Synthetic Route of 1977-72-6, 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. 1977-72-6, name is 5-Fluoro-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.
To a solution of 5-fluoro-1H-benzoimidazole (0.50 g, 0.00367 mol) in anhydrous THF (10 mL), which was cooled in an ice water bath under an argon atmosphere, was added sodium hydride (60percent dispersion in oil, 0.44 g, 0.011 mol). After addition, the resulting mixture was stirred for 2 h. (S)-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-methyloxirane-2-carboxamide (1.29 g, 0.00367 mol) was added to above solution, and the resulting reaction mixture was allowed to stir overnight at room temperature under argon. The reaction was quenched by water, extracted with ethyl acetate. The organic layer was dried with MgSO4, filtered, and concentrated under vacuum. The product was purified by a silicon gel column using methylene chloride and methanol (19:1) as eluent to afford 0.17 g of the desired compound as white solid. 1H NMR (400 MHz, DMSO-d6)^10.37 (s, 1H, NH), 8.31 (d, J = 17.2 Hz, 1H, ArH), 8.16-8.05 (m, 3H, ArH), 7.62-7.56 (m, 1H, ArH), 7.44 (dd, J = 9.60 Hz, J = 2.4 Hz, 1H, ArH), 7.04 (dd, J = 9.60 Hz, J = 2.4 Hz, 1H, ArH), 6.49 (s, 1H, OH), 4.65 (d, J = 5.6 Hz, 1H, CH), 4.62 (d, J = 5.6 Hz, 1H, CH), 1.47 (s, 3H, CH3). Mass (ESI, Negative): 404.8[M-H]-; (ESI, Positive): 429.0[M+Na]+.
The synthetic route of 5-Fluoro-1H-benzo[d]imidazole has been constantly updated, and we look forward to future research findings.
Reference:
Patent; GTX, INC.; UNIVERSITY OF TENNESSEE RESEARCH FOUNDATION; NARAYANAN, Ramesh; MILLER, Duane D.; PONNUSAMY, Thamarai; HWANG, Dong-Jin; HE, Yali; PAGADALA, Jayaprakash; DUKE, Charles B.; COSS, Christopher C.; DALTON, James T.; (296 pag.)WO2016/172358; (2016); A1;,
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