4-Methylmorpholine → HCID 86754075, compound

Participants

Reaction Steps

To a solution of 5-amino-3-(8-hydroxyquinol-5-ylmethylen)-2-oxindole (497 mg, 1.64 mmol) and of t-butoxycarbonyl-L-alanine (360 mg, 1.9 mmol in 80 ml of THF were added 950 mg (1.82 mmol) of benzotriazol-1-yloxytripyrrolidinophosphoniun hexafluorophosphate and 0.2 ml (1.87 mmol) of N-methylmorpholine. The reaction was maintained at room temperature for 4 h. After evaporation of the solvent the residue was purified by flash chromatography with cyclohexane/ethyl acetate 3:7. The evaporated eluant was solubilized in dichloromethane, 10 ml of trifluoroacetic acid was added and the mixture stirred at room temperature for 1 h. After the usual workup pure title compound was obtained in 80% yield (491 mg).

Provenance & Evidence