Triethylamine → HCID 86754074, compound

Participants

Reaction Steps

To a solution of 2-[5-(2-oxindol-3-ylidenemethyl)quinol-8-yloxy] acetic acid sodium salt (120 mg, 0.33 mmol), L-alanine methyl ester hydrochloride (100 mg, 0.72 mmol) and triethylamine (0.07 ml) in DMF (10 ml) was added at room temperature N,N'-dicyclohexylcarbodiimide (100 mg, 0.48 mmol) and the stirring was continued overnight. The reaction mixture was filtered and the filtrate concentrated under reduced pressure. The oily residue was taken up in dichloromethane, the organic phase washed 3 times with water, dried over sodium sulfate and concentrated under reduced pressure. The residue was chromatographed on silica gel using as eluant ethyl acetate/methanol (95:5) to give pure title compound in 70% yield (100 mg). C24H21N3O5 calcd: C66.81 H4.91 N9.74; found: C66.55 H4.56 N9.65; MS m/z 431.

Provenance & Evidence