33332-25-1, These common heterocyclic compound, 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, 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.
a) 5-(3,3-Difluoro-azetidin-l-yl)-pyrazine-2-carboxylic acid methyl ester 5-Chloro-pyrazine-2-carboxylic acid methyl ester (CAN 33332-25-1; 15 g, 86.92 mmol) was dissolved in dioxane (100 mL). To this solution was added 3,3-difluoroazetidine hydrochloride (CAN 288315-03-7; 13.51 g, 104.31 mmol), and triethyl amine (31.3 mL, 226 mmol). The mixture was stirred 22 hours at 45 C and afterwards cooled to room temperature. Brine solution (100 mL) was added and the mixture was extracted with ethyl acetate. The organic phases were washed successively with sodium bicarbonate solution (10%, 300 mL) and brine (200 mL); dried with Na2S04 and filtered and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 200g, 30% to 50% ethyl acetate in hexane) to give the desired product (15 g, 75.3%) as white solid; LC- MS (UV peak area, ESI) 98.6%, 230.4 (M+H).
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 33332-25-1.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BISSANTZ, Caterina; DHURWASULU, Baledi; GRETHER, Uwe; HAZRA, Anindya; HEBEISEN, Paul; ROEVER, Stephan; ROGERS-EVANS, Mark; WO2013/60751; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem