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, Formula: C5H4N4
EXAMPLE 12 (?)-5-((4-Amino-8-(4-(2-cyanovinyl)-2,6-dimethylphenyl)quinazolin-2- yI)amino)pyrazine-2-carbonitrile- Compound 12 Synthesis of (?)-5-((4-amino-8-(4-(2-cyanovinyI)-2,6-dimethyIphenyl)quinazolin-2- yl)amino)pyrazine-2-carbonitrile (compound 12) [0274] Compound 2a (20 mg, 0.06 mmol), 5-aminopyrazine-2-carbonitrile (22 mg, 0.18 mmol, Ark Pharm Inc, AK-21935), N,N-diisopropylethylamine (62 mg, 0.47 mmol), (9,9- dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (3 mg, 0.006 mmol) and palladium (II) acetate (1 mg, 0.006 mmol) were combined under argon in N-methyl-2-pyrrolidone (1 mL). The reaction was heated at 120C in a sealed vessel for 3 hours. The reaction mixture was cooled down to room temperature and purified by reverse phase chromatography (0- 100% acetonitrile in water with 0.1% trifluoroacetic acid) to afford the TFA salt of compound 12. NMR (400 MHz, DMSO- 6) delta 8.98 (bs, 1 H), 8.36 (bs, 1 H), 7.85 – 7.28 (m, 6H), 6.59 (d, J = 15.6 Hz, 1H), 1.94 (s, 6H). LCMS (m/z) 419.3 [M+H], Tr = 1.89 min (LCMS method 2).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Aminopyrazine-2-carbonitrile, and friends who are interested can also refer to it.
Reference:
Patent; GILEAD SCIENCES, INC.; INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY OF THE AS CR, V.V.I.; JANSA, Petr; SIMON, Tetr; LANSDON, Eric; HU, Yunfeng, Eric; BASZCZYNSKI, Ondrejj; DEJMEK, Milan; MACKMAN, Richard, L.; (185 pag.)WO2016/105564; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem