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.
b) 3-(2,2-Dimethyl-3-oxo-indan-1-yl)-3H-imidazole-4-carboxylic acid methyl ester; To a solution of 3-hydroxy-2,2-dimethyl-indan-1-one (2.0 g, 11.3 mmol) in THF (50 mL) is added methyl 4-imidazolecarboxylate (CASNo. 17325-26-7, 1.72 g, 13.6 mmol), and triphenylphosphine (3.56 g, 13.6 mmol). The reaction is cooled to 0 0C and di-f-butyl azodicarboxylate (3.13 g, 13.6 mmol) is added. The reaction is placed at room temperature and permitted to stir for three hours. The reaction mixture is cooled to 0 0C and quenched with 4 N HCI in dioxane (5 mL, 20 mmol) and stirred for 30 minutes. The reaction is concentrated to near dryness and diluted with ethyl acetate. The organic layer is extracted three times with 1 N aqueous HCI. The aqueous extracts are combined, neutralized with Na2CO3, and extracted three times with ethyl acetate. The combined organic layers are dried with Na2SO4, filtered, and concentrated. The resulting residue is purified by silica gel flash chromatography (ethyl acetate-dichloromethane, 0:1 to 3:7) to furnish 3-(2,2-dimethyl- 3-oxo-indan-1-yl)-3H-imidazole-4-carboxylic acid methyl ester; HRMS: (ESI) m/z 285.1246 [(M+H)+: Calcd for C16H16N2O3: 285.1239]; 1H NMR (400 MHz, CDCI3) delta ppm 0.82 (s, 3 H), 1.46 (s, 3 H), 4.02 (s, 3 H), 6.70 (s, 1 H), 7.39 (s, 1 H), 7.47 – 7.52 (m, 1 H), 7.72 (t, J=7.45 Hz, 1 H), 7.79 – 7.86 (m, 1 H), 7.93 – 7.99 (m, 2 H).
The synthetic route of Methyl 1H-imidazole-5-carboxylate has been constantly updated, and we look forward to future research findings.
Reference:
Patent; NOVARTIS AG; WO2008/76336; (2008); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem