A common heterocyclic compound, 19745-07-4, name is 2,5-Dichloropyrazine, molecular formula is C4H2Cl2N2, 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. 19745-07-4.
Preparation 10 1-Benzoyl-3-{[(5-chloropyrazin-2-yl)oxy]methyl}azetidine-3-carboxylic acid Sodium hydride (95 mg, 2.38 mmol) was added to anhydrous dimethyl sulphoxide (4 mL) at room temperature and stirred, under a nitrogen atmosphere, for 30 minutes. 1-Benzoyl-3-(hydroxymethyl)azetidine-3-carboxylic acid (255 mg, 1.08 mmol) (Preparation 15) in dimethyl sulphoxide (1 mL) was added drop-wise and the resulting mixture was stirred, at room temperature, for 15 minutes. 2,5-Dichloropyrazine (194 mg, 1.3 mmol) was added and the mixture was stirred, at room temperature, for 3 hours. The reaction mixture was diluted with water (15 mL) and washed with diethyl ether (2*15 mL). The aqueous layer was acidified with aqueous hydrochloric acid (2M, 2 mL) and extracted with dichloromethane (2*15 mL). The combined dichloromethane layers were dried over magnesium sulphate and concentrated. The resulting residue was purified by chromatography on silica gel eluding with ethyl acetate:methanol:acetic acid (95:5:1) to give the title compound, as a colourless gum in 80percent yield, 305 mg. 1H NMR (400 MHz, CDCl3) : 4.32 (m, 2H), 4.54 (d, 1H), 4.75 (m, 3H), 7.4-7.56 (m, 3H), 7.65 (d, 2H), 8.04 (s, 1 H), 8.14 (s, 1H); LRMS APCI m/z 348 [MH]+
The synthetic route of 2,5-Dichloropyrazine has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Pfizer Inc; US2008/280877; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem