Category: 2302-25-2

Application of 2302-25-2,Some common heterocyclic compound, 2302-25-2, name is 4-Bromo-1H-imidazole, molecular formula is C3H3BrN2, 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 the solution of compound 113-lc (500 mg, 3.4 mmol, 1 eq) in DMF (2.5 mL) was added NaH (163 mg, 4.1 mmol, 60% purity, 1.2 eq) at 0 C. The mixture was stirred at 0 C for 30 min. Then compound 113-lb (460 mg, 3.7 mmol, 351 uL, 1.1 eq) was added to the mixture. The solution was warmed up to 20 C and stirred for 16 hr. The reaction was monitored by LCMS. LCMS showed that the starting material remained and the desired MS was observed. H20 (20 mL) was added to the solution. The mixture was extracted with EtOAc (20 mL*3). The combined organic layer was dried with Na2SC>4 and concentrated under reduced pressure. The residue was purified by to give compound 113-la (100 mg, 528.95 umol, 15.55% yield). It was confirmed by HNMR and HMBC. lH NMR (400MHz, CDC13) delta 7.41 (d, J= 1.3 Hz, 1H), 6.93 (d, J = 1.5 Hz, 1H), 4.37 – 4.27 (m, 1H), 1.48 (d, J= 6.8 Hz, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-1H-imidazole, its application will become more common.

Reference:
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (294 pag.)WO2019/40380; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 2302-25-2,Some common heterocyclic compound, 2302-25-2, name is 4-Bromo-1H-imidazole, molecular formula is C3H3BrN2, 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 4-bromo-lH-imidazole (100 mg) in anhydrous THF (3.5 mL) was added di-tert-butyl dicarbonate (149 mg) and DMAP (125 mg). The reaction mixture was stirred at rt for 30 min and partitioned between 9: 1 DCM/MeOH and a sat. aq. NaHC03 solution. The layers were separated and the aq. layer was extracted with 9: 1 DCM/MeOH (3x). The combined org. layers were washed with water and brine, dried over MgS04, filtered and concentrated under reduced pressure. The title compound was obtained, after purification by CC (DCM/MeOH 100:0 to 98:2), as a white solid (143 mg; 85% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-1H-imidazole, its application will become more common.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BUR, Daniel; GUDE, Markus; HUBSCHWERLEN, Christian; PANCHAUD, Philippe; WO2011/121555; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 2302-25-2, name is 4-Bromo-1H-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. Computed Properties of C3H3BrN2

A mixture of 4-bromo-lH-imidazole (223 mg, 1.52 mmol), 4- fluorophenylboronic acid (425 mg, 3.03 mmol), copper (II) acetate (413 mg, 2. 28 mmol), pyridine (0.25 mL) and powdered 4A molecular sieves (1 g) in 1,2-dichloroethane (7mL) was stirred at room temperature under a slow stream of air for 44 hours. The reaction mixture was filtered through Celite (D, washing with ethyl acetate. The filtrate was concentrated and the residue purified by flash column chromatography on silica eluting with 10 to 20% ethyl acetate/isohexane to give the product as a white solid (135 mg, 37%). 8 (iH, 400MHz, CDCl8) 7.16-7. 22 (3H, m), 7.32-7. 37 (2H, m), 7.65 (1H, d, J = 1.5 Hz). MS (ES+) 241,243 ([MH]+).

The synthetic route of 4-Bromo-1H-imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2003/93252; (2003); 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. 2302-25-2, name is 4-Bromo-1H-imidazole, A new synthetic method of this compound is introduced below., COA of Formula: C3H3BrN2

43. 5-(4-Bromo-1H-imidazol-1-yl)-1,6-naphthyridin-2(1H)-one A stirred mixture containing 11.25 g of 5-bromo-1,6-naphthyridin-2(1H)-one, 16.6 g of 4-bromo-1H-imidazole and 100 ml of N-methylpyrrolidinone was heated in an oil bath at 135-140 C. for 22 hours. The reaction mixture was cooled and diluted with 200 ml of water. The resulting precipitate was collected, washed with water, air-dried, combined with 1.5 g of 5-(4-bromo-1H-imidazol-1-yl)-1,6-naphthyridin-2(1H)-one prepared in another run starting with 1 58 g of 5-bromo-1,6-naphthyridin-2(1H)-one, recrystallized twice from dimethylformamide and dried in an Abderhalden drying pistol at 90 for 22 hours, after which the sample still contained 0.2 mol of dimethylformamide per mol of product. The material was then dissolved in 100 ml of 5% aqueous sodium hydroxide solution, the solution filtered and the filtrate solidified with acetic acid.

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; Sterling Drug Inc.; US4657915; (1987); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 2302-25-2, name is 4-Bromo-1H-imidazole, 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 2302-25-2, HPLC of Formula: C3H3BrN2

To a solution of 4-bromo- l /-imidazole (1.00 g, 6.80 mol) in dry DMF (10 mL) was added solid potassium carbonate (1.13 g; 8.16 mmol; 1.20 eq). After stirring 40min at room temperature, a solution of allyl bromide (882 mg; 7.14 mmol; 1.05 eq) in dry DMF (10 mL) was added dropwise. The resulting mixture was stirred at room temperature for 6h. Thereafter the reaction mixture was diluted with water, extracted with ethyl _ _ acetate, the combined organic layers were dried (MgSO i) and concentrated in vacuo. The oily residue was purified by chromatography over silica gel, eluted with a mixture of w-heptane/ethyl acetate (100:0 to 80:20). After evaporation of the solvent 892 mg (63%) of a mixture comprising 90 mol% l-allyl-4-bromo-imidazole and 10 mol% of its 5-bromo regioisomer were obtained as pale yellow oil. MS (EI): 187.0 ([M]+)

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; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; BAYER AKTIENGESELLSCHAFT; COQUERON, Pierre-Yves; BERNIER, David; GENIX, Pierre; MILLER, Ricarda; NAUD, Sebastien; WITTROCK, Sven; BRUNET, Stephane; KENNEL, Philippe; MEISSNER, Ruth; WACHENDORFF-NEUMANN, Ulrike; GOeRTZ, Andreas; (104 pag.)WO2018/60088; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 2302-25-2, 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 2302-25-2 as follows.

