Simple exploration of 5-Aminopyrazine-2-carbonitrile

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Adding a certain compound to certain chemical reactions, such as: 113305-94-5, name is 5-Aminopyrazine-2-carbonitrile, belongs to pyrazines compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 113305-94-5, Application In Synthesis of 5-Aminopyrazine-2-carbonitrile

Methyl 4-((1-(tert-butoxycarbonyl)piperidin-4-yl)methylamino)-6-chloronicotinate (0.200 g, 0.52 mmol), 4-amino-cyanopyrazine (0.094 g, 0.78 mmol), cesium carbonate (0.340 g, 1.04 mmol), Pd2(dba)3 (0.021 g, 0.02 mmol) and xantphos (0.024 g, 0.04 mmol) were mixed under an argon atmosphere before the addition of toluene (3 ml_). The reaction mixture was heated at 130C for 30 minutes by microwave irradiation. The cooled mixture was dissolved in methanol – dichloromethane (1 : 1 ). The mixture was purified by ion exchange chromatography on SCX-II acidic resin (2g) eluting with methanol, then 2M ammonia-methanol. The basic fractions were combined and evaporated. Flash column chromatography eluting with ethyl acetate – hexane (1 : 3) gave methyl 4-((1-(terf- butoxycarbonyl)piperidin-4-yl)methylamino)-6-(5-cyanopyrazin-2-ylamino)nicotinate as a yellow solid (0.090 g, 37%).1H NMR (500 MHz, CDCI3) delta 1.19-1.28 (2H, m), 1.41 (9H, s), 1.79-1.82 (2H, m), 1.91- 1.97 (1H, m), 2.70-2.80 (3H, m), 3.25 (2H, t, J = 6.3 Hz), 3.86 (3H, s), 4.12-4.14 (2H, m), 6.53 (1 H, s), 7.28 (1 H, s), 8.23 (1 H, t, J = 5.3 Hz), 8.62 (1 H, s), 8.66 (1 H, d, J = 1.2 Hz), 9.16 (1H, d, J = 1.2 Hz) 9.58(1 H, s). LCMS (3) Rt 4.37 min; m/z (ESI+) 468 (MH+).

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Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; WO2009/44162; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem