3543-73-5, name is Ethyl 4-(5-amino-1-methyl-1H-benzo[d]imidazol-2-yl)butanoate, 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. Formula: C14H19N3O2
Example-1 Preparation of Ethyl 4-{5-[bis(2-hydroxyethyl)amino]-1-methyl-1H-benzimidazol-2-yl}butanoate (III) Ethyl 4-[5-amino-1-methyl-1H-benzimidazol-2-yl)butanoate (II, 40.0 g, 0.153 mol) was added to 2-bromoethanol (80 mL) and agitated for 15-30 minutes. Acetonitrile (80 mL) and calcium carbonate (61.3 g, 0.61 mol) were added to the reaction mixture. The reaction mixture was heated to 80-90 C. within 2 hours and refluxed at 80-90 C. for 34-38 hours. The reaction mixture was cooled to below 70 C. and acetonitrile (80.0 mL) was added. The reaction mixture was further cooled to 20-30 C. and filtered through celite prewashed with acetonitrile. The filtrate was concentrated at 50-60 C. under vacuum till viscous mass is obtained. The viscous mass was cooled to 20-30 C. Dichloromethane (320.0 mL) was added to the viscous mass under stirring and washed with potassium carbonate solution (32.0 g in 200 mL water). The organic layer was washed with DM water twice. The organic layer (Dichloromethane) was concentrated under vacuum at 35-40 C. till viscous mass is attained. The viscous mass was dried under vacuum at 35-40 C. for one hour. Ethyl acetate (160.0 mL) was added to the viscous mass and cooled to 0-5 C. and stirred for one hour. The solid separated out was filtered and washed with ethyl acetate. The isolated solid was dissolved in dichloromethane and concentrated the solution under vacuum at 35-40 C. till viscous mass. The viscous mass was dissolved in acetone and cooled to 0-5 C. under stirring. The solid separated out was filtered, washed with acetone and dried at 40-45 C. under vacuum for 4-6 hours to give the title compound (III, 30.1 g; 56.30%), with a purity of 97.22%.
The synthetic route of 3543-73-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; FRESENIUS KABI ONCOLOGY LIMITED; MISHRA, Bhuwan Bhaskar; KACHHADIA, Nikunj Shambhubhai; TOMAR, Vinod Singh; LAHIRI, Saswata; US2014/121383; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem