Ethanolamine → N-[3-(2-hydroxyethylamino)propionyl]-3-[3-[1-(1-pyrrolidinyl)ethyl]phenoxy]propylamine
Reaction equation
[N:1]1([CH:6]([C:8]2[CH:9]=[C:10]([CH:21]=[CH:22][CH:23]=2)[O:11][CH2:12][CH2:13][CH2:14][NH:15][C:16](=[O:20])[CH:17](Br)[CH3:18])[CH3:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:24]([CH2:26][NH2:27])[OH:25]>C(O)C>[OH:25][CH2:24][CH2:26][NH:27][CH2:18][CH2:17][C:16]([NH:15][CH2:14][CH2:13][CH2:12][O:11][C:10]1[CH:21]=[CH:22][CH:23]=[C:8]([CH:6]([N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)[CH3:7])[CH:9]=1)=[O:20]Participants
4
Procedure
500 mg of the amide compound obtained in step (A) was heated under reflux for 2 hours in 1 ml of ethanolamine and 1 ml of ethanol. The solvent was distilled off under reduced pressure, and potassium carbonate was added. The mixture was extracted with chloroform. The solvent was distilled off, and the residue was purified by TLC (developing solvent: chloroform/diethylamine=10:1) to afford 355 mg of N-[3-(2-hydroxyethylamino)propionyl]-3-[3-[1-(1-pyrrolidinyl)ethyl]phenoxy]propylamine.