N,N'-Dimethylethylenediamine → 2-(4-Methoxybenzylamino)-5-(2-methylthioethoxy)pyrimidine

Participants

Reaction Conditions

Reaction Steps

Colorless amorphous solid of 5-bromo-2-(4-methoxybenzylamino)pyrimidine (300 mg, 1.02 mmol) was suspended in toluene (20 mL), the suspension was added with cuprous iodide (200 mg, 1.05 mmol), 2-methylthioethanol (1.06 g, 11.5 mmol), N,N′-dimethyldiaminoethane (0.83 g, 9.42 mmol) and cesium carbonate (400 mg, 1.22 mmol), and the mixture was stirred at 110° C. for 66 hours in an argon atmosphere. The reaction mixture was separated by silica gel column chromatography, and then purified by preparative silica gel thin layer chromatography to obtain 2-(4-methoxybenzylamino)-5-(2-methylthioethoxy)pyrimidine as colorless amorphous solid (172 mg).

Provenance & Evidence