mL) was added to the reaction mixture at 0-10 C. dropwise. The mixture was then stirred at 0-10 C. for another 30 minutes under N2. On completion, the reaction was quenched water (400 mL) and extracted with EA (3×200 mL). The combined organic layer was concentrated in vacuo. The residue was triturated with EA (80 mL) and filtered. The filter cake was collected and dried in vacuo to give the title compound (6.70 g, 67% yield) as light yellow solid. The filtrate was also concentrated in vacuo and the residue was purified by column chromatography to give another batch title compound (1.80 g, 18% yield) as light yellow solid. 1H NMR (400 MHz, DMSO-d6) delta 7.47 (d, J=1.6 Hz, 1H), 7.21-7.16 (m, 3H), 7.01 (d, J=8.0 Hz, 1H), 6.85 (d, J=8.8 Hz, 2H), 5.55-5.51 (m, 1H), 4.84-4.73 (m, 2H), 3.72 (s, 3H), 3.33 (s, 3H), 3.04-3.00 (m, 1H), 2.83-2.67 (m, 2H), 2.07-2.05 (m, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-Bromo-1-methyl-1H-benzo[d]imidazol-2(3H)-one, its application will become more common.

Reference:
Patent; Kymera Therapeutics, Inc.; Mainolfi, Nello; Ji, Nan; Kluge, Arthur F.; Weiss, Matthew M.; Zhang, Yi; (1443 pag.)US2019/192668; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 53484-16-5, name is 6-Bromo-1-methyl-1H-benzo[d]imidazole, A new synthetic method of this compound is introduced below., Formula: C8H7BrN2

A mixture of Pd2(dba)3 (0.01 mmol) and Xantphos (0.01 mmol) in 1 ,4-dioxane (1 mE) was sonicated and added undernitrogen to a mixture of 6-bromo-1-methyl-benzimidazole (0.45 mmol), 2-(4-aminophenyl)acetonitrile (0.58 mmol) and Cs2CO3 (0.62 mmol) in 1,4-dioxane (2 mE). The mix-ture was stirred at 1100 C. for 12 h. The mixture was diluted (DCM), washed (H20), dried (phase separator and concentrated. The residue was purified by prep HPEC to yield the desired product (Compound A).MW: 262.3. MS Ms?d: 263.2.NMR: 1H NMR (400 MHz, DMSO-d6): oe=8.13 (1H, s), 7.68 (1H, dd), 7.60 (1H, dd), 7.54 (1H, d), 7.32 (1H, d), 7.24 (1H, t), 6.91 (1H, dd), 3.77 (3H, s), 3.39 (3H, s).

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; GALAPAGOS NV; Menet, Christel Jeanne Marie; Mammoliti, Oscar; Blanc, Javier; Orsulic, Mislav; Roscic, Maja; (81 pag.)US9440929; (2016); B2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem