Hydrazine → 2-(4-Aminomethyl-4-fluoro-piperidin-1-ylmethyl)-4,6-dichlorophenol
Reaction equation
NN.[Cl:3][C:4]1[C:5]([OH:31])=[C:6]([CH:27]=[C:28]([Cl:30])[CH:29]=1)[CH2:7][N:8]1[CH2:13][CH2:12][C:11]([CH2:15][N:16]2C(=O)C3C(=CC=CC=3)C2=O)([F:14])[CH2:10][CH2:9]1>C(O)C>[NH2:16][CH2:15][C:11]1([F:14])[CH2:12][CH2:13][N:8]([CH2:7][C:6]2[CH:27]=[C:28]([Cl:30])[CH:29]=[C:4]([Cl:3])[C:5]=2[OH:31])[CH2:9][CH2:10]1Participants
4
Procedure
Hydrazine (10 ml) was added to a solution of 2-[1-(3,5-dichloro-2-hydroxy-benzyl)-4-fluoro-piperidin-4-ylmethyl]-isoindole-1,3-dione (20.7 g) in ethanol (600 ml). The obtained solution was stirred for 5 hours while heating to reflux, and then subjected to heated filtration. The filtrate was concentrated, water was added to the residue, and then extraction with dichloromethane was followed by concentration. The obtained residue was recrystallized from isopropyl ether-pentane to obtain 2-(4-aminomethyl-4-fluoro-piperidin-1-ylmethyl)-4,6-dichlorophenol.