Ethanol → HCID 68533639, compound

Reaction equation

[C:1]1([CH:7]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:8]2[CH:9]=[CH:10][C:11](=[O:27])[N:12]([CH2:14][CH2:15][N:16]3C(=O)C4C(=CC=CC=4)C3=O)[CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CCO.O.NN>C1COCC1>[NH2:16][CH2:15][CH2:14][N:12]1[CH:13]=[C:8]([CH:7]([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:9]=[CH:10][C:11]1=[O:27]

Participants

Procedure

To a solution of 2-{2-[5-(diphenylmethyl)-2-oxo-1(2H)-pyridinyl]ethyl}-1H-isoindole-1,3(2H)-dione (295 mg) in mixed solvent (EtOH:THF=4.4 mL:2.2 mL) was added hydrazine hydrate (329 μL) and the mixture was stirred at ambient temperature for 1 hour. The resulting mixture was evaporated in vacuo and the residue was diluted with chloroform (10 mL). The mixture was filtered and the filtrate was evaporated in vacuo. The residue was purified by silica gel column chromatography (chloroform:MeOH=99:1-96:4) to afford 1-(2-aminoethyl)-5-(diphenylmethyl)-2(1H)-pyridinone (154 mg) as colorless crystals.