Ethanol → HCID 52935321, compound

Participants

Reaction Steps

10n (200 mg, 0.46 mmol) was treated with anhydrous hydrazine (2 mL) in EtOH (2 mL) at 60° C. for 1 hour. The reaction was concentrated and diluted with CH2Cl2 and water. The organic layer was dried over MgSO4, filtered, and concentrated. The residue was then treated with ethyl orthoformate (2.5 mL) in EtOH (5 mL) at 65° C. overnight. The mixture was concentrated and diluted with EtOAc and water. The aqueous layer was extracted with EtOAc, and the combined organic layers were dried over MgSO4, filtered, and concentrated. The residue was purified by silica gel chromatography to give the desired product, 10o. The hydrochloride salt was prepared by dissolving the product in CH2Cl2, adding 1N HCl in ether, and concentrating the mixture.

Provenance & Evidence