9/17/2021 News Extracurricular laboratory: Synthetic route of 23611-75-8

The synthetic route of 23611-75-8 has been constantly updated, and we look forward to future research findings.

Reference of 23611-75-8,Some common heterocyclic compound, 23611-75-8, name is Methyl 6-chloropyrazine-2-carboxylate, molecular formula is C6H5ClN2O2, 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.

To a stirring solution of methyl 6-chloropyrazine-2-carboxylate (2.50 g, 14.49 mmol) in THF (50 mL) was added methylmagnesium bromide 3M in diethyl ether (12.07 mL, 36.2 mmol) at 0 C. The resulting mixture was stirred at ambient temperature for 30 minutes. The reaction mixture was diluted with saturated NH4Cl (100 mL) and extracted with ethyl acetate (3 x 100 mL). The combined organic layers were washed with brine (50 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography (Redisep-24 g, 0.40 % EtOAc/n-hexane) to obtain Intermediate 105A (0.70 g, 28.00%). 1H NMR (400 MHz, DMSO-d6) delta ppm 1.44 (s, 6 H), 5.58 (br,s 1 H), 8.66 (s, 1 H), 8.86 (s, 1 H). LCMS: The compound did not ionize well.

The synthetic route of 23611-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YADAV, Navnath Dnyanoba; BHIDE, Rajeev S.; BORA, Rajesh Onkardas; GUNAGA, Prashantha; PANDA, Manoranjan; PRIESTLEY, Eldon Scott; RICHTER, Jeremy; (444 pag.)WO2018/222795; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem