1,8-Diazabicyclo(5.4.0)undec-7-ene → [(Methylethyl)sulfonyl]{2-[3-(2-{[(methylethyl)sulfonyl]amino}ethyl)phenyl]propyl}amine
Reaction equation
[NH2:1][CH2:2][CH2:3][C:4]1[CH:5]=[C:6]([CH:10]([CH3:19])[CH2:11][NH:12][S:13]([CH:16]([CH3:18])[CH3:17])(=[O:15])=[O:14])[CH:7]=[CH:8][CH:9]=1.[CH:20]([S:23](Cl)(=[O:25])=[O:24])([CH3:22])[CH3:21].C1CCN2C(=NCCC2)CC1>>[CH3:17][CH:16]([S:13]([NH:12][CH2:11][CH:10]([C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([CH2:3][CH2:2][NH:1][S:23]([CH:20]([CH3:22])[CH3:21])(=[O:25])=[O:24])[CH:5]=1)[CH3:19])(=[O:15])=[O:14])[CH3:18]Participants
4
Procedure
Scheme Va, step C: {2-[3-(2-Aminoethyl)phenyl]propyl}[(methylethyl)sulfonyl]amine (0.57 g, 2 mmol), isopropylsulfonyl chloride (0.24 mL, 2.1 mmol) and DBU (0.33 mL, 2.2 mmol) were combined and sulfonylation was carried out in a manner analogous to the procedure described in example 2 to provide the final title compound, [(methylethyl)sulfonyl]{2-[3-(2-{[(methylethyl)sulfonyl]amino}ethyl)phenyl]propyl}amine, (0.422 g, 54%) as a white crystalline solid. Electron spray M.S. 391 (M*+H). Analysis for C17H30N2O4S2:
Sources & evidence
- ORD record
- ord-b3b736ae044043a28a29d6981f2533b8
- Source dataset
- uspto-grants-2004_03
- Patent number
- US06703425B2
Reaction notes
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