1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, 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. HPLC of Formula: C4H5BrN2
5-bromo-1-methyl-1H-imidazole (47.96 g, 297.9 mmol) followed by THF (537 mL) was added to a 3 L four necked flask equipped with an overhead stirrer, nitrogen bubbler and thermocouple. To this room temperature solution was added isopropyl magnesium chloride / lithium chloride complex (246.8 mL, 320.8 mmol, 1.3 M in THF) (addition temperature maintained at 16.6-25 [deg.] C) to give a lean pumice suspension and stir the reaction for 60 min And then cooled to 5.3 in an ice bath. To this mixture was added a solution of N-methoxy-N-methyl-6- (trifluoromethyl) nicotinamide (53.66 g, 229.1 mmol, intermediate 4: step b) in THF (268 mL) 5.3 to 5.6 & lt; 0 & gt; C) to give an orange mixture. After the addition, the reaction was allowed to warm to room temperature over 2 hours. After stirring at room temperature for 18 hours, THF (200 mL) was added and the reaction was stirred for 2 hours. The reaction was then cooled to 4 C with an ice bath, carefully quenched with a 2N HCl aqueous solution at pH = 7, and the quenching temperature reached 12 C. The mixture was diluted with ethyl acetate (500 mL), the phases were separated and the organic layer was washed with brine (2 x 200 mL), dried over sodium sulfate, filtered and the solvent removed. After addition of hot ether, filtration yielded the title compound as a solid.
The synthetic route of 1003-21-0 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Janssen Pharmaceutica, N.V; Leonardo, Christie.A; Barubay, Kent; Edward, James P.; Kirsten, Kevin D.; Kumar, David A.; Maharupe, Uma; Nishimura, Rachel; Urbanski, Modu; Venkatesan, Hariharan; Wang, Ai Hua; OhLynn, Ronald L.; Woods, Craig R.; Fourier, Anne; Shu, Jia Hu; Cummings, Maxwell D.; (50 pag.)KR2016/70823; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem