Electric Literature of 13134-38-8, These common heterocyclic compound, 13134-38-8, name is 3,6-Dimethylpyrazin-2-amine, its 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.
[0093] To a stuffed solution of 280 mg (2.0 mmol) of thiophene-2,5-dicarbaldehyde in 6 mL of THF and 0.2 mL of water was added sodium borohydride (54 mg, 1.4 mmol). The reaction was stirred for 20 mm at rt. Water (5 mL) was added and the mixture was stirred for 10 mm and extracted with EtOAc (3 x). The combined organic layers were dried over Na2504, filtered and evaporated. The crude material was diluted with 10 mL of acetonitrile and cooled to 0 C. Triethylamine (0.89 mL) and methanesulfonyl chloride (0.40 mL) were added and the mixture was stilTed for 1 h at 0 C and then 1 h at rt. The mixture was treated with satd. aq. NaHCO3 and extracted with EtOAc (3 x). The combined organic layers were dried over Na2SO4, filtered and evaporated to provide 657 mg of crude thiophene-2,5-diylbis(methylene) dimethanesulfonate. A mixture of 62.1 mg of the crude mesylate, 114 mg of K2C03, and 50 mg of 3,6-dimethylpyrazin-2-amine in 1 mL of DMF was heated at 110 C in a sealed tube with stirring for 48 h. The mixture was cooled to rt, diluted with water, and extracted with EtOAc (3x). The combined organic layers were dried over Na2SO4, filtered and evaporated. Purification by column chromatography (100% EtOAc) provided 7.3 mg of the title compound. MS (ESj:[M+H] 355.3; [M+Na] 377.4; MS (ES): [M-H] 353.3.
The synthetic route of 13134-38-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; NEUROPORE THERAPIES, INC.; WRASIDLO, Wolfgang; STOCKING, Emily, M.; (53 pag.)WO2016/40780; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem