Synthetic Route of 54608-52-5,Some common heterocyclic compound, 54608-52-5, name is 2-Hydrazinopyrazine, molecular formula is C4H6N4, 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.
1) 5-[5-(tert-Butoxycarbonylamino)-2-pyridyl]-1-(2-pyrazinyl)-1H-pyrazole-3-carboxylic acid ethyl ester 4-[5-(tert-Butoxycarbonylamino)-2-pyridyl]-2,4-dioxobutanoic acid ethyl ester (1.009 g) obtained in step 3) of Referential Example 20 and 2-hydrazinopyrazine (330 mg) obtained in Referential Example 2 were dissolved in ethanol (30 mL). The solution was refluxed for 88 hours, followed by cooling in air. The reaction solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (methanol – chloroform). The product was further purified by silica gel thin-layer chromatography (methanol – chloroform), to thereby give 5-[5-(tert-butoxycarbonylamino)-2-pyridyl]-1-(2-pyrazinyl)-1H-pyrazole-3-carboxylic acid ethyl ester as an amorphous product (590 mg, 47%). 1H-NMR(400MHz,CDCl3)delta:1.43(3H,t,J=7.1Hz), 1.52(9H,s), 4.47(2H,q,J=7.1Hz), 6.55(1H,br s), 7.21(1H,s), 7.51(1H,d,J=8.5Hz), 8.01-8.08(1H,br m), 8.20(1H,dd,J=2.7,0.5Hz), 8.29(1H,dd,J=2.7,1.5Hz), 8.56(1H,d,J=2.7Hz), 9.02(1H,dd,J=1.5,0.5Hz). ESI-MS m/z:411(M+H)+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Hydrazinopyrazine, its application will become more common.
Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1762568; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem