Adding a certain compound to certain chemical reactions, such as: 144689-93-0, name is Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate, 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 144689-93-0, Quality Control of Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate
Example 1 :Preparation of trityl olmesartan medoxomilEthyl-4-( 1 -hydroxy- 1 -methylethyl)-2-propyl-imidazole-5-carboxylate ( 100 gm) was dissolved in acetone (2500 ml) and then added potassium carbonate (100 gm), 5-[4′- (bromomethyl)[ 1,1 ‘-biphenyl] -2-yl]-2-(triphenylmethyl)-lH-tetrazole (250 gm) and tert- butyl ammonium bromide (15 gm) under stirring at room temperature. The temperature of the reaction mass was raised to 50 to 55C and maintained for 15 hours at 50 to 55C. The reaction mass was cooled to 45C and passed over celite bed. The collected filtrate was cooled to 0 to 5C and then added a solution of potassium carbonate (36 gm) in water (36 ml) for 1 hour. The temperature of the reaction mass was raised to room temperature and maintained for 16 hours at room temperature. The acetone was distilled off completely under vacuum at below 40C to obtain residue. To the residue was added sodium chloride solution (10%, 900 ml) and then added ethyl acetate (1500 ml). The layers were separated and the aqueous layer was extracted. Combined the both organic layers and dried over sodium sulfate. The solvent was distilled off completely to obtain a residual mass. A mixture of acetone (1200 ml), potassium carbonate (100 gm), (4- bromoethyl)-5-methyl-oxo-l,3-dioxane (105 gm) and potassium iodide (17 gm) were added under stirring at room temperature and then the contents were heated to 50 to 55C. The solution was added to the above residual mass for 1 hour 30 minutes and maintained for 1 hour 30 minutes at 50 to 55C. The reaction mass was cooled to 45C and filtered. The solvent was distilled off completely to obtain residue. Toluene (1500 ml) was added to the residue and the layers were separated. The toluene layer was dried over sodium sulfate and distilled off the layer under vacuum up to obtain clear residual mass. To the residual mass was added methanol (1500 ml) and stirred for 30 minutes at room temperature. The reaction mass was cooled to 10 to 15C and maintained for 1 hour 30 minutes. The separated solid was filtered and dried at 40 to 45C for 7 hours to obtain 270 gm of trityl olmesartan medoxomil.Trityl olmesartan medoxomil: 98.5%;Trityl olmesartan ethyl ester impurity: 0.35%;Bromo trityl olmesartan medoxomil impurity: 0.35%;Methyl trityl olmesartan medoxomil impurity: 0.34%.
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Reference:
Patent; HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; RATHNAKAR REDDY, Kura; MURALIDHARA REDDY, Dasari; RAJI REDDY, Rapolu; RAMAKRISHNA REDDY, Matta; VAMSI KRISHNA, Bandi; WO2012/1694; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem