Sodium Iodide → Ziprasidone

HRID 1925221

Reaktionsgleichung

Reaktionsgleichung von HRID 1925221
[CH:1]1[CH:2]=[CH:3][C:4]2[S:9][N:8]=[C:7]([N:10]3[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]4[CH:19]=[C:20]5[CH2:28][C:26](=[O:27])[NH:25][C:21]5=[CH:22][C:23]=4[Cl:24])[CH2:12][CH2:11]3)[C:5]=2[CH:6]=1.Cl.S1C2C=CC=CC=2C(N2CCNCC2)=N1.ClCCC1C=C2C(=CC=1Cl)NC(=O)C2.[I-].[Na+].C(=O)([O-])[O-].[Na+].[Na+]>C(C(C)=O)C(C)C>[CH:1]1[CH:2]=[CH:3][C:4]2[S:9][N:8]=[C:7]([N:10]3[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][C:18]4[CH:19]=[C:20]5[CH2:28][C:26](=[O:27])[NH:25][C:21]5=[CH:22][C:23]=4[Cl:24])[CH2:14][CH2:15]3)[C:5]=2[CH:6]=1

Komponenten

7

Edukt 5

HCID 5238Sodium IodideHCID 10340Sodium CarbonateHCID 219099Ziprasidone HydrochlorideHCID 27721443-(1-Piperazinyl)-1,2-benzisothiazoleHCID 106094745-(2-Chloroethyl)-6-chlorooxindole

Produkt 1

HCID 60854Ziprasidone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7909Methyl Isobutyl KetoneLösungsmittel

Versuchsvorschrift

U.S. Pat. No. 4,831,031 discloses a process for the preparation of ziprasidone hydrochloride, which involves refluxing N-(1,2-benzisothiazol-3-yl)piperazine with 5-(2-chloroethyl)-6-chloro-oxindole in methyl isobutyl ketone in the presence of sodium iodide and sodium carbonate for about 40 hours followed by column chromatographic purification of the product to get ziprasidone base which is dissolved in methylene chloride and treated with ethereal hydrogen chloride to get ziprasidone hydrochloride salt. The salt is washed with acetone and the product is dried.

Aufarbeitung

  1. customfollowed by column chromatographic purification of the product

Quellen und Nachweise

ORD-Eintrag
ord-a1fe5bcacab64580aac065d315eeeb4c
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08178674B2

Verknüpfte Notizen

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