Electric Literature of 446286-94-8, 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. 446286-94-8, name is 5-Bromo-N,N-dimethylpyrazin-2-amine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.
To asolution of dimethyl amino 3d (1370 mg, 6.82mmol) in drytetrahydrofuran (50 mL) under Ar at 80 C was slowly added1.57M n-butyllithium hydride (n-BuLi) in hexane (10.8 mL).After stirring for 60min at 80 C, to the mixture was addedN,N-dimethylformamide (DMF) (2.0 mL, 26mmol) and theresulting solution was allowed to warm to r.t. After stirring for1 h, to the reaction mixture was added water to decompose theexcess reducing agent. Further, to the mixed solution was addedwater followed by extraction with ethyl acetate (3 200 mL).The combined organic layers were dried over Na2SO4, filtered,and the solvents were removed under reduced pressure. Theresidue obtained was purified by silica gel column chromatography(hexane/ethyl acetate = 1/1) to yield arylaldehyde 4d (975 mg, 6.46mmol, 95%) as a light yellow solid: mp 112 C;IR (neat, , cm1): 2783, 1681, 1373, 1008; 1HNMR (500MHz, CDCl3) 9.91 (s, 1H), 8.69 (s, 1H), 8.08 (d, J = 1.1 Hz,1H), 3.26 (s, 6H); 13CNMR (126 MHz, CDCl3) 190.7, 155.5,144.3, 136.8, 129.4, 37.9; HR-ESI-MS: m/z: [M+ H]+ calculatedfor C7H10N3O, 152.0824; found, 152.0814.
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-Bromo-N,N-dimethylpyrazin-2-amine, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Saito, Ryohei; Kuchimaru, Takahiro; Higashi, Shoko; Lu, Shijia W.; Kiyama, Masahiro; Iwano, Satoshi; Obata, Rika; Hirano, Takashi; Kizaka-Kondoh, Shinae; Maki, Shojiro A.; Bulletin of the Chemical Society of Japan; vol. 92; 3; (2019); p. 608 – 618;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem