Reference of 17325-26-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.
To a solution of I H-imidazole-4-carboxylic acid methyl ester (83.1 mg, 0.646 mmol) in anhydrous DMF (3 mL) was added sodium hydride (60% oil suspension, 28.4 mg, 0.71 mmol). The reaction mixture was stirred at ambient temperature for one hour, and then 6-[1-(6-chloro-[1 ,2,4]triazolo[4,3-b]pyridazin-3- yl)-ethyl]-quinoline (200.0 mg, 0.646 mmol) was added. The reaction was heated in an 850C oil bath under nitrogen for overnight. LC-MS showed the reaction was not complete, and additional portions of sodium hydride (14.2 mg, 0.35 mmol) and 1 H-imidazole-4-carboxylic acid methyl ester (41.5 mg, 0.323 mmol) were added. The reaction was continued for another 2 hours at 850C under nitrogen. After cooling, the reaction was quenched with an addition of saturated aqueous ammonium chloride solution, and a lot of precipitate was observed. The solid was filtered, washed with water, methanol and ether to provide 1 -[3-(1 -quinolin-6-yl-ethyl)-[1 ,2,4]triazolo[4,3-b]pyridazin-6-yl]-1 H-imidazole-4-carboxylic acid methyl ester (164.9 mg, 64% yield).
The synthetic route of Methyl 1H-imidazole-5-carboxylate has been constantly updated, and we look forward to future research findings.
Reference:
Patent; PFIZER PRODUCTS INC.; WO2007/138472; (2007); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem