Category: 150058-27-8

Application of 150058-27-8, A common heterocyclic compound, 150058-27-8, name is Methyl 2-ethoxy-1H-benzo[d]imidazole-7-carboxylate, molecular formula is C11H12N2O3, 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 500 mL flask was added 200 mL of acetone,Ethoxybenzimidazole-7-carboxylate (XIII, 22.0 g,0.10 mol),K2CO3 (17.9 g, 0.13 mol) and 4-bromomethyl-2′-cyanobiphenyl (28.6 g, 0.105 mol).The temperature was raised to reflux and reaction was complete until TLC disappeared (about 5 to 8 hours).

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; Zhejiang Huahai Pharmaceutical Co., Ltd.; Zhejiang Huahai Zhicheng Pharmaceutical Co., Ltd.; Jin Congyang; Wang Jiquan; Zhang Wenling; Wang Peng; (8 pag.)CN107089972; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 150058-27-8, name is Methyl 2-ethoxy-1H-benzo[d]imidazole-7-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. SDS of cas: 150058-27-8

BIM (20 g, 1 eq) was dissolved in dimethylacetamide:methanol [(1:4), (100 mL, 5 vol)], potassium carbonate (18.8 g, 1.5 eq) was added thereto, and the mixture was stirred at 25¡ãC – 30¡ãC for 15 min. Furthermore, BCL (34.4 g, 1.05 eq) and tetrabutylammonium iodide (1.67 g, 0.05 eq) were added thereto, and the mixture was stirred at the same temperature for 26 hr. Using TLC (TLC: 40percent ethyl acetate/hexane, detection method: UV), complete consumption of BIM was confirmed. To the reaction mixture was added water (200 mL, 10 vol), the mixture was stirred for 2 hr, and the precipitated pink solid was filtered. The obtained solid was washed with water (40 mL, 2 vol), dried with suction for 15 min, and blast dried at 50¡ãC – 55¡ãC for 4 hr to give a mixture of crude CBME and compound 37 (49 g, CBME:compound 37=6:1 (molar ratio)). The crude product was directly used for the next step (4).

The synthetic route of Methyl 2-ethoxy-1H-benzo[d]imidazole-7-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; API Corporation; SEKI, Masahiko; EP2891650; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 150058-27-8, These common heterocyclic compound, 150058-27-8, name is Methyl 2-ethoxy-1H-benzo[d]imidazole-7-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.

Step 4. Under nitrogen atmosphere, bromide (1.0 mmol, 1.0 equiv.), methyl 2-ethoxy-1Hbenzo[d]imidazole-7-carboxylate (1.02 mmol, 1.02 equiv.), potassium carbonate (2.1 mmol, 2.1 equiv.)and a stirring bar were added into a 15 mL sealed glass tube. Then the Schlenk was sealed and DMF(6 mL) was injected by a syringe. The reaction was stired for 24 hr at room temperature. After thereaction was finished, the mixture was diluted with DCM (20 mL) and washed with water, and then thesolvent was removed under vacuum. The residue was purified with flash chromatography on silica gel(gradient eluent of petroleum ether/ ethyl acetate: 5:1) to give the methyl 1-((2′-(cyano-13C-15N)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate in 64% yield.

The synthetic route of 150058-27-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Hua; Dong, Yanan; Zheng, Chaonan; Sandoval, Christian A.; Wang, Xue; Makha, Mohamed; Li, Yuehui; Chem; vol. 4; 12; (2018); p. 2883 – 2893;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem