Acetic Acid → HCID 58295100, compound

Participants

Reaction Steps

The compound of example 108 (100 mg, 0.157 mmol) was dissolved in acetic acid (5 mL). The resulting solution was thoroughly degassed and stirred at reflux under nitrogen overnight. The reaction was concentrated in vacuo and residue diluted by adding sodium hydrogen carbonate solution (25 mL) and extracted with EtOAc (3×25 mL). The combined organic extracts were washed with sodium hydrogen carbonate solution (30 mL), brine (30 mL), dried with sodium sulphate, filtered and concentrated in vacuo to give the crude residue. Purification by column chromatography on silica gel using dichloromethane:methanol:0.88 ammonia (92.5:7.5:0.75) gave 90 mg (93%) of the title compound as a mixture of epimers as an off white foam.

Provenance & Evidence