Palladium on carbon (2 g, 10% Pd)Stirring in hydrogen for one hour,And then dissolved in pure heavy water (50 g, 2.5 mol) Of 4-bromoimidazole (10 g, 69 mmol) was added,After hydrogen addition, the mixture was stirred at 100 C for 1 h,The reaction solution was filtered to remove the catalyst,Rotate the solvent to give compound 11 (9.2 g, yield 91%),

According to the analysis of related databases, 2302-25-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hinova Pharmaceuticals Inc.; Fan, Lei; Chen, Ke; Li, Xinghai; Chen, Yuanwei; (24 pag.)CN106256830; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 2302-25-2, 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. 2302-25-2, name is 4-Bromo-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

b) 4-Bromo-1-phenyl-1H-imidazoleA mixture of 4-bromo-lH-imidazole (3000 mg, 20.4 mmol, Eq: 1.00), iodobenzene (3.75 g, 2.05 ml, 18.4 mmol, Eq: 0.9), copper (I) iodide (194 mg, 1.02 mmol, Eq: 0.05), 8- hydroxyquinoline (148 mg, 1.02 mmol, Eq: 0.05) and cesium carbonate (8.85 g, 27.1 mmol, Eq: 1.33) was dissolved in DMF (45.0 ml) and water (4.5 ml). The mixture was stirred for 2.5 days at 130 C. The residue was diluted with ethyl acetate and washed with water, ammonium chloride sol. sat. and sodiumhydrogen carbonate sat. The organic layer was separated, dried over magnesium sulfate, filtrated and evaporated. The crude material was applied on silica gel and purified by flash chromatography over a 70 g silica gel column using heptane / ethyl acetate 10-30 % as eluent affording 4-Bromo-l -phenyl- lH-imidazole (2.345 g, 51.5%) as off-white solid. MS: m/z= 222.98 (M+)

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, 4-Bromo-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FLOHR, Alexander; WO2015/78836; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 2302-25-2, 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. 2302-25-2, name is 4-Bromo-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

4-(4-bromo-1H-imidazol-1-yl)-3-methoxybenzoic acidA mixture of methyl 4-fluoro-3-methoxybenzoate (2.13 g), 4-bromo-1H-imidazole (3.74 g) and potassium carbonate (4.80 g) in DMF (20 mL) was stirred at 100 C. overnight, and allowed to cool to room temperature, and ethyl acetate and water were added. The aqueous layer was separated, and acidified with 6N hydrochloric acid (pH=3-4), and the resultant precipitate was collected by filtration to give the title compound (1.92 g).MS (ESI+): [M+H]+ 297.0.

The synthetic route of 4-Bromo-1H-imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KOIKE, Tatsuki; Nakamura, Minoru; Tomata, Yoshihide; Takai, Takafumi; Hoashi, Yasutaka; Kajita, Yuichi; Tsukamoto, Tetsuya; Kamata, Makoto; US2012/59030; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 2302-25-2, name is 4-Bromo-1H-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. SDS of cas: 2302-25-2

A mixture of 4-bromo-imidazole (217 mg, 1.48 mmol) and cesium carbonate (875 mg, 2.69 mmol) in dimethylformamide (5 mL) was stirred for 30 minutes. 4-(2-Chloro-ethyl)-morpholine hydrochloride (250 mg, 1.34 mmol) was added and the mixture was heated to 50C. After heating overnight the reaction was concentrated by rotary evaporation. The residue was suspended in a mixture of dichloromethane andmethanol and filtered. The filtrate was concentrated by rotary evaporation. The residue was purified by silica gel chromatography using gradient elution of dichloromethane, methanol to afford 4-[2-(4-Bromo-imidazol-1-yl)-ethyl]-morpholine (148 mg, 42%).

The synthetic route of 4-Bromo-1H-imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; WO2006/21886; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 2302-25-2, The chemical industry reduces the impact on the environment during synthesis 2302-25-2, name is 4-Bromo-1H-imidazole, I believe this compound will play a more active role in future production and life.

4-Bromoimidazole (0.30 g, 2.04 mmol) was added to a 150 mL round bottom flask using potassium carbonate as a base (0.32 g,2.35 mmol), acetonitrile was stirred at 70 C for 30 minutes, and after cooling to room temperature, compound III (0.40 g,1.57 mmol) continued to warm to 70 C reaction, and thin layer chromatography was followed until the reaction was completed. After concentration, extraction, column chromatography separation,After drying and the like, the compound I-1-8 (0.34 g) was obtained, yield 53.7%; white solid

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, 4-Bromo-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Southwest University; Zhou Chenghe; Man Nabaonei·lamohan·laao·yadafu; Hu Yuanyuan; (25 pag.)CN108863964; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem