Synthetic Route of 69816-35-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 69816-35-9 name is 6-(Trifluoromethyl)pyrazin-2-amine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
(a) 2-Iodo-6-trifluoromethylpyrazine A three litre flask was charged with a solution of 2-amino-6-trifluoromethylpyrazine (obtained by the method of J.L. Miesel, U.S. Patent 4293552, 95% pure by HPLC analysis, 32.6g, 0.20mol) in chloroform (1000mL). Freshly ground iodine (101g. 0.40mol) was added to give a dark purple solution. After 40 min, a solution of t-butyl nitrite (22.9g, 0.20mol) in chloroform (300mL) was added dropwise over 1h. During the addition, slow gas evolution was observed together with a mild exotherm (< 10C) which was moderated with a cold water bath. After an additional 1h at room temperature the reaction mixture was washed with saturated aqueous sodium sulfite (3 x 500mL) to remove the excess iodine. The chloroform solution was dried over magnesium sulphate, filtered and concentrated on a Buchi to give 23g of an orange oil. The crude product was purified by distillation from copper (40-80 mesh, 200mg) to give 19. 5g of the title compound as a yellow oil; b.p. 50-56C/0.6mmHg; delta (360MHz, CDCl3) 9.06 (1H, s, pyrazine-H), 8.86 (1H, s, pyrazine-H); m/e 274 (M+).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-(Trifluoromethyl)pyrazin-2-amine, and friends who are interested can also refer to it.
Reference:
Patent; MERCK SHARP & DOHME LTD.; EP473442; (1992); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem