1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 22743222, compound

HRID 48381Notes

Reaction equation

HRID 48381 reaction equation
[CH3:1][CH:2]([C:11]1[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][NH:19]C(OCC2C=CC=CC=2)=O)=[CH:13][CH:12]=1)[CH2:3][NH:4][S:5]([CH:8]([CH3:10])[CH3:9])(=[O:7])=[O:6].[CH:30]([S:33](Cl)(=[O:35])=[O:34])([CH3:32])[CH3:31].C1CCN2C(=NCCC2)CC1>>[CH3:10][CH:8]([S:5]([NH:4][CH2:3][CH:2]([C:11]1[CH:12]=[CH:13][C:14]([CH2:17][CH2:18][NH:19][S:33]([CH:30]([CH3:32])[CH3:31])(=[O:35])=[O:34])=[CH:15][CH:16]=1)[CH3:1])(=[O:6])=[O:7])[CH3:9]

Participants

4

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 824082-Propanesulfonyl chlorideHCID 22743233n-{2-[4-(1-Methyl-2-{[(methylethyl)sulfonyl]amino}ethyl)phenyl]ethyl}(phenylmethoxy)carboxamide

Product 1

HCID 22743222HCID 22743222, compoundYield 72%

Procedure

Scheme Va, step C: {2-[4-(2-Aminoethyl)phenyl]propyl}[(methylethyl)sulfonyl]amine (0.15 g, 0.53 mmol, prepared in example 12), isopropylsulfonyl chloride (0.1 mL, 0.58 mmol) and DBU (0.1 mL, 0.61 mmol) were combined and sulfonylation was carried out in a manner analogous to the procedure described in example 2 to provide the title compound, [(methylethyl)sulfonyl]{2-[4-(2-{[(methylethyl)sulfonyl]amino}ethyl)phenyl]propyl}amine, (0.149 g, 72%) as a white crystalline solid. Electron spray M.S. 391 (M*+H). Analysis for C17H30N2O4S2.

Sources & evidence

ORD record
ord-3585bb0b2bc540489f21896188fea8f0
Source dataset
uspto-grants-2004_03
Patent number
US06703425B2

Reaction notes

Loading…