Some common heterocyclic compound, 5049-61-6, name is Pyrazin-2-amine, molecular formula is C4H5N3, 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. Formula: C4H5N3
To a solution of pyrazin-2-amine(A70, 2.0 g, 2.10 mmol) and ethyl 3- bromo-2-oxopropanoate(A15, 3.0 mL, 2.30 mmol) in ethanol(15.0 mL) was added Cone., HC1(1.0 mL) at 0 C and stirred for 12 h at 95 C. The reaction mixture was concentrated under reduced pressure followed by addition of water(10 mL), the mixture was then extracted with DCM and the organic layer was washed with saturated NaHC03 solution and brine, dried over sodium sulphate, filtered and concentrated under reduced pressure. The obtained crude was purified by combi-flash purifier with 3% methanol in dichloromethane as eluent to afford the desired product A71 as yellow solid(0.4 g, 10 %). 1H NMR (DMSO-d6, 400 MHz) d 1.31(t, / = 7.2 Hz, 3H), 4.33(q, / = 7.2 Hz, 2H), 7.96(d, J = 4.4 Hz, 1H), 8.57(d, J = 4.0 Hz, 1H), 8.66(s, 1H), 9.15(s, 1H); MS(ESI) m/z = 192.1(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 5049-61-6, its application will become more common.
Reference:
Patent; JUBILANT BIOSYS LIMITED; VADIVELU, Saravanan; RAJAGOPAL, Sridharan; BURRI, Raghunadha Reddy; GARAPATY, Shivani; SIVANANDHAN, Dhanalakshmi; THAKUR, Manish Kumar; NATARAJAN, Tamizharasan; SWAMY, Indu N; NAGARAJU, Nagendra; KANAGARAJ, Subramaniam; MOHD, Zainuddin; SARKAR, Sayantani; SAMANTA, Swapan Kumar; ., Hariprakash; (284 pag.)WO2019/102494; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem