n-{2-[3-(1-Methyl-2-{[(methylethyl)sulfonyl]amino}ethyl)phenyl]ethyl}(phenylmethoxy)carboxamide → {2-[3-(2-Aminoethyl)phenyl]propyl}[(methylethyl)sulfonyl]amine
Reaction equation
[CH3:1][CH:2]([C:11]1[CH:12]=[C:13]([CH2:17][CH2:18][NH:19]C(OCC2C=CC=CC=2)=O)[CH:14]=[CH:15][CH:16]=1)[CH2:3][NH:4][S:5]([CH:8]([CH3:10])[CH3:9])(=[O:7])=[O:6]>[Pd]>[NH2:19][CH2:18][CH2:17][C:13]1[CH:12]=[C:11]([CH:2]([CH3:1])[CH2:3][NH:4][S:5]([CH:8]([CH3:10])[CH3:9])(=[O:7])=[O:6])[CH:16]=[CH:15][CH:14]=1Participants
3
Procedure
Scheme Va, step B: N-{2-[3-(1-methyl-2-{[(methylethyl)sulfonyl]amino}ethyl)phenyl]ethyl}(phenylmethoxy)carboxamide (0.84 g, 2 mmol) and 10% palladium on carbon (0.5 g, 60 mole %) were combined and hydrogenation was carried out in a manner analogous to the procedure described in example 6 to provide the intermediate title compound, {2-[3-(2-aminoethyl)phenyl]propyl}[(methylethyl)sulfonyl]amine, (0.57 g, 100%) as colorless oil. Electron spray M.S. 285 (M*+H).