4-(1H-Indol-6-yl)morpholine → Benzyl 2-methyl-3-(1-(6-morpholino-1H-indol-3-yl)-2-nitroethyl)phenylcarbamate

Participants

Reaction Steps

A solution of 4-(1H-indol-6-yl)morpholine (1.1132 g, 5.50 mmol) and (E)-benzyl 2-methyl-3-(2-nitrovinyl)phenylcarbamate (2.58 g, 8.26 mmol) in THF (50 mL) was concentrated in vacuo. The residue was melted at 137° C. and stirred overnight. After cooling to room temperature, the crude product was purified by flash chromatography using an ISCO 330 g column (solid loading) eluting with 40-80% EtOAc/hexanes to give the desired product (0.9544 g, 1.855 mmol, 33.7% yield) as a light brown solid.

Provenance & Evidence