Extracurricular laboratory: Synthetic route of 2,6-Dichloropyrazine

The synthetic route of 2,6-Dichloropyrazine has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 4774-14-5, name is 2,6-Dichloropyrazine, 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. name: 2,6-Dichloropyrazine

Preparation of compound 16a: 3,5-dichloro-2-methylpyrazineTo a solution of n-BuLi (78 mL, 0.195 mol) in dry THF (1.5 L) was added TMP (27.5 g, 0.195 mol) at -65 0C. After the addition, the mixture was warmed to 0 0C and stirred for 30 min at this temperature, the reaction mixture was then re-cooled to -78 0C and 2,6-dichloropyrazine (20 g, 0.13 mol) in THF (50 mL) was added into the mixture dropwise. The mixture was stirred for 30 min at -78 0C, then CH3I (65 g, 0.68 mol) was added and the reaction mixture was slowly warmed to rt and stirred for 3 h. The mixture was concentrated and diluted with H2O (300 ml_), extracted with DCM (4×100 ml_). The combined organic layer was washed with saturated NH4CI aqueous and water, dried over Na2SO4, concentrated and the residue was purified by chromatography which gave the title compound 16a (10 g, 47.6%).

The synthetic route of 2,6-Dichloropyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; NINKOVIC, Sacha; BRAGANZA, John Frederick; COLLINS, Michael Raymond; KATH, John Charles; LI, Hui; RICHTER, Daniel Tyler; WO2010/16005; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem