Reference of 39513-26-3,Some common heterocyclic compound, 39513-26-3, name is 5-Bromo-1,3-dihydrobenzoimidazol-2-one, molecular formula is C7H5BrN2O, 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.
To a stirred solution of 5-bromo-1H-benzo[d]imidazol-2(3H)-one (1.0 g,4.69 mmol)inTHF (10 mL)at 0 oc was added NaH (469 mg,11.74 mmol,60%)and the mixture was stirred10 for 30 min. Methyliodide (0.88 mL,14.08 mmol)was added dropwise and the mixture stirred atroom temperature for an additional 16 h. The mixture was quenched with saturated NH4Cl (20mL)and extracted with EtOAc (20 mL x 2). The combined organic layers were dried overanhydrous Na2S04,filtered and concentrated in vacuo. The crude residue was purified by silicagel chromatography (petroleum ether I EtOAc = 5: 1)to give the title compound (630 mg,56%)15 as a white solid. 1HNMR (400 MHz,CDCl3)8 7.23 (d,J= 8.4 Hz,1H),7.12 (d,J= 2.0 Hz,1H),6.84 (d,J= 8.4 Hz,1H),3.41 (s,6H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-1,3-dihydrobenzoimidazol-2-one, its application will become more common.
Reference:
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; CYR, Patrick; BRONNER, Sarah; ROMERO, F. Anthony; MAGNUSON, Steven; TSUI, Vickie Hsiao-Wei; WAI, John; LAI, Kwong Wah; WANG, Fei; (251 pag.)WO2017/205536; (2017); A2;,
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