1-Methylpiperazine → HCID 18432500, compound

Participants

Reaction Steps

A solution of of 5-(4-chlorophenoxy)-2-(methylmercapto)pyrimidin-4(3H)-one (158 g, 5.87 mmoles) and 1-methylpiperazine (Aldrich) (6.1 mL, 55 mmoles) was heated at 135° C. for 18 hours. The dark brown mixture was spin evaporated in vacuo. The residue was dissolved in ethyl acetate and applied to a column (d=5 cm) of Silica Gel 80 that was equilibrated with ethyl acetate. The column was eluted with ethyl acetate by flash chromatography to remove unreacted starting material. Elution with 10% methanol-dichloromethane and spin evaporation in vacuo of the combined fractions gave a beige solid that was triturated with ethyl acetate to give 0.70 g (37% yield) of 5-(4-chlorophenoxy)-2-(4-methylpiperazino)pyrimidin-4(3H)-one. Recrystallization from ethyl acetate gave off-white flakes that had an NMR spectrum consistent with the assigned structure.

Provenance & Evidence