Propargyl bromide → HCID 22114860, compound

Participants

Reaction Steps

A solution of 2.0 g of 7-(3-chloro-5-trifluoromethylpyridin-2yl)-1,2,3,4-tetrahydro-4-methylquinoxalin-2-one in 35 ml of dimethylformamide was added dropwise to a suspension of 0.2 g of 80% strength by weight sodium hydride in 35 ml of anhydrous dimethylformamide. After stirring for 15 minutes, 0.73 g of propargyl bromide was added to the reaction mixture. After 18 hours at 23° C., the reaction mixture was poured into 300 ml of ice water and extracted three times with 100 ml of tert-butyl methyl ether each time, after which the combined organic phases were washed twice with 100 ml of water each time, dried over sodium sulfate and concentrated. Purification of the crude product was carried out by means of chromatography on silica gel (eluent: cyclohexane/ethyl acetate). Yield: 1.1 g (49%) of colorless crystals; m.p.: 128-129° C.

Provenance & Evidence