Continuously updated synthesis method about 583-75-5

The synthetic route of 583-75-5 has been constantly updated, and we look forward to future research findings.

583-75-5, name is 4-Bromo-2-methylaniline, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of 4-Bromo-2-methylaniline

To a solution of compound 220-Si (5 g, 26.88 mmol) in EtOH (100 mL) was added 12(6.828 g, 26.88 mmol) and Ag2SO4 (8.3 82 g, 26.88 mmol). The mixture was stirred at room temperature overnight. The mixture was quenchedwith aqueous Na2S2O3 solution and extracted with EtOAc (2x). The combined organic layers were washed with brine, dried over anhydrous Na2SO4, and concentrated. The residue was purified by column chromatography on silica gel eluted with petroleum ether to afford compound 220-S2 (6.31 g, 75.5 %) as a light brown solid. LC/MS (ESI) m/z: 312 (M+H) .

The synthetic route of 583-75-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; BARRISH, Joel, Charles; GREENLEE, William; EASTMAN, Kyle, J.; (0 pag.)WO2018/160889; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary