1,3-Dimethylimidazolium Iodide → (2-Bromo-3-methylphenyl)(2-(methylthio)pyrimidin-4-yl)methanone

Participants

Reaction Steps

To a mixture of 4-chloro-2-(methylthio)pyrimidine (0.36 mL, 3.11 mmol), 2-bromo-3-methylbenzaldehyde (0.744 g, 3.74 mmol), and 1,3-dimethyl-1H-imidazol-3-ium iodide (0.697 g, 3.11 mmol) in THF (3 mL) was added NaH (0.149 g, 3.74 mmol) and the resulting mixture was refluxed for 30 min. Product was observed and the reaction went to completion. The mixture was brought to RT and poured into ice-water, extracted with DCM and purified using hexanes to afford a light yellow solid as (2-bromo-3-methylphenyl)(2-(methylthio)pyrimidin-4-yl)methanone.

Provenance & Evidence