Methyl iodide → HCID 69849171, compound

Participants

Reaction Steps

0.80 g (3.8 mmol) of 1-(4,6-dimethoxypyrimidin-5-yl)-2-methylpropylamine, 0.59 g (4.2 mmol) of methyl iodide and 0.46 g (4.6 mmol) of triethylamine were added to 10 ml of N,N-dimethylacetamide and reacted at 80° C. for 1 hour. After completion of the reaction, the product was poured into water and extracted with toluene. The organic layer was washed with water and an aqueous sodium chloride solution in this order, dried and concentrated, and the obtained oily product was supplied to the subsequent reaction without purification. 0.20 g (0.89 mmol) of this oily product and 0.22 g (1.6 mmol) of potassium carbonate were added to 20 ml of acetonitrile, and then 0.30 g (1.6 mmol) of 4-chlorophenylacetyl chloride was added at room temperature and reacted overnight. After completion of the reaction, the product was poured into water and extracted with ethyl acetate. The organic layer was washed with an aqueous citric acid solution, water and an aqueous sodium chloride solution in this order, dried and concentrated, and the obtained oily product was purified by preparative HPLC (ethyl acetate:n-hexane=1:1) to obtain 0.21 g (yield: 15%, 2 steps) of 2-(4-chlorophenyl)-N-[1(4,6-dimethoxypyrimidin-5-yl)-2-methylpropyl]-N-methyl acetamide as colorless crystals (melting point: 107-109° C.).

Provenance & Evidence