Extracurricular laboratory: Synthetic route of 2-Chloro-5H-pyrrolo[2,3-b]pyrazine

The synthetic route of 889447-19-2 has been constantly updated, and we look forward to future research findings.

889447-19-2, name is 2-Chloro-5H-pyrrolo[2,3-b]pyrazine, belongs to Pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. name: 2-Chloro-5H-pyrrolo[2,3-b]pyrazine

To a solution of 2-chloro-5H-pyrrolo[2,3-b]pyrazine (80 mg, 1.82 mmol) in2-methyltetrahydrofuran (10 mL) was added NIS (451 mg, 2.00 mmol), and the reaction mixturewas stirred at rt overnight. Saturated aqueous sodium thiosulfate (50 mL) was added to quenchthe reaction, and the resulting mixture was partitioned. The aqueous layer was extracted withEtOAc (50 mL x 2). The combined organic layers were washed with saturated brine (80 mL),dried over anhydrous Na2S04, filtered, and the filtrate was concentrated in vacuo. The residuewas purified by silica gel chromatograph (PE/EtOAc (v/v) = 20/1-4/1) to give the title compoundas a yellow solid ( 456 mg, 89 % ).MS (ESI, pos. ion) m/z: 280.00 [M+Ht;1H NMR (600 MHz, DMSO-d6) 8 (ppm): 12.81 (s, lH), 8.36 (s, lH), 8.21 (d, J = 2.7 Hz, lH).

The synthetic route of 889447-19-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (303 pag.)WO2018/108125; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem