4-Methoxybenzylamine → 3-(4-Methoxybenzylamino)-5-chloro-6-methyl-1-carboxymethylpyrazinone

Participants

Reaction Conditions

Reaction Steps

4-Methoxybenzylamine (0.83 ml, 6.33 mmol) was added to a stirred solution of 3,5-dichloro-6-methyl-1-carboxymethylpyrazinone (0.50 g, 2.11 mmol) in dioxane (6 ml) and the resulting mixture was warmed to 60° C. After 16 h the reaction mixture was partitioned between chloroform and 10% citric acid solution and the organic layer was dried (Na2SO4) and evaporated in vacuo. The crude product was purified by flash column chromatography (eluting with 2% methanol/chloroform/2% acetic acid) to give after azeotroping dry with toluene/methanol the title compound as a white solid:

Provenance & Evidence