Electric Literature of 36070-75-4,Some common heterocyclic compound, 36070-75-4, name is 5-Chloropyrazine-2-carbonitrile, molecular formula is C5H2ClN3, 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.
EXAMPLE 56 5-{(3 ?)-3-[(5-fluoro-6-methoxy-2-pyrazolo[1 ,5-a]pyridin-3-ylpyrimidin-4- yl)amino]piperidin-1 -yl}pyrazine-2-carbonitrile A mixture of (R)-5-fluoro-6-methoxy-N-(piperidin-3-yl)-2-(pyrazolo[1 ,5-a]pyridin-3- yl)pyrimidin-4-amine dihydrochloride (Example 42b, 0.054 g, 0.13 mmol), 2-chloro-5- cyanopyrazine (0.054 g, 0.38 mmol) and potassium carbonate (0.090 g, 0.65 mmol) in N,N-dimethylformamide (1.0 mL) was heated in a microwave at 120 C for 1 hours. The reaction mixture was cooled to ambient temperature and ethyl acetate (10 mL) was added. The solution was washed with water (10 mL) and brine (20 mL). The organic layer was separated, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was taken up in dichloromethane (5 mL), the suspension was filtered and dried in vacuo to give the title compound (0.012 g, 19%) as a pale yellow solid. LRMS (m/z): 446 (M+1 )+. 1H-NMR delta (300 MHz, DMSO-d6): 1.61 – 1.96 (m, 4H), 2.02 – 2.16 (m, 1 H), 2.98 – 3.22 (m, 2H), 4.07 (s, 3H), 4.10 – 4.24 (m, 1 H), 4.42 (d, 1 H), 4.74 (br. s., 1 H), 7.04 (d, 1 H), 7.30 (dd, 2H), 8.37 (d, 1 H), 8.47 (d, 1 H), 8.60 (s, 1 H), 8.81 (d, 1 H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloropyrazine-2-carbonitrile, its application will become more common.
Reference:
Patent; ALMIRALL, S.A.; ESTEVE TRIAS, Cristina; TALTAVULL MOLL, Joan; GONZALEZ RODRIGUEZ, Jacob; VIDAL JUAN, Bernat; (159 pag.)WO2016/198663; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem