HCID 57543262, compound → HCID 11665624, compound

Participants

Reaction Steps

Zinc dust (4.46 g, 0.068 mol) is added to a stirred solution of the crude 2-(3,3-dibromo-4-fluoro-2-oxo-2,3-dihydro-1H-indol-1-yl)acetamide 3 (theorical: 6.32 mmol) in AcOH (20 ml) at 0° C. After 1 hour, the reaction mixture is filtered through a Celite pad. The filtrate is diluted with AcOEt and cold water. The pH is adjusted to 7 and the layers are separated. The aqueous phase is extracted again with AcOEt. Organic layers are dried over Na2SO4 and concentrated. Several attempts to cristallize in AcOEt failed. The crude reaction mixture is purified by reverse phase HPLC (LC-MS, acetonitrile/H2O). 2-(4-fluoro-2-oxo-2,3-dihydro-1H-indol-1-yl)acetamide 9 is obtained as a white solid.

Provenance & Evidence