Category: 40197-20-4

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

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. 40197-20-4, name is 5-Bromo-1H-benzo[d]imidazole-2-carboxylic acid, A new synthetic method of this compound is introduced below., category: imidazoles-derivatives

A mixture of 5-bromo-1H-benzimidazol-2-carboxylic acid (3.0 g), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate (7.7 g), dichloro[1,1?-bis(di-tert-butylphosphino)ferrocene]palladium (410 mg), 2 M aqueous sodium carbonate solution (50 ml), and dioxane (75 ml) was stirred at 95 C. overnight in an argon atmosphere, and then cooled to room temperature. After water (170 ml) and ethyl acetate (200 ml) were added to the reaction mixture, the reaction mixture was stirred for 20 minutes, and then subjected to liquid-liquid partition. The aqueous layer was washed with ethyl acetate (50 ml), and then citric acid was added thereto to adjust pH to be 6 to 7. The resulting solid was collected by filtration, and then dried under reduced pressure, thereby obtaining 5-[1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl]-1H-benzimidazole-2-carboxylic acid (2.7 g) as a solid.

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.

These common heterocyclic compound, 40197-20-4, name is 5-Bromo-1H-benzo[d]imidazole-2-carboxylic 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. COA of Formula: C8H5BrN2O2

N-[3-(dimethylamino)propyl]-N?-ethylcarbodiimide hydrochloride (1.2 g) was added to a mixture of 5-bromo-1H-benzimidazol-2-carboxylic acid (1.0 g), 1-[4-(trifluoromethyl)benzyl]piperazine (1.0 g), 1H-benzotriazol-1-ol (840 mg), and N,N-dimethylformamide (10 ml: hereinafter, abbreviated as DMF), followed by stirring at room temperature overnight. A saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture, followed by stirring at room temperature for 1 hour, and the resulting solid was collected by filtration, followed by drying under reduced pressure. The obtained solid was dissolved in a mixture of chloroform (100 ml) and ethanol (1 ml) while heating to reflux. The mixture was cooled to room temperature and then hexane (100 ml) was added thereto. The resulting solid was collected by filtration, followed by drying under reduced pressure, thereby obtaining (5-bromo-1H-benzimidazol-2-yl){4-[4-(trifluoromethyl)benzyl]piperazin-1-yl}methanone (1.4 g) as a solid.

The synthetic route of 5-Bromo-1H-benzo[d]imidazole-2-carboxylic acid has been constantly updated, and we look forward to future research findings.

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. 40197-20-4, name is 5-Bromo-1H-benzo[d]imidazole-2-carboxylic acid, A new synthetic method of this compound is introduced below., Product Details of 40197-20-4

N-[3-(dimethylamino)propyl]-N?-ethylcarbodiimide hydrochloride (1.2 g) was added to a mixture of 5-bromo-1H-benzimidazol-2-carboxylic acid (1.0 g), 1-[4-(trifluoromethyl)benzyl]piperazine (1.0 g), 1H-benzotriazol-1-ol (840 mg),and N,N-dimethylformamide (10 ml: hereinafter, abbreviated as DMF), followed by stirring at room temperature overnight.A saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture, followed by stirring atroom temperature for 1 hour, and the resulting solid was collected by filtration, followed by drying under reduced pressure.The obtained solid was dissolved in a mixture of chloroform (100 ml) and ethanol (1 ml) while heating to reflux. Themixture was cooled to room temperature and then hexane (100 ml) was added thereto. The resulting solid was collectedby filtration, followed by drying under reduced pressure, thereby obtaining (5-bromo-1H-benzimidazol-2-yl){4-[4-(trifluoromethyl)benzyl]piperazin-1-yl}methanone (1.4 g) as a solid.

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; Astellas Pharma Inc.; NAGASHIMA, Takeyuki; TSUJIMOTO, Susumu; (27 pag.)EP3231425; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 40197-20-4 as follows. Application In Synthesis of 5-Bromo-1H-benzo[d]imidazole-2-carboxylic acid

Preparation Example 1 N-[3-(dimethylamino)propyl]-N’-ethylcarbodiimide hydrochloride (1.2 g) was added to a mixture of 5-bromo-1H-benzimidazol-2-carboxylic acid (1.0 g), 1-[4-(trifluoromethyl)benzyl]piperazine (1.0 g), 1H-benzotriazol-1-ol (840 mg), and N,N-dimethylformamide (10 ml: hereinafter, abbreviated as DMF), followed by stirring at room temperature overnight. A saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture, followed by stirring at room temperature for 1 hour, and the resulting solid was collected by filtration, followed by drying under reduced pressure. The obtained solid was dissolved in a mixture of chloroform (100 ml) and ethanol (1 ml) while heating to reflux. The mixture was cooled to room temperature and then hexane (100 ml) was added thereto. The resulting solid was collected by filtration, followed by drying under reduced pressure, thereby obtaining (5-bromo-1H-benzimidazol-2-yl){4-[4-(trifluoromethyl)benzyl]piperazin-1-yl}methanone (1.4 g) as a solid.

According to the analysis of related databases, 40197-20-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Astellas Pharma Inc.; NAGASHIMA, Takeyuki; (31 pag.)EP3231426; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 40197-20-4, name is 5-Bromo-1H-benzo[d]imidazole-2-carboxylic 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. name: 5-Bromo-1H-benzo[d]imidazole-2-carboxylic acid

[0055] N-[3-(dimethylamino)propyl]-N?-ethylcarbodiimide hydrochloride (1.2 g) was added to a mixture of 5-bromo-1H-benzimidazol-2-carboxylic acid (1.0 g), 1-[4-(trifluoromethyl)benzyl]piperazine (1.0 g), 1H-benzotriazol-1-ol (840 mg),and N,N-dimethylformamide (10 ml: hereinafter, abbreviated as DMF), followed by stirring at room temperature overnight.A saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture, followed by stirring atroom temperature for 1 hour, and the resulting solid was collected by filtration, followed by drying under reduced pressure.The obtained solid was dissolved in a mixture of chloroform (100 ml) and ethanol (1 ml) while heating to reflux. Themixture was cooled to room temperature and then hexane (100 ml) was added thereto. The resulting solid was collectedby filtration, followed by drying under reduced pressure, thereby obtaining (5-bromo-1H-benzimidazol-2-yl){4-[4-(trifluoromethyl)benzyl]piperazin-1-yl}methanone (1.4 g) as a solid.

The synthetic route of 5-Bromo-1H-benzo[d]imidazole-2-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Astellas Pharma Inc.; NAGASHIMA, Takeyuki; (29 pag.)EP3231424; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem