Category: 23328-88-3

Electric Literature of 23328-88-3, 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 23328-88-3 as follows.

2-Bromo-1-(3,5-difluoro-2-nitrophenyl)-4-methyl-1H-imidazole A mixture of 1,3,5-trifluoro-2-nitrobenzene (2.2 mL, 18.6 mmol), 2-bromo-4-methylimidazole (3 g, 18.6 mmol) and K2CO3 (5.66 g, 41 mmol) in 80 mL DMF was stirred at room temperature overnight. The mixture was diluted with ethyl acetate and washed with water. Standard work up procedure followed by column purification using 10% ethyl acetate in dichloromethane as eluent provided 3.18 g (54% yield) of the product as a yellow powder. EIMS 317.9 [M+H]+.

According to the analysis of related databases, 23328-88-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELBION GMBH; WYETH; US2009/143367; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 23328-88-3, name is 2-Bromo-4-methyl-1H-imidazole, molecular formula is C4H5BrN2, 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: 23328-88-3

A mixture of 1,3,5-trifluoro-2-nitrobenzene (2.2 mL, 18.6 mmol), 2-bromo-4-methylimidazole (prepared according to EP 0514198; 3 g, 18.6 mmol) and K2CO3 (5.66 g, 41 mmol) in 80 mL DMF was stirred at RT overnight. The mixture was diluted with ethyl acetate and washed with water. Standard work up procedure followed by column purification using 10% ethyl acetate in dichloromethane as eluent provided 3.18 g (54% yield) of the product as a yellow powder. EIMS 317.9 [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 23328-88-3, its application will become more common.

Reference:
Patent; WYETH; US2010/120763; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

23328-88-3, name is 2-Bromo-4-methyl-1H-imidazole, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 23328-88-3

Intermediate 1D: 2-Bromo-1-(3-methoxy-2-nitro-phenyl)-4-methyl-1H-imidazole 2-bromo-4-methyl imidazole (3.7 g, 23.4 mmol) and 2-fluoro-6-methoxy-nitrobenzene were dissolved in DMF (80 mL). To this was then added potassium carbonate (6.3 g, 46.8 mmol). The reaction was heated to 90 C. for 16 hrs then poured into water and extracted with ethyl acetate. The organic layer was separated and washed with water then brined, dried over magnesium sulfate and filtered. The solvent was removed under reduced pressure and the crude purified by flash chromatography on silica gel in 20:1 ethyl acetate/methylene chloride. A tan solid (2.6 g) was recovered. MS (ES) m/z 311.9 [M+1]+

The synthetic route of 23328-88-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELBION GMBH; WYETH; US2009/143367; (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. 23328-88-3, name is 2-Bromo-4-methyl-1H-imidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 23328-88-3

To a stirred solution of 2-bromo-4-methyl-1H-imidazole (240 mg, 1.49 mmol) and cyclopropyl{4-[(2-{[6-(4,4, 5, 5-tetramethyl- 1, 3,2-dioxaborolan-2-yl )- 1 H-benzim idazol-2- yl]am ino}pyridin-4-yl)methyl]piperazin-1 -yl}methanone (150 mg, 299 iJmol) in dioxane (2.0 m L) and water (0.5 mL) was added sodium carbonate (130 mg, 1.22 mmol) and Pd(dppf)C12CHCl2 (48.8 mg, 59.7 pmol) and Tetrakis(triphenylphosphin)palladium (69.0 mg, 59.7 pmol). The mixture was heated to reflux for 24 h. Methanol was added, the mixture was filtered and the solvent was removed in vacuum. Silicagel chromatography gave 19.0 mg (13 % yield) of the title compound.LC-MS (Method 5): R1 = 2.31 mm; MS (ESIpos): m/z = 457 [M+H]1H-NMR (400 MHz, DMSO-d6) [ppm]: 0.691 (1.89), 0.711 (2.62), 0.718 (2.69), 0.731 (2.52),1.234 (0.47), 1.952 (0.59), 1.964 (0.84), 2.341 (6.66), 2.395 (0.88), 2.495 (10.55), 2.500(13.36), 2.504 (11.34), 3.169 (0.43), 3.309 (16.00), 3.565 (1.65), 3.718 (0.95), 6.986 (1.09),6.999 (1.14), 7.227 (1.50), 7.408 (1.77), 7.639 (1.33), 7.997 (2.12), 8.299 (1.25), 8.312 (1.25).

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.

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 23328-88-3 as follows. Computed Properties of C4H5BrN2

To a mixture of 5-(benzyloxy)-1,3-difluoro-2-nitrobenzene (2.65 g, 10 mmol) and potassium carbonate (2.76 g, 20 mmol) in 50 mL DMF was added 2-bromo-4-methylimidazole (1.46 g, 9.09 mmol) at RT. The resulting mixture was stirred at RT for 40 h. Majority of solvent was removed by rotavap. The residue was diluted with ethyl acetate and washed with water. Extraction with ethyl acetate, condensation on rotavap, followed by column chromatography using 20-40% ethyl acetate in hexane as eluent to provide 1.72 g (47% yield) product as a thick foam.

According to the analysis of related databases, 23328-88-3, the application of this compound in the production field has become more and more popular.

Synthetic Route of 23328-88-3, These common heterocyclic compound, 23328-88-3, name is 2-Bromo-4-methyl-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.

Step 1: 2-(2-bromo-4-methyl-1H-imidazol-1-yl)-6-methoxy-3-nitropyridine To a mixture of 2-chloro-3-nitro-6-methoxypyridine (9.43 g, 50 mmol) and 2-bromo-4-methylimidazole (9.66 g, 60 mmol) in 300 mL of DMF was added freshly powdered KOH (3.36 g, 60 mmol) at 0 C. The resulting mixture was stirred at RT for 4 h. Solvent was removed by rotavap and the residue was washed with water and extracted with ethyl acetate (3*). Standard work-up followed by column chromatography using 30-50% ethyl acetate in hexane as eluent provided the product (13.82 g, 88% yield). MS (ESI) 313.0 [M+H]+

Statistics shows that 2-Bromo-4-methyl-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 23328-88-3.

Reference:
Patent; WYETH; US2010/120762; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 23328-88-3, 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. 23328-88-3 name is 2-Bromo-4-methyl-1H-imidazole, 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.

2-bromo-1-(5-fluoro-3-methoxy-2-nitrophenyl)-4-methyl-1H-imidazole (B) A mixture of 1,5-difluoro-3-methoxy-2-nitrobenzene (9 g, 47.6 mmol), 2-bromo-4-methylimidazole (7.7 g, 47.6 mmol) and potassium carbonate (14.5 g, 104.7 mmol) in 240 mL DMF was stirred at room temperature overnight. The majority of solvent was removed by rotavap and the residue was diluted with ethyl acetate and washed with water. The aqueous phase was extracted with ethyl acetate and the combined organic phase was washed with water, brined, dried over magnesium sulfate. Condensation and purification using 5-10% ethyl acetate in dichloromethane as eluent provided 4.8 g (31% yield) of 2-bromo-1-(5-fluoro-3-methoxy-2-nitrophenyl)-4-methyl-1H-imidazole as a yellow solid. 1H NMR (400 MHz, DMSO) delta ppm 7.60 (dd, 1H), 7.38 (dd, 1H), 7.21 (s, 1H), 3.98 (s, 3H), 2.09 (s, 3H). EIMS 330.0 [M+H]+.

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

Reference:
Patent; ELBION GMBH; WYETH; US2009/143367; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem