Synthetic Route of 113305-94-5,Some common heterocyclic compound, 113305-94-5, name is 5-Aminopyrazine-2-carbonitrile, molecular formula is C5H4N4, 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.
A 5 liter flange-neck flask equipped with an air stirrer rod and paddle,thennometer, water condenser and nitrogen bubbler is charged with sodium hydride (22.4 g, 560.1 mmol) and anhydrous THF (3 L). To the well stirred mixture is added 2-amino- 5-cyanopyrazine (67.0 g, 557.8 mmol) portion-wise over 1.5 hours while allowing for any foaming. The internal temperature remains at 22 C throughout. The mixture is stirred for 35 minutes. Then I -(2-methoxy-6-4-methoxy-benzyloxy)-phenyi)-3,3-bis-methyisulfanyl-propenone (146.0 g, 373.9 mmoi) is added at 22 C over one hour. The yellow suspension is stirred for 45 minutes at room temperature and then heating is applied until the reaction is at a gentle refiux. Afier 19 hours at 65 C the reaction mixture is cooled to 15 C. The mixture is then split in two halves and each lot is quenched into water (2 L) and extracted with ethyl acetate (2 x L). The organic extractsare combined and washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure at 40 C to give the title compound (196 g, 100% crude) as a yellow/orange solid which is used in the next step without further purification. LC-ES/MS mIz 463.2 [M¡ÂHf.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Aminopyrazine-2-carbonitrile, its application will become more common.
Reference:
Patent; ELI LILLY AND COMPANY; STANCATO, Louis Frank; (58 pag.)WO2017/15124; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem