Category: 53525-60-3

53525-60-3, name is Ethyl 1-trityl-1H-imidazole-4-carboxylate, 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. Quality Control of Ethyl 1-trityl-1H-imidazole-4-carboxylate

To a stirred solution of compound LXIX (3 g; 8.87 mmol) and ethyl 1-trityl-1H-imidazole-4- carboxylate (XLV; 10 g; 26.62 mmol) in THF (50 ml) was added sodium bis(trimethylsilyl)amide (44 ml, 1 .OM in THF, 44.35 mmol) dropwise at 0C. Upon complete addition, the resultant solution was stirred at ambient temperature for 2 h. The reaction mixturewas diluted with a saturated solution of ammonium chloride and extracted with ethyl acetate. The organic layer was washed with brine solution and dried over anhydrous Na2SO4, filtered and evaporated under reduced pressure to obtain 4-(tert-butyl)-N-(5-chloro-6-(2-oxo-2-(1- trityl- 1 H-imidazol-4-yl)ethyl)pyridin-2-yl)benzenesulfonamide LXXV, as a keto-enol tautomeric mixture. MS (M+1): 675.12. The crude material was carried forward to next stepwithout purification.

The synthetic route of 53525-60-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NORGINE B.V.; BAKTHAVATCHALAM, Rajagopal; BASU, Manas Kumar; BEHERA, Ajit Kumar; VENKATESHAPPA, Chandregowda; HEWSON, Christopher Alexander; KADNUR, Sanjay Venkatachalapathi; KALINDJIAN, Sarkis Barret; KULKARNI, Bheemashankar; SAXENA, Rohit; SURESH, Juluri; VISWANATHAN, Vellarkad; ZAINUDDIN, Mohd; DHARSHINIS, Akila Parvathy; KRISTAM, Rajenda; WO2015/97122; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 53525-60-3, name is Ethyl 1-trityl-1H-imidazole-4-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 53525-60-3, name: Ethyl 1-trityl-1H-imidazole-4-carboxylate

To a stirred solution of acetonitrile (0.32 g; 7.80 mmol) in tetrahydrofuran (20 ml) was addedsodium bis(trimethylsilyl)amide (15.7m1, 1.OM in THF, 15.69 mmol at 0C. The stirring wascontinued for 30 minutes and then a solution of ethyl 1 -trityl- 1 H-imidazole-4-carboxylate (XLV; 2 g; 5.23 mmol) in THF (20 ml) was added. The reaction mixture was stirred at 80C for 12 h. The reaction mixture was cooled, concentrated at reduced pressure and diluted with ice cold water. The aqueous layer was extracted with ethyl acetate, and the resulting organiclayer washed with brine, dried over Na2504, filtered and concentrated under vacuum to afford3-oxo-3-(1-trityl-1H-imidazol-4-yl)propanenitrile as a brown solid (XLVI; 1 g, 50% yield). MS (M+1) 378.34.

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

Reference:
Patent; NORGINE B.V.; BAKTHAVATCHALAM, Rajagopal; BASU, Manas Kumar; BEHERA, Ajit Kumar; VENKATESHAPPA, Chandregowda; HEWSON, Christopher Alexander; KADNUR, Sanjay Venkatachalapathi; KALINDJIAN, Sarkis Barret; KULKARNI, Bheemashankar; SAXENA, Rohit; SURESH, Juluri; VISWANATHAN, Vellarkad; ZAINUDDIN, Mohd; DHARSHINIS, Akila Parvathy; KRISTAM, Rajenda; WO2015/97122; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 53525-60-3, name is Ethyl 1-trityl-1H-imidazole-4-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 53525-60-3, Recommanded Product: Ethyl 1-trityl-1H-imidazole-4-carboxylate

Add 600 mL Methanol and 650 ml tetrahydrofuran to a 5 L dried four-mouth bottle equipped with a mechanical stirring and a thermometer, then add 125 g (0.327mol, 1.0 eq) 1-trityl -1H-imidazole-4-ethyl formate; stir to form a suspension; 1 L sodium hydroxide solution (2M, 6 eq) is dropped into the suspension, wherein the temperature is controlled to be 1020 C. Stir for 5 hrs and then the reaction ends. 1 L Hydrochloric acid solution (2M) is slowly dropped and a great amount of white solids are generated when the mixed solution is stirred. Adjust pH value to 56. Filter and dry to obtain 112 g 1-trityl-1H-imidazole-4-formic acid, with a yield of 96% and a purity of 97% (HPLC).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; TIANJIN WEIJIE PHARMACEUTICAL CO., LTD; SONG, Honghai; SUN, Zhicun; HUANG, Haiping; ZHANG, Chao; (5 pag.)US2016/272594; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem