Ethanol → HCID 178469297, compound

Participants

Reaction Steps

To a solution of 1-acetyl-7-(acetyloxy)-3-ethyl-1H-indazole-5-carboxylate (4.0 g, 13 mmol) in ethanol (450 mL) was slowly added 60% NaH (0.50 g, 12.6 mmol). The mixture was stirred for 1 hour before concentration and removal of the majority of the ethanol. The residue was taken up in EtOAc and washed with saturated aqueous NaHCO3. The aqueous phase was back extracted with EtOAc (2×). The combined organic extracts were washed with saturated aqueous NaCl, dried over Na2SO4, filtered and concentrated. The solid was triturated with CH2Cl2 to provide ethyl 3-ethyl-7-hydroxy-1H-indazole-5-carboxylate as an off-white solid (2.9 g, 87%).

Provenance & Evidence