Sodium Chloride → HCID 20186090, compound

Participants

Reaction Steps

479 Milligrams of 2-(4-chlorobenzoylamino)-3-(oxindol-3-yl)propionic acid 1/4-hydrate prepared in Example 3 and 70 mg of 50% sodium hydride (in oil) were admixed in 5 ml of dimethylformamide, and the mixture was stirred at a room temperature for 2 hours. Then 0.17 g of propargyl chloride was added to the reaction mixture and the whole reaction mixture was stirred at a room temperature for 7 hours. The reaction mixture was poured into 13 ml of a saturated sodium chloride aqueous solution, and the organic material was extracted with chloroform. The chloroform layer was washed with water, dried, then chloroform was removed by evaporation. The residue thus obtained was purified by means of a silica gel column chromatography to yield 80 mg of 2-(4-chlorobenzoylamino)-3-[1-(2-propynyl)oxindol-3-yl]propionic acid.

Provenance & Evidence