Hydrochloric Acid → HCID 76798886, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 5-fluoro-1,3-dihydro-indol-2-one (4.71 g, 31.2 mmol.) in THF (30 mL) is cooled to 0° C. under an argon atmosphere and treated with a solution of lithium bis(trimethylsilyl)amide (60 mL of a 1 M solution in THF, 60.0 mmol) dropwise. The resulting solution is stirred at 0° C. for 10 min and warmed room temperature. A solution of 6-chloro-1-ethyl-1H-furo[3,4-c]pyridin-3-one, (4.11 g, 20.8 mmol) in THF (30 mL) is added dropwise to the reaction mixture. The resulting solution is stirred for 4 h. The reaction mixture is poured into aqueous 10% HCl solution (350 mL). The resulting mixture is heated to 90° C. for 2 h and then stirred at room temperature for 36 h. The precipitate which forms is collected by filtration and washed with small volumes of ethyl acetate (10×3 mL) and dried to give the title compound as a yellow solid (2.37 g, 34%).

Provenance & Evidence