Synthetic Route of 4857-06-1,Some common heterocyclic compound, 4857-06-1, name is 2-Chloro-1H-benzo[d]imidazole, molecular formula is C7H5ClN2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
[0700] 2-chloro-1H-benzo[d]imidazole (5 g, 32.8 mmol) was added to a solution of NAH (1.31 g, 32.8 mmol, 60%) in DMF(50 ml) below 10 C. After addition, the reaction mixture was stirred at 20 C for 2h. Then sem-c1 (5.46 g, 32.8 mmol,) was added to the reaction mixture. The reaction mixture was stirred at 20 C for 16hrs. Water (150 ml) and EtOAc (150 ml) were added. The organic layer was separated and washed by brine (100 ml), concentrated to give a residue. The crude product was purified by silica gel column (petroleum ether: ethyl acetate = 20: 1~ 4: 1) to give compound 264a (3.50 g, yield: 37.8%) as an oil. 1H NMR (400mhz, CDCl3) delta 7.78 – 7.71 (m, 1h), 7.54 – 7.48 (m, 1h), 7.41 – 7.32 (m, 2h), 5.62 (s, 2h), 3.66 -3.59 (m, 2h), 0.99 – 0.93 (m, 2h), 0.07 (d, j = 2.0 hz, 2h), 0.00 (s, 9h).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-1H-benzo[d]imidazole, its application will become more common.
Reference:
Patent; BLADE THERAPEUTICS, INC.; BUCKMAN, Brad, Owen; YUAN, Shendong; ADLER, Marc; EMAYAN, Kumaraswamy; MA, Jingyuang; (687 pag.)WO2018/64119; (2018); A1;,
Imidazole – Wikipedia,
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