Hydrochloric Acid → Ziprasidone Hydrochloride

HRID 7595

Reaktionsgleichung

Reaktionsgleichung von HRID 7595
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([N:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]3[CH:19]=[C:20]4[C:24](=[CH:25][C:26]=3[Cl:27])[NH:23][C:22](=[O:28])[CH2:21]4)[CH2:12][CH2:11]2)=[N:2]1.C(C(C)=O)C(C)C.Cl>C(O)(C)C>[ClH:27].[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([N:10]2[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][C:18]3[CH:19]=[C:20]4[C:24](=[CH:25][C:26]=3[Cl:27])[NH:23][C:22](=[O:28])[CH2:21]4)[CH2:14][CH2:15]2)=[N:2]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 7909Methyl Isobutyl KetoneHCID 60854Ziprasidone

Produkt 1

HCID 219099Ziprasidone Hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

To a flask equipped with magnetic stirrer, thermometer and nitrogen inlet was added 5-(2-(4-(1,2-benzisothiazol-3-yl)-1-piperazinyl)ethyl)-6-chloro-1,3-dihydro-2H-indol-2-one free base (5.0 g) and methyl isobutyl ketone (100 mL) and the suspension was stirred at 20–25° C. under nitrogen. A 20.5% anhydrous solution of hydrogen chloride in isopropanol (6.45 g) was added and the mixture was stirred for about 24 h. The product was collected by filtration on a Buchner funnel. The filter cake is rinsed with 3×10 mL of methyl isobutyl ketone at 20–25° C. and transferred to a drying oven and dried in vacuo at 65–70° C. for about 24 h. This afforded 5.25 g of anhydrous ziprasidone hydrochloride. The material contained 0.52% of residual methyl isobutyl ketone, as determined by NMR.

Aufarbeitung

  1. customTo a flask equipped with magnetic stirrer
  2. stirringthe mixture was stirred for about 24 h
  3. filtrationThe product was collected by filtration on a Buchner funnel
  4. washThe filter cake is rinsed with 3×10 mL of methyl isobutyl ketone at 20–25° C.
  5. customtransferred to a drying oven
  6. customdried in vacuo at 65–70° C. for about 24 h

Quellen und Nachweise

ORD-Eintrag
ord-e370f8717366441a979d1a10c6ae373a
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07087611B2

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