Hydrochloric Acid → N-{1-(p-methoxybenzyl)-2-(4-oxopiperidino)ethyl}-N-methyl-5-isoquinolinesulfonamide

HRID 1587198

Reaktionsgleichung

Reaktionsgleichung von HRID 1587198
C1COC2(C[CH2:7][N:6]([CH2:9][CH:10]([N:32]([CH3:46])[S:33]([C:36]3[C:37]4[CH:38]=[CH:39][N:40]=[CH:41][C:42]=4[CH:43]=[CH:44][CH:45]=3)(=[O:35])=[O:34])[CH2:11][C:12]3[CH:17]=[CH:16][C:15](OS(C4C5C=CN=CC=5C=CC=4)(=O)=O)=[CH:14][CH:13]=3)[CH2:5][CH2:4]2)O1.CI.[C:51](=[O:54])([O-])[O-].[K+].[K+].Cl.CN(C)[CH:60]=[O:61].O1CCC[CH2:64]1>>[CH3:60][O:61][C:15]1[CH:14]=[CH:13][C:12]([CH2:11][CH:10]([N:32]([CH3:46])[S:33]([C:36]2[C:37]3[CH:42]=[CH:41][N:40]=[CH:39][C:38]=3[CH:43]=[CH:44][CH:45]=2)(=[O:35])=[O:34])[CH2:9][N:6]2[CH2:7][CH2:64][C:51](=[O:54])[CH2:4][CH2:5]2)=[CH:17][CH:16]=1

Komponenten

6

Edukt 5

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 21974620tetrahydrofuran N,N-dimethylformamideHCID 53669357N-{2-(4,4-ethylenedioxypiperidino)-1-[p-(5-isoquinolinesulfonyloxy)benzyl]ethyl}-N-methyl-5-isoquinolinesulfonamide

Produkt 1

HCID 19796293N-{1-(p-methoxybenzyl)-2-(4-oxopiperidino)ethyl}-N-methyl-5-isoquinolinesulfonamide

Versuchsvorschrift

The amorphous compound obtained in Example 94 was subjected to alkaline hydrolysis, methylation with methyl iodide and potassium carbonate in dimethylformamide/tetrahydrofuran (1:1), and reflux with 3N hydrochloric acid, to obtain N-{1-(p-methoxybenzyl)2-(4-oxopiperidino)ethyl}-N-methyl-5-isoquinolinesulfonamide in a colorless amorphous form.

Quellen und Nachweise

ORD-Eintrag
ord-c3b8c755fbc043858966caf22fabe4b5
Quelldatensatz
uspto-grants-1993_06
Patentnummer
US05216150

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