Isopropanol → HCID 67163609, compound

Participants

Reaction Steps

To a suspension of 60% NaH (43 mg) in DMF (4 ml) was added 2-propanol (65 mg) at 0° C., followed by stirring at room temperature for 20 min. After cooling to 0° C. again, 2-{4-[5-(3-chloro-4-fluorophenyl)-1,2,4-oxadiazol-3-yl]-1H-indol-1-yl-acetamide (200 mg) was added thereto. The reaction mixture was radiated with a microwave at 60° C. for 50 min. The reaction solution was added to an aqueous NH4Cl solution, followed by stirring, and then the solvent was evaporated. After adding a mixed solvent (4:1) of chloroform-CH3OH, and suspending, the solid was removed, silica gel was added thereto, and the solvent was evaporated. The residue was purified by silica gel column chromatography (chloroform:CH3OH=100:0 to 98:2; n-hexane:EtOAc=0:100) to obtain 2-{4-[5-(3-chloro-4-isopropylphenyl)-1,2,4-oxadiazol-3-yl]-1H-indol-1-yl}acetamide (17.5 mg) as a white solid.

Provenance & Evidence