Electric Literature of 957344-74-0, These common heterocyclic compound, 957344-74-0, name is 5,8-Dibromoimidazo[1,2-a]pyrazine, its 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.
Typical example of compound of formula (E).General procedure for amine displacement[00251] Amine (1.5eq , 10 8mmol) and (1.5eq, 10.8mmol) are added to a solution of 5,8-dibromo-imidazo[l,2-a]pyrazme (1.99g, 7.2mmol) m ethanol (6mL), and the reaction stirred at 800C for 15 hours. Ethanol is removed in vacuo and the product taken up m DCM and washed with water, dried over MgSO4 and concentrated in vacuo. The resultant oil is passed through a pad of silica using DCM and concentrated in vacuo to yield the desired product; Synthesis of Intermediates Intermediate 1: (5-Bromo-imidazo[l,2-a]pyrazin-8-yl)-(4-chloro-phenyl)-amine.[00254] Following the general procedure for amine displacement 5,8-dibromo-imidazo[l,2- ajpyrazme (1 99g, 7 2mmol) and 4-chloroamlme (1 37g, 10 8mmol) are coupled to give the title compound Purification on silica gel with dichloromethane, methanol (98 2) gives the final product [00255] HPLC (254nm) Rt 3 04mm (100%), m/z (APCI) 323, 325, 327 (M+H)+, 1H NMR(250MHz, CDCl3) delta(ppm) 7 32-7 36 (2H, m), 7 56 (IH, s), 7 64 (IH, m), 7 76-7 80 (3H, m), 7 96 (IH, br s)
Statistics shows that 5,8-Dibromoimidazo[1,2-a]pyrazine is playing an increasingly important role. we look forward to future research findings about 957344-74-0.
Reference:
Patent; GALAPAGOS N.V.; WO2007/131991; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem