2-Chloro-N,N-dimethylethylamine → HCID 20192358, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 22.0 grams (0.0887 mole) of N-m-fluorophenyl-3-ethyl-5-methyl-4-isoxazole carboxamide and 4.4 grams (0.0921 mole) of 50% sodium hydride in oil in 500 ml. of dimethylformamide is stirred at room temperature for five hours. The resulting mixture is treated by dropwise addition with 9.68 grams (0.09 mole) of 2-dimethylaminoethyl chloride). The resulting mixture is heated at 60° C. for 20 hours. The mixture is cooled, poured onto ice water and extracted with ether. The ether is washed with 2N hydrochloric acid and the aqueous acidic layer made basic with sodium hydroxide and extracted with methylene chloride. The methylene chloride extract is dried with magnesium sulfate and evaporated to give N-(m-fluorophenyl)-N-(2-dimethylaminoethyl)-3-ethyl-5-methyl-4-isoxazole carboxamide as an oil.

Provenance & Evidence