4-Toluenesulfonyl chloride → Methyl 3-(4-methylphenylsulphonylamino)-3-[4-[1-(4-pyridyl)-piperidin-4-yl]methoxyphenyl]propionate

HRID 2211

Reaktionsgleichung

Reaktionsgleichung von HRID 2211
Cl.Cl.[NH2:3][CH:4]([C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH:18]2[CH2:23][CH2:22][N:21]([C:24]3[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=3)[CH2:20][CH2:19]2)=[CH:12][CH:11]=1)[CH2:5][C:6]([O:8][CH3:9])=[O:7].[C:30]1([CH3:40])[CH:35]=[CH:34][C:33]([S:36](Cl)(=[O:38])=[O:37])=[CH:32][CH:31]=1>>[CH3:40][C:30]1[CH:35]=[CH:34][C:33]([S:36]([NH:3][CH:4]([C:10]2[CH:11]=[CH:12][C:13]([O:16][CH2:17][CH:18]3[CH2:19][CH2:20][N:21]([C:24]4[CH:25]=[CH:26][N:27]=[CH:28][CH:29]=4)[CH2:22][CH2:23]3)=[CH:14][CH:15]=2)[CH2:5][C:6]([O:8][CH3:9])=[O:7])(=[O:38])=[O:37])=[CH:32][CH:31]=1

Komponenten

3

Edukt 2

HCID 73974-Toluenesulfonyl chlorideHCID 18918308Methyl 3-amino-3-[4-[1-(4-pyridyl)piperidin-4-yl]methoxyphenyl]propionate dihydrochloride

Produkt 1

HCID 18918271Methyl 3-(4-methylphenylsulphonylamino)-3-[4-[1-(4-pyridyl)-piperidin-4-yl]methoxyphenyl]propionate

Versuchsvorschrift

Using a procedure similar to that described in Example 19, but starting from the product of Example 61, step (iii) and p-toluenesulphonyl chloride, the title compound was prepared; NMR(CDCl3): 1.34-1.55(m,2H), 1.95(d,2H), 2.0-2.2(m,1H), 2.38(s,3H), 2.62-3.05(m,4H), 3.55(s,3H), 3.78(d,2H), 3.96(d,2H), 4.65(m,1H), 5.65(brs,1H), 6.7(d,2H), 6.72(d,2H), 7.05(d,2H), 7.2(d,2H), 7.65(d,2H), 8.25(d,2H); mass spectrum(+ve FAB,MeOH/NBA): 524(M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-fd61041e68a7434fbe024bb07200a8f8
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05728701

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