Synthetic Route of 91476-80-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 91476-80-1, name is 5,6,7,8-Tetrahydroimidazo[1,2-a]pyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.
Example 547 A solution of (S)-3-(2-((S)-1-(4-(chloromethyl)phenyl)ethylamino)pyrimidin-4-yl)-4-isopropyloxazolidin-2-one (75 mg, 0.2 mmol) and 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine (25 mg, 0.2 mmol) in DMSO (2 mL) was heated at 80 C. for 16 h. The reaction mixture was diluted with EtOAc (20 mL) and washed with water (20 mL). After separation, the aqueous phase was washed with EtOAc (2*15 mL). Combined organics were dried over Na2SO4, filtered and concentrated. Silica gel column chromatography (MeOH in CH2Cl2 0 to 10%) provided (S)-3-(2-((S)-1-(4-((5,6-dihydroimidazo[1,2-a]pyrazin-7(8H)-yl)methyl)phenyl)ethylamino)pyrimidin-4-yl)-4-isopropyloxazolidin-2-one (58 mg, white solid) in 62.8% yield. 1H NMR (400 MHz, MeOD) delta 8.12 (d, J=6.0 Hz, 1H), 7.34 (d, J=5.9 Hz, 1H), 7.33 (s, 4H), 6.99 (d, J=1.3 Hz, 1H), 6.89 (d, J=1.4 Hz, 1H), 5.07 (q, J=7.0 Hz, 1H), 4.68 (br s, 1H), 4.37-4.25 (m, 2H), 4.02 (t, J=5.5 Hz, 2H), 3.72 (s, 2H), 3.63 (s, 2H), 2.90 (td, J=5.4, 2.6 Hz, 2H), 1.84 (br s, 1H), 1.51 (d, J=7.0 Hz, 3H), 0.72 (br s, 3H), 0.57 (br s, 3H); HRMS m/z 462.2606 (M+H)+.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5,6,7,8-Tetrahydroimidazo[1,2-a]pyrazine, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; NOVARTIS AG; Caferro, Thomas Raymond; Cho, Young Shin; Costales, Abran Q.; Lei, Huangshu; Lenoir, Francois; Levell, Julian Roy; Liu, Gang; Palermo, Mark G.; Pfister, Keith Bruce; Sendzik, Martin; Shafer, Cynthia; Shultz, Michael David; Smith, Troy; Sutton, James Clifford; Toure, Bakary-Barry; Yang, Fan; Zhao, Qian; US2014/235620; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